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Naphtha
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Naphtha (/ˈnæfθə/, recorded as less common or nonstandard[1] in all dictionaries: /ˈnæpθə/) is a flammable liquid hydrocarbon mixture. Generally, it is a fraction of crude oil, but it can also be produced from natural-gas condensates, petroleum distillates, and the fractional distillation of coal tar and peat. In some industries and regions, the name naphtha refers to crude oil or refined petroleum products such as kerosene or diesel fuel.
Naphtha is also known as Shellite in Australia.[2]
Etymology
[edit]
The word naphtha comes from Latin through Ancient Greek (νάφθα), derived from Middle Persian naft ("wet", "naphtha"),[3][4] the latter meaning of which was an assimilation from the Akkadian 𒉌𒆳𒊏 napṭu (see Semitic relatives such as Arabic نَفْط nafṭ ["petroleum"], Syriac ܢܰܦܬܳܐ naftā, and Hebrew נֵפְט neft, meaning petroleum).[5]
Antiquity
[edit]The book of II Maccabees (2nd cent. BC) tells how a "thick water" was put on a sacrifice at the time of Nehemiah and when the sun shone it caught fire. It adds that "those around Nehemiah termed this 'Nephthar,' which means Purification, but it is called Nephthaei by the many."[6] This same substance is mentioned in the Mishnah as one of the generally permitted oils for lamps on Shabbat, although Rabbi Tarfon permits only olive oil (Mishnah Shabbat 2).
In Ancient Greek, it was used to refer to any sort of petroleum or pitch. The Greek word νάφθα designates one of the materials used to stoke the fiery furnace in the Song of the Three Children (possibly 1st or 2nd cent. BC). The translation of Charles Brenton renders this as "rosin."
The naphtha of antiquity is explained to be a "highly flammable light fraction of petroleum, an extremely volatile, strong-smelling, gaseous liquid, common in oil deposits of the Near East;" it was a chief ingredient in incendiary devices described by Latin authors of the Roman period.[7]
Modern period
[edit]Since the 19th century, solvent naphtha has denoted a product (xylene or trimethylbenzenes) derived by fractional distillation from petroleum;[8] these mineral spirits, also known as "Stoddard Solvent," were originally the main active ingredient in Fels Naptha laundry soap.[9] The naphtha in Fels Naptha was later removed as a cancer risk.[10]
The usage of the term "naphtha" during this time typically implies petroleum naphtha, a colorless liquid with a similar odor to gasoline. However, "coal tar naphtha," a reddish brown liquid that is a mixture of hydrocarbons (toluene, xylene, and cumene, etc.), could also be intended in some contexts.[11]
Petroleum
[edit]In older usage,[when?] "naphtha" simply meant crude oil, but this usage is now obsolete in English. There are a number of cognates to the word in different modern languages, typically signifying "petroleum" or "crude oil."
The Ukrainian & Belarusian word нафта (nafta), Lithuanian, Latvian, & Estonian "nafta," and the Persian naft (نفت) mean "crude oil." The Russian word нефть (neft') means "crude oil," but нафта (nafta) is a synonym of ligroin. Also, in Albania, Bosnia and Herzegovina, Bulgaria, Croatia, Finland, Italy, Serbia, Slovenia, and Macedonia nafta (нафта in Cyrillic) is colloquially used to indicate diesel fuel and crude oil. In the Czech Republic and Slovakia, nafta was historically used for both diesel fuel and crude oil, but its use for crude oil is now obsolete[12] and it generally indicates diesel fuel. In Bulgarian, nafta means diesel fuel, while neft, as well as petrol (петрол in Cyrillic), means crude oil. Nafta is also used in everyday parlance in Argentina, Uruguay and Paraguay to refer to gasoline/petrol.[13] Similarly, in Flemish, the word naft(e) is used colloquially for gasoline.[14] In Poland, the word nafta means kerosene,[15] and colloquially crude oil (the technical name for crude oil is ropa naftowa, also colloquially used for diesel fuel as ropa).
Types
[edit]Naphtha has been divided into two types by many sources in order to differentiate between common grades more clearly:
One source[16] distinguishes by boiling point as well as carbon atom count per molecule:
- Light naphtha is the fraction boiling between 30 and 90 °C (86 and 194 °F) and consists of molecules with 5–6 carbon atoms.
- Heavy naphtha boils between 90 and 200 °C (194 and 392 °F) and consists of molecules with 6–12 carbon atoms.
