基本情報
- 標準SMILES
CCS- InChIKey
DNJIEGIFACGWOD-UHFFFAOYSA-N- 分子式
- C2H6S
- 平均分子量
- 62.14 g/mol
- 単同位体質量
- 62.01902119
概要
Ethyl mercaptan appears as a clear colorless low-boiling liquid (boiling point 97 °F) with an overpowering, garlic-like/skunk-like odor. Flash point -55 °F. Less dense than water and very slightly soluble in water. Vapors are heavier than air. Vapors may irritate nose and throat. May be toxic if swallowed, by inhalation or by contact. Added to natural gas as an odorant. Used as a stabilizer for adhesives.
名称と識別子
- 優先名称
- Ethanethiol
- IUPAC
- ethanethiol
- 現地名
- エチルメルカプタン
- 英語名
- Ethanethiol
- 分子式
- C2H6S
- 分子量
- 62.13
名称と別名
名称をさらに表示
データベース識別子
- CAS
75-08-1- PubChem CID
- 6343
- DTXSID
DTXSID9026394- ChEBI
CHEBI:46511- UNII
- M439R54A1D
- EC Number
- 200-837-3
- Nikkaji
- J1.439G
物性
構造計算による物性
- XLogP
- 0.9
- 極性表面積
- 1 Ų
- 水素結合供与体数
- 1
- 水素結合受容体数
- 1
- 回転可能結合数
- 0
- 重原子数
- 3
- 形式電荷
- 0
- 複雑度
- 2.8
実験および物理化学的性質
Chemical Classes
Other Classes -> Thiols
Flammable agents - 4th degree
Pesticides
Rodenticides
Active substance -> EU Pesticides database: Not approved
Odor
Leek-like odor
Penetrating garlic-like odor
Strong, skunk-like odor.
Density
0.826 at 68 °F (USCG, 1999) - Less dense than water; will float
0.8315 at 25 °C/4 °C
Relative density (water = 1): 0.839
0.833-0.839
0.826
0.8315 @25 °C
Solubility
0.7 % (NIOSH, 2024)
Soluble in alcohol, ether, petroleum naphtha
Soluble in acetone, dilute alkali
In water, 15,603 mg/L at 25 °C
Solubility in water, g/100ml at 20 °C: 0.68
Slightly soluble in water
Flash Point
less than 0 °F (USCG, 1999)
-48.3 C
-48.3 °C (Closed cup)
-54 °C (Closed cup)
-48.3 °C
-55 °F
物理化学的性質
- 融点
- -148 °C · -148 °C
- 沸点
- 35 °C · 35 °C(lit.)
- 比重(密度)
- 0.839 g/mL · 0.839 g/mL at 25 °C(lit.)
- 蒸気密度
- 2.1 · 2.1 (vs air)
- 蒸気圧
- 8.51 psi · 8.51 psi ( 20 °C)
- 屈折率
- 20 · n20/D 1.4306(lit.)
- FEMA
- 4258 · 4258 | ETHANETHIOL
- 闪点
- 1 °F · 1 °F
- 貯蔵温度
- 30 °C · Store below +30°C.