Chemistry of Hazardous Materials differentiates light and heavy based on the carbon atom count and hydrocarbon structure:[17]
- Light [is] a mixture consisting mainly of straight-chained and cyclic aliphatic hydrocarbons having from five to six carbon atoms per molecule.
- Heavy [is] a mixture consisting mainly of straight-chained and cyclic aliphatic hydrocarbons having from seven to nine carbon atoms per molecule.
Some sources also define petroleum naphtha, which contains both heavy and light naphtha, and typically consists of 15-30% of crude oil by weight.[18]
Uses
[edit]Heavy crude oil dilution
[edit]Naphtha is used to dilute heavy crude oil to reduce its viscosity and enable/facilitate transport; undiluted heavy crude cannot normally be transported by pipeline, and may also be difficult to pump onto oil tankers. Other common dilutants include natural-gas condensate and light crude. However, naphtha is a particularly efficient dilutant and can be recycled from diluted heavy crude after transport and processing.[19][20][21] The importance of oil dilutants has increased as global production of lighter crude oils has fallen and shifted to exploitation of heavier reserves.[20]
Fuel
[edit]Light naphtha is used as a fuel in some commercial applications. One notable example is wick-based cigarette lighters, such as the Zippo, which draw "lighter fluid"—naphtha—into a wick from a reservoir to be ignited using the flint and wheel.
It is also a fuel for camping stoves and oil lanterns, known as "white gas", where naphtha's low boiling point makes it easy to ignite. Naphtha is sometimes preferred over kerosene because it clogs fuel lines less. The outdoor equipment manufacturer MSR published a list of trade names and translations to help outdoor enthusiasts obtain the correct products in various countries.[22]
Naphtha was also historically used as both a fuel and a working fluid in some small boats where steam technology was impractical; most were built to circumvent safety laws relating to traditional steam launches.[23]
As an internal combustion engine fuel, petroleum naphtha has seen very little use and suffers from lower efficiency and low octane ratings, typically 40 to 70 RON. It can be used to run unmodified diesel engines, though it has a longer ignition-delay than diesel. Naphtha tends to be noisy in combustion due to the high pressure rise rate. There is a possibility of using naphtha as a low-octane base fuel in an octane-on-demand concept, with the engine drawing a high-octane mix only when needed. Naptha benefits from lesser emissions in refinement: fuel energy losses from "well-to-tank" are 13%; lower than the 22% losses for petroleum.[18]
Plastics
[edit]Naphtha is a crucial component in the production of plastics.[24]
Health and safety considerations
[edit]The safety data sheets (SDSs) from various naphtha vendors indicate various hazards such as a flammable mixture of hydrocarbons: flammability, carcinogenicity, skin and airway irritation, etc.[25][2][26][27]
Humans can be exposed to naphtha in the workplace by inhalation, ingestion, dermal contact, and eye contact. The US Occupational Safety and Health Administration (OSHA) has set the permissible exposure limit for naphtha in the workplace as 100 ppm (400 mg/m3) over an 8-hour workday. The US National Institute for Occupational Safety and Health (NIOSH) has set a recommended exposure limit (REL) of 100 ppm (400 mg/m3) over an 8-hour workday. At levels of 1000 ppm, which equates to 10 times the lower exposure limit, naphtha is immediately dangerous to life and health.[28]
See also
[edit]References
[edit]- ^ "Definition of NAPHTHA". 18 December 2024.
- ^ a b "Material Safety Data Sheet : Shellite" (PDF). Recochem.com. Retrieved 2015-10-26.
- ^ Christian Gizewski (Technische Universität Berlin). "Persisches Erbe im Griechischen, Lateinischen, Arabischen, Türkischen und in verschiedenen heutigen europäischen Sprachen (Persian Heritage in Greek, Latin, Arabic, Turkic and Various Modern European Languages)". Technische Universität Berlin. Archived from the original on 2011-08-11. Retrieved 2010-02-28.
- ^ David Neil MacKenzie (1971). A Concise Pahlavi Dictionary. Oxford University Press. p. 57. ISBN 978-1-934768-59-4.
- ^ "ENGLISH i. Persian Elements in English". www.iranicaonline.org. Encyclopaedia Iranica. Retrieved 1 September 2018.
- ^ 2 Maccabees 1:36
- ^ Mayor, Adrienne (2009). Greek Fire, Poison Arrows, and Scorpion Bombs: Biological and Chemical Warfare in the Ancient World. Woodstock, NY: Overlook Duckworth. p. 227. ISBN 0715638521. digital copy
- ^ Daunicht, Hubert K. (2009). Greek Fire, Poison Arrows, and Scorpion Bombs: Biological and Chemical Warfare in the Ancient World. Woodstock, NY: Overlook Duckworth. p. 307. ISBN 9780715638521.
- ^ "Fels & Company". Hsp.org. Retrieved 2016-09-28.
- ^ "Portugrocer: 1942". Shorpy.com. Retrieved 2023-05-03.
- ^ Sittig, Marshall (2013). "Naphtha". In Greene, Stanley A.; Pohanish, Richard P. (eds.). Sittig's Handbook of Pesticides and Agricultural Chemicals. William Andrew. p. 636. ISBN 9780815519034.
- ^ "Slovenské slovníky". Slovnik.juls.savba.sk. Retrieved 2015-10-26.
- ^ Pedro Mairal (2012). El año del desierto. Stockcero, Inc. pp. 71–. ISBN 978-1-934768-59-4.
- ^ Michael G. Clyne (1992). Pluricentric Languages: Differing Norms in Different Nations. Walter de Gruyter. pp. 85–. ISBN 978-3-11-012855-0.
- ^ Andrey Taranov (23 October 2013). Polish vocabulary for English speakers - 7000 words. BoD - Books on Demand. pp. 98–. ISBN 978-1-78071-417-2.
- ^ Prestvic, Rune; Kjell Moljord; Knut Grande; Anders Holmen (2004). "Compositional analysis of naphtha and reformate". Catalytic naphtha reforming. USA: CRC Press. p. 2. ISBN 9780203913505. Retrieved 2010-02-03.
- ^ Meyer, Eugene (1998). Chemistry of hazardous materials (3rd ed.). Upper Saddle River, N.J: Brady : Prentice-Hall. p. 458. ISBN 0-8359-5175-8.
- ^ a b Park, Wonah (August 2021). "Naphtha as a Fuel for Internal Combustion Engines". International Journal of Automotive Technology. 22 (4): 1119–1133. doi:10.1007/s12239-021-0100-9.
- ^ Glenat, Philippe; Heraud, Jean-Philippe; Gateau, Patrick; Henaut, Isabelle; Argillier, J.-Francois (2005-01-01). Heavy Oil Dilution. Society of Petroleum Engineers. doi:10.2118/97763-MS. ISBN 9781613990056. S2CID 73605226.
- ^ a b "Dilution of heavy crude oils for pipeline transportation purposes: The asphaltene instability issue".
- ^ "Diluting Venezuela's heavy crude just got harder". www.worldoil.com. 29 January 2019. Retrieved 2019-04-09.
- ^ "Where do I get fuel in foreign countries and what other types of fuel can I use with my stove?". 7 July 2025.
- ^ Durant, Kenneth (1976). The Naptha Launch.
- ^ "How Plastics are Made". Plastics Europe. Brussels: Association of Plastics Manufacturers.
- ^ "Petroleum Ether". Hazard.com. 1998-04-21. Retrieved 2015-10-26.
- ^ "Material Safety Data Sheet : Ronsonol Lighter Fuel" (PDF). Cooperbooth.com. Retrieved 2015-10-26.
- ^ "NAFAA". NAFAA. Archived from the original on 2016-03-04. Retrieved 2015-10-26.
- ^ "CDC - NIOSH Pocket Guide to Chemical Hazards - Naphtha (coal tar)". www.cdc.gov. Retrieved 2015-11-27.