- 溶解性
- 6.8 g/リットル · 6.8g/リットル
- 外見
- 液体
- 酸解離定数(Pka)
- 10.6 · 10.6(at 25℃)
- 色
- 無色
- 臭い (Odor)
- 強いチャンク;攻撃的なニンニク。
- 由来生物
- synthetic
- 爆発限界(explosive limit)
- 2.8 · 2.8-18%(V)
- 臭気閾値(Odor Threshold)
- 0.0000087 ppm · 0.0000087ppm
- 水溶解度
- アルコール、エーテル、水に溶ける。アルコール、ナフサ、アセトン、希アルカリ、エーテルと混和します。水とわずかに混和する。
- 比熱容量
- 1.9 J/ · Cp(liquid): 1.9 J/(g·K); Cp(gas): 1.17 J/(g·K), at 25℃
- JECFA Number
- 1659 · 1659
- Merck
- 14 · 14,3726
- BRN
- 773638 · 773638
- Henry's Law Constant
- 3.57 · 3.57(x 10-3 atmm3/mol) at 25 °C (Przyjazny et al., 1983)
- Dielectric constant
- 6.9 · 6.9(14℃)
- 安定性
- 安定。非常に可燃性 - 引火点が低いことに注意してください。酸化剤および強酸とは相容れない。空気と爆発性混合物を形成する可能性があります。
- 主な用途
- 洗浄剤化粧品フレーバーそして香料食品および飲料パーソナルケア
- InChI
- 1S/C2H6S/c1-2-3/h3H,2H2,1H3
- InChIKey
- DNJIEGIFACGWOD-UHFFFAOYSA-N
- SMILES
- CCS
- LogP
- 1.44 · 1.44
- CAS データベース
- 75 · 75-08-1(CAS DataBase Reference)
- NISTの化学物質情報
- Ethanethiol(75-08-1)
- EPAの化学物質情報
- Ethyl mercaptan (75-08-1)
安全と法規制
GHS分類
GHS Classification
Danger
H224: Extremely flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P273, P280, P301+P317, P303+P361+P353, P304+P340, P316, P321, P330, P370+P378, P391, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)
Danger
H225 (93.1%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P261, P264, P270, P271, P273, P280, P301+P317, P303+P361+P353, P304+P340, P317, P330, P370+P378, P391, P403+P235, and P501 (click each P-code to see the statement)
危険有害性情報
Regulatory Information
Chemical: Ethanethiol
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
Ethanethiol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Ethanethiol are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
Status: Active Update: 16-02-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/2123
Ethanethiol: HSNO Approval: HSR001043 Approved with controls
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Fire Hazards
Special Hazards of Combustion Products: Irritating fumes of sulfur dioxide are generated.
· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Extremely flammable. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive.
Fire Potential
Dangerous, when exposed to heat or flame or oxidizers.
Minimum ignition temperature in air: 299 °C; in oxygen: 261 °C
Can react vigorously with oxidizing materials.
Extremely flammable.
Health Hazards
Inhalation of vapor causes muscular weakness, convulsions, respiratory paralysis. High concentrations may cause pulmonary irritation. Liquid irritates eyes and skin. Ingestion causes nausea and irritation of mouth and stomach. (USCG, 1999)
· May cause toxic effects if inhaled or absorbed through skin.
Hazards Summary
Its toxicity in rats and mice is similar to that of butyl mercaptan. Acutely, it is about 1/5 as toxic as hydrogen sulfide. Human volunteers exposed to 1mg/m3 (0.5 ppm) experienced no symptoms, while those exposed to 10 mg/m3 (4 ppm) complained of mucous membrane irritation and fatigue. [ACGIH] Liver necrosis occurs in animals receiving sublethal doses. [HSDB] See THIOLS.
DOT ID and Guide
2363 129
2363 129
OSHA Standards
Permissible Exposure Limit: Table Z-1 Ceiling value: 10 ppm (25 mg/cu m).
Vacated 1989 OSHA PEL TWA 0.5 ppm (1 mg/cu m) is still enforced in some states.
安全と保護具
Fire Fighting
Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
Use powder, foam, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.
Rinse skin with plenty of water or shower. Rinse skin with plenty of water or shower.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Rinse mouth. Rinse mouth. Give one or two glasses of water to drink. Do NOT induce vomiting. Refer for medical attention .
Accidental Release Measures
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
First Aid
Excerpt from NIOSH Pocket Guide for Ethyl mercaptan:
General First Aid:
(General first aid procedures)
Exposure Control and Personal Protection
· Wear positive pressure self-contained breathing apparatus (SCBA).