External links
[edit]Naphtha
View on GrokipediaEtymology and History
Origins in antiquity
The term "naphtha" derives from the ancient Persian word "naft," referring to an inflammable liquid, with etymological roots in the Avestan "napta," meaning damp or moist, as preserved in Zoroastrian texts composed around 1500–1000 BCE.[9] This linguistic origin reflects early Iranian recognition of volatile petroleum products as distinct from heavier bitumens, emphasizing their flammable properties in pre-modern contexts.[10] In the 5th century BCE, the Greek historian Herodotus provided one of the earliest Western accounts of naphtha, describing it as a highly volatile oil extracted from wells in the region near Ardericca in Susiana (modern-day southwestern Iran), then part of the Persian Empire. He noted its extraction using ropes from a pit near a river and its oily nature, suitable for anointing beards and hair to promote growth, and other applications. While Herodotus does not detail its flammability on water, later ancient sources highlight naphtha's ability to spread and burn on water, underscoring its potential as an incendiary material.[11] Ancient Mesopotamians utilized naphtha-like petroleum fractions from natural seeps as a fuel for lamps and torches, as evidenced by cuneiform records detailing its collection and application in daily lighting.[12] In Greek and later Byzantine contexts, it served as a key component in incendiary weapons, notably contributing to the composition of Greek fire—a Byzantine naval incendiary deployed from the 7th century CE onward, combining naphtha with sulfur and bitumen to create unquenchable flames that adhered to surfaces and burned on water. Additionally, across Mesopotamian and Greco-Roman traditions, naphtha and bitumen were incorporated into medicinal ointments for their antiseptic qualities, treating ailments such as wounds, skin conditions, and respiratory issues, with bitumen valued as a disinfectant and preservative.[13] Archaeological findings in ancient Persia reveal evidence of bitumen processing, including heating and separation techniques akin to rudimentary distillation, dating back 5000–6000 years in southern Iranian sites, where natural petroleum seeps were exploited to isolate lighter fractions like naphtha for adhesive and waterproofing uses in construction and artifacts.[14] In ancient India, similar processing of bitumen from Himalayan and Indus Valley sources is attested through residue analysis on pottery and tools from the 3rd millennium BCE, indicating its refinement for sealing boats, jewelry, and architectural elements, though direct distillation evidence remains limited to simple thermal methods.[13]Development in the modern era
In the 18th century, during the Enlightenment and the onset of the Industrial Revolution, European chemists began adopting the ancient term "naphtha" to describe volatile, flammable distillates derived from sources such as wood pyrolysis and coal tar, marking a shift toward more systematic chemical classifications of organic materials.[15] These distillates were recognized for their solvent properties and low boiling points, distinguishing them from heavier tars and oils in early industrial processes.[16] By the 19th century, the rise of organic chemistry further refined the concept of naphtha, classifying it as a light oil fraction produced during the carbonization of coal in gasworks, which proliferated from the 1810s onward to supply illuminating gas for urban lighting.[17] In these operations, naphtha emerged as a key byproduct from the distillation of coal tar, valued for its volatility and utility in early chemical applications, reflecting the era's growing emphasis on fractional distillation techniques.[16] The 1859 oil boom in Pennsylvania, triggered by Edwin Drake's successful well in Titusville, significantly expanded naphtha's role as a byproduct of kerosene refining, where it was the initial light fraction separated during distillation to produce lamp fuel.[18] This surplus naphtha found immediate industrial uses as a solvent in varnishes and rubber processing; for instance, it was employed to dissolve raw rubber in preparations leading to Charles Goodyear's 1839 vulcanization breakthrough, which stabilized the material for practical applications despite challenges with solvent-induced stickiness.[19] Toward the late 19th century, efforts to standardize naphtha's definition accelerated with the formation of organizations like the American Society for Testing Materials (ASTM) in 1898, which established specifications based on boiling range—typically 30–200°C—to ensure consistency in industrial and commercial products.[20] These standards, evolving from early petroleum testing protocols, solidified naphtha's identity as a defined hydrocarbon fraction rather than a vague volatile substance.[21]Link to petroleum refining