0.5 [ppm]
Fire Fighting Procedures
If material /is/ on fire or involved in /a/ fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use foam, dry chemical, or carbon dioxide.
Evacuation: If fire becomes uncontrollable or container is exposed to direct flame-consider evacuation of one-third (1/3) mile radius. If material leaking (not on fire) consider evacuation from downwind area based on amount of material spilled, location and weather conditions.
Storage Conditions
Fireproof. Separated from strong oxidants, strong acids. Cool.
Materials which are toxic as stored or which can decomp into toxic components ... should be stored in cool, well-ventilated place, out of the direct rays of the sun, away from areas of high fire Hazard, and should be periodically inspected. Incompatible materials should be isolated ... .
Keep tightly closed and in a cool place.
Cleanup Methods
Odorous gases, such as methylmercaptans, mainly present a cosmetic problem. Thus a variety of methods and procedures, and also patents, are available with methods to absorb odors in scrubbers, by use of catalytic oxidizers or combined scrubber systems with oxidizing agents such as ozone or peroxides.
Odors can be removed from circulating air with charcoal, by catalytic oxidation, or by destruction with a UV scrubber.
If ethyl mercaptan is spilled or leaked, the following steps should be taken: 1. Remove all ignition sources. 2. Ventilate area of spill or leak. 3. For small quantities of liquids contaning ethyl mercaptan, absorb on paper towels and place in an appropriate container. Place towels in a safe place such as a fume hood for evaporation. Allow sufficient time for evaporation of the vapors so that the the hood ductwork is free from ethyl mercaptan vapors. Burn the paper in a suitable location away from combustible materials. 4. Large quantities of liquids containing ethyl mercaptan may be absorbed in vermiculite, dry sand, earth, or a similar material and placed in an appropriate container. Ethyl mercaptan should not be allowed to enter a confined space such as a sewer because of the possibility of an explosion. 5. Liquids containing ethyl mercaptan may be collected by vacuuming with an appropriate system. If a vacuum system is used, there should be no sources of ignition in the vicinity of the spill, and flashback prevention devices should be provided.
Evacuate danger area! Collect leaking liquid in sealable containers. Do NOT wash away into sewer. Personal protection: self-contained breathing apparatus.
Disposal Methods
SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Ethyl mercaptan is a waste chemical stream constituent which may be subjected to ultimate disposal by controlled incineration (2,000 °F) followed by scrubbing with a caustic solution.
Incineration ... : Incinerate scrap material under controlled conditions using afterburner and a scrubber to neutralize sulfur dioxide ... .
毒性情報
Ecotoxicity Values
EC50 Daphnia magna (Waterflea, <24 hr old) 90-280 mg/L/48 hr; static, 20 °C, hardness: 250 mg/L CaCO3, dissolved oxygen: >6.5 mg/L, pH 8.2
LC50 Daphnia magna (Water flea) 170 ug/L/48 hr; static /formulated product/
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 22(SRC), determined from a water solubility of 1.56X10+4 mg/L(2) and a regression-derived equation(3), indicates that ethyl mercaptan is expected to have very high mobility in soil(SRC). Volatilization of ethyl mercaptan from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 4.53X10-3 atm-cu m/mole(4). Ethyl mercaptan is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 529 mm Hg(5). Biodegradation data were not available(SRC, 2005).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 22(SRC), determined from a water solubility of 1.56X10+4 mg/L(2) and a regression-derived equation(3), indicates that ethyl mercaptan is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 4.53X10-3 atm-cu m/mole(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2.4 hours and 3.2 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 2.7(SRC), from its water solubility(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2005).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), ethyl mercaptan, which has a vapor pressure of 529 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase ethyl mercaptan is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 10 hours(SRC), calculated from its rate constant of 4.68X10-11 cu cm/molecule-sec at 25 °C(3). Ethyl mercaptan does not absorb light at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight.