In the early 20th century, naphtha emerged as a key straight-run distillate fraction from the atmospheric distillation of crude oil in petroleum refineries, serving as a precursor to gasoline amid rising demand from automobiles and aviation.[22] The advent of thermal cracking processes in the 1910s revolutionized its production; the Burton process, patented in 1912 and first commercialized in 1913 at Standard Oil's Whiting refinery, applied high temperatures (around 425°C) and pressures (5-7 kg/cm²) to heavier gas oils, effectively doubling gasoline and naphtha yields from crude oil compared to prior distillation methods.[23][24] By the 1920s and 1930s, naphtha's role expanded with the introduction of thermal reforming and early catalytic processes, which upgraded low-octane straight-run naphtha into higher-value components through dehydrogenation and isomerization, laying the groundwork for modern gasoline blending.[25][23] This evolution proved critical during World War II, as naphtha feedstocks enabled catalytic reforming and alkylation to produce high-octane aviation gasoline (avgas) with ratings up to 100/130; in the United States, production scaled rapidly in the 1940s via processes like the Houdry catalytic cracking (deployed from 1936) and fluid catalytic cracking (introduced 1942), culminating in 28.4 million tons of leaded avgas output by 1945 to power Allied aircraft.[26][23] Postwar globalization accelerated naphtha's trade, with expanding refinery infrastructure worldwide—particularly in the Middle East—positioning it as a vital intermediate for petrochemicals and fuels, as evidenced by increasing exports from regional facilities amid booming global demand.[27] The 1970s oil crises, precipitated by OPEC's embargo and production restrictions starting in 1973, dramatically impacted naphtha markets by driving petroleum product prices upward (with oil quadrupling from $3 to $12 per barrel) and redirecting flows, thereby establishing Middle Eastern refineries as dominant exporters to support international petrochemical needs.[28][29] By the 1950s, as catalytic reforming of petroleum-derived naphtha supplanted older methods, industry standards formalized the terminology "petroleum naphtha" to specify this crude oil fraction (boiling range typically 35-200°C), clearly differentiating it from coal tar naphtha variants that had dominated earlier aromatic production but were largely phased out by the 1980s due to inefficiency.[30][23]Chemical Composition and Properties
Hydrocarbon constituents
Naphtha is a complex mixture of hydrocarbons primarily composed of aliphatic hydrocarbons, known as paraffins or alkanes, which typically constitute 40-70% by weight. These include straight-chain examples such as n-pentane (C₅H₁₂) and branched isomers like isopentane (2-methylbutane). Cycloalkanes, or naphthenes, make up 20-50% of the mixture and are exemplified by cyclohexane (C₆H₁₂). Aromatic hydrocarbons account for 10-30%, with representative compounds including benzene (C₆H₆) and toluene (C₇H₈).[31][2][32][33] The hydrocarbons in naphtha generally range from C₅ to C₁₂ carbon atoms, though variations occur depending on the source material. Unsaturation levels are low in straight-run naphtha, with olefins typically comprising less than 5% by weight. A specific example of composition in petroleum-derived naphtha includes approximately 41% paraffins, 54% naphthenes, and 5% aromatics.[34][31][2] Naphtha also contains trace impurities, including sulfur compounds at levels of 0.1-1%, along with minor amounts of nitrogen- and oxygen-containing compounds. These impurities vary by crude oil origin and processing but are generally present in low concentrations.[35][36] The molecular makeup of naphtha is analyzed using gas chromatography for detailed constituent profiling. The ASTM D5134 standard provides a method for simulated distillation and identification of paraffins, naphthenes, and monoaromatics through capillary gas chromatography. These constituents contribute to the overall physical properties of naphtha observed in subsequent analyses.[37][38]Physical and chemical characteristics
Naphtha exhibits a range of physical properties that reflect its status as a volatile liquid hydrocarbon mixture derived from petroleum distillation. Its boiling range typically spans 30–200 °C, with light naphtha boiling between 30–90 °C and heavy naphtha between 90–200 °C, allowing for separation based on volatility during refining processes.[2][36] The density of naphtha lies between 0.65 and 0.80 g/cm³ at 20 °C, influenced by the proportion of aliphatic and aromatic hydrocarbons, while its refractive index ranges from 1.40 to 1.45, and viscosity remains low at 0.5–1.0 cP, contributing to its flow characteristics as a solvent.[2][39][40] Chemically, naphtha is highly flammable, with an autoignition temperature of 200–300 °C, making it prone to ignition under elevated temperatures without an external flame source.[41] It demonstrates low solubility in water, typically less than 0.1 g/L, which limits its miscibility with aqueous systems but enhances compatibility with organic solvents.[2] Naphtha shows reactivity toward oxidation, particularly in the presence of air or oxygen, forming peroxides and hydroperoxides that can lead to gum formation during storage or processing.[42] Thermally, it maintains stability up to approximately 400 °C, beyond which cracking into lighter hydrocarbons begins, a property critical for its use in high-temperature petrochemical operations.[43] In terms of fuel-related metrics, straight-run naphtha has a research octane number (RON) of 40–70, which can be enhanced to over 90 through catalytic reforming, improving its suitability as a gasoline blending component.[44][45] Its vapor pressure ranges from 50–100 kPa at 38 °C, affecting volatility and evaporation rates in applications like fuel formulation.[39][2]| Property | Typical Range | Notes |
|---|---|---|
| Boiling Range | 30–200 °C (light: 30–90 °C; heavy: 90–200 °C) | Determines distillation fractions[2][36] |
| Density (20 °C) | 0.65–0.80 g/cm³ | Varies with aromatic content[39] |
| Refractive Index | 1.40–1.45 | Indicates optical purity[40] |
| Viscosity | 0.5–1.0 cP | Low for easy handling[40] |
| Autoignition Temperature | 200–300 °C | High flammability risk |
| Water Solubility | <0.1 g/L | Hydrophobic nature[2] |
| RON (straight-run) | 40–70 | Boostable via reforming[44] |
| Vapor Pressure (38 °C) | 50–100 kPa | Influences volatility[2] |