Exposure Routes
The substance can be absorbed into the body by inhalation and by ingestion.
inhalation, ingestion, skin and/or eye contact
Signs and Symptoms
Dizziness. Headache. Nausea. Vomiting. Tremor. Weakness. Unconsciousness.
Redness.
Redness. Pain.
See Inhalation.
irritation mucous membrane; headache, nausea; In Animals: incoordination, lassitude (weakness, exhaustion); liver, kidney damage; cyanosis; narcosis
Effluent Concentrations
Ethyl mercaptan concentrations of 0.25-1.01 mg/L were detected in the effluent of the Barceloneta waste treatment facility in Puerto Rico in Sept 1981(1); the treatment facility receives mostly industrial waste(1). An ethyl mercaptan concentration of 3.8 ppm was detected in the headspace gas of a wastewater effluent from an unidentified oil refinery(2). An ethyl mercaptan concentration of 72.5 ppm was detected in the headspace gas of a wastewater effluent from an unidentified waste treatment plant(2). A concentration of 21,000 ppm volume was reported in a study measuring gaseous trace compounds from an unspecified municipal landfill site(3).
Medical Surveillance
Prior to placing a worker in a job with a potential for exposure to ethyl mercaptan, the physician should evaluate and document the worker's baseline health status with thorough medical, environmental, and occupational histories, a physical examination, and physiologic and laboratory tests appropriate for the anticipated occupational risk. These should concentrate on the function and integrity of the nervous and respiratory systems. Medical surveillance for respiratory disease should be conducted by using the principles and methods recommended by NIOSH and the American Thoracic Society (ATS). A preplacement medical evaluation is recommended in order to detect and assess preexisting or concurrent conditions which may be aggravated or result in increased risk when a worker is exposed to n-butyl mercaptan at or below the NIOSH REL. The examining physician should consider the probable frequency, intensity, and duration of exposure, as well as the nature and degree of the condition, in placing such a worker. Such conditions, which should not be regarded as absolute contraindications to job placement, include chronic diseases of the respiratory system.
Soil Adsorption/Mobility
The Koc of ethyl mercaptan is estimated as 22(SRC), using a water solubility of 1.56X10+4 mg/L(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that ethyl mercaptan is expected to have very high mobility in soil.
法規制情報
DHS Chemicals of Interest (COI)
Ethyl mercaptan
1
10000
Flammable chemical that can be released at a facility.
安全データ
- F
- 13
- OEL
- Ceiling: 0.5 ppm (1.3 mg/m3) [15-minute]
- wgk
- 3
- IDLA
- 500 ppm
- tsca
- TSCA listed
- rtecs
- KI9625000
- ridadr
- UN 2363
- 毒性
- LD50 orally in Rabbit: 682 mg/kg
- PRTR法
- 第一種指定化学物質
- hs_code
- 2930 90 98
- risk_code
- 11-20-50/53-51/53-12-20/22
- 化審法
- (2)-460
- 安衛法
- 57,57-2
- 消防法
- 危-4-特-I
- hazard_code
- F,Xn,N,F+
- safety_code
- 16-25-60-61
- hazard_class
- 3
- packing_group
- I
- 自然発火温度
- 570 °F
- Hazard Classifications
- Acute Tox. 4 InhalationAcute Tox. 4 OralAquatic Acute 1Aquatic Chronic 1Flam. Liq. 1
- ストレージクラス
- 3 - Flammable liquids
- 有毒物質データの
- 75-08-1(Hazardous Substances Data)
化学と産業
薬理情報
Metabolism/Metabolites
A membrane bound enzymatic activity found in rabbit liver microsomes which catalyzes transmethylation from s-adenosylmethionine to series of c1-c3 alkane thiols. Methane and ethane thiols are endogenous toxins. Methylation could play role in metabolic detoxification.
Metabolism of ethyl mercaptan studied in rabbits. Ethyl methyl sulfide and diethyl sulfide were detected in blood and expired air.
... In dogs ... and ... guinea pigs in vitro ... ethanethiol is oxidatively metabolized to the sulfate probably via a sulfonic intermediate. One of the intermediate products is also postulated to involve ethylmethionine with a S-adenosylthionine enzyme as a mediator.
Mercaptans ... in small amount, occur naturally in urine, and appear to be related to nature of diet. ... Mercaptans also result from reduction of disulfides and may undergo methylation to form methyl alkyl sulfides, which are oxidized to corresponding sulfones. However, most of these sulfur compounds are metabolized eventually into sulfate.
For more Metabolism/Metabolites (Complete) data for ETHYL MERCAPTAN (6 total), please visit the HSDB record page.
Absorption, Distribution and Excretion
In rabbits after inhalation of 30 ppm for 25 min, trace amounts were detected in blood, while inhalation of 10,000 ppm for 60 min resulted in significant amount of gas in blood. After exposure ended, amount present was very small and diminished rapidly.
Ethylmercaptan is rapidly absorbed, but also readily excreted by the mammalian system. Even in a normal subject, 5.9 ug/cu m of the thiol is exhaled.
Rabbits that inhaled 30 ppm for 25 min had trace amounts of ethyl mercaptan in the blood. Inhalation of 10,000 ppm for 60 min resulted in significant amounts in the blood. After the exposure ended, the amount present in the blood was very small and diminished very rapidly.
用途と製造
Uses
Used as an odorant for natural gas; used as an intermediate in the plastic, pesticide, and organic chemical industries; [ACGIH]
Odorant for natural gas; intermediate and starting material in manufacture of plastics, insecticides, antioxidants.
Intermediate in production of acaricides, defoliants, pharmaceuticals, and adhesives
U.S. Production
2023: 7,000,000 - <8,500,000 lb
Ethanethiol is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).
(1991) Exceeded 5000 lb or US $5000 in value
Methods of Manufacturing
... From sodium ethylsulfate and KSH /potassium thiol/; ... catalytically from ethanol and hydrogen sulfide.
By saturating potassium hydroxide solution with hydrogen sulfide, mixing with calcium ethylsulfate solution and distilling on water bath.
Ethanethiol is prepared from ethylene and hydrogen sulfide in the gas phase over aluminum oxide catalysts containing potassium tungstate or nickel and tungsten oxides.
... Ethanethiol is obtained from ethylene and hydrogen sulfide in the liquid phase in the presence of azobisisobutyronitrile and tributylphosphine.
Use Classification
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
General Manufacturing Information
Petroleum Refineries
Ethanethiol: ACTIVE
Thiols can be prepared by a variety of methods. The most-utilized of these synthetic methods for tertiary and secondary thiols is acid-catalyzed synthesis; for normal and secondary thiols, the most-utilized methods are free-radical-initiated, alcohol substitution, or halide substitution; for mercaptoalcohols, the most-utilized method is oxirane addition; and for mercaptoacids and mercaptonitriles, the most-utilized methods are Michael-type additions. /Thiols/
Has one of the most penetrating and persistent odors known (skunk). Tomato juice is reported to deodorize materials contaminated with this compound.
応用分野
解説ethyl thioalcohol.C2H6S(62.14).C2H5SH.エチルチオアルコール,エチルメルカプタンともいう.ハロエタンまたは硫酸エチルカリウムに硫化水素カリウム(KSH)を作用させて合成する.エタンチオールは,悪臭のある無色の揮発性液体.融点-144 ℃,沸点35 ℃.d425"0.83147.nD20"1.431.エタノール,エーテル,アルカリ水溶液に可溶.弱酸性で,金属チオラートを生じる.空気または希硫酸によって酸化されジエチルジスルフィドを,また濃硝酸によりエタンスルホン酸を与える.アルデヒド,ケトンなどと酸の存在下で反応し,チオアセタール,チオケタールを生じる.都市ガスに臭いをつけるため,添加剤として用いられる.森北出版「化学辞典(第2版)
用途燃料用ガス,特にLPGの付臭剤として使用農薬,医薬,ゴム薬原料の合成及びエチルチオグループの製造に応用
用途有機合成原料。
説明Ethane thiol, commonly known as ethyl mercaptan, is a colorless gas or clear liquid with a distinct odor. It is an organosulfur compound with the formula CH3CH2SH. Abbreviated EtSH, it consists of an ethyl group (Et), CH3CH2, attached to a thiol group, SH. Its structure parallels that of ethanol, but with S instead of O. The odor of EtSH is infamous. Ethanethiol is more volatile than ethanol due to a diminished ability to engage in hydrogen bonding. Ethanethiol is toxic. It occurs naturally as a minor component of petroleum, and may be added to other wise odorless gaseous products such as liquefied petroleum gas (LPG) to help warn of gas leaks. At these concentrations, ethanethiol is not harmful.
使用Ethanethiol is used as an intermediate inthe manufacture of insecticides, plastics, andantioxidants; and as an additive to natural gasto give odor. It occurs in illuminating gas andin petroleum distillates.
一般的な説明A clear colorless low-boiling liquid (boiling point 97°F) with an overpowering, garlic-like/skunk-like odor. Flash point -55°F. Less dense than water and very slightly soluble in water. Vapors are heavier than air. Vapors may irritate nose and throat. May be toxic if swallowed, by inhalation or by contact. Added to natural gas as an odorant. Used as a stabilizer for adhesives.
使用用途1. 都市ガス エタンチオールは都市ガスに添加することで、都市ガスに臭いをつけることができます。上記のようにエタンチオールは悪臭をもち、その臭いはタマネギやニラの臭いに近い強い刺激臭です。 このエタンチオールの性質を利用して、ガスに添加することで、ガス漏れした時にいち早く気づくことができます。エタンチオールがガスの付臭剤として使われるようになった理由は、アメリカの石油会社従業員が偶然にガス漏れをしている部分にヒメコンドルが集まっていることを発見したからです。 このヒメコンドルは、のちにエタンチオールの臭いに集まっていることが判明しました。それ以降、ガス中のエタンチオールの濃度を高くして、人間にも臭いが感知できるようにすることで、ガス漏れの検知にエタンチオールが使われるようになりました。 2. 有機合成 エタンチオールは、有機合成における試薬としても使用されます。エタンチオールは非常に反応性の高いチオール基を持っているため、スルフィド構造をもつ化合物やチオエステル構造を持っている化合物を合成する際に利用できます。ただし、高すぎる反応性を持つことによって副反応が起きる可能性もあるので、保護基をうまく導入するなどの工夫を行うことが必要です。 しかし、この化合物は沸点が36℃と低いことや、強い刺激臭を持っていることから、取り扱いには注意が必要です。
調製方法
製造方法Ethanethiol is prepared by the reaction of ethylene with hydrogen sulfide over a catalyst. The various producers utilize different catalysts in this process. It is also be prepared commercially by the reaction of ethanol with hydrogen sulfide gas over an acidic solid catalyst, such as alumina. Ethanethiol was originally reported by Zeiss in 1834 . Zeise treated calcium ethyl sulfate with a suspension of barium sulfide saturated with hydrogen sulfide. He is credited with naming the C2H5S- group as mercaptum. Ethanethiol can also be prepared by a halide displacement reaction, where ethyl halide is reacted with aqueous sodium bisulfide. This conversion was demonstrated as early as 1840 by Henri Victor Regnault.
Ethyl mercaptan is prepared by distilling ethyl potassium sulfate with potassium hydrogen sulfide. Additional mercaptans can be prepared in a similar manner with the corresponding proper ingredients.
純化方法Dissolve the thiol in aqueous 20% NaOH, extract it with a small amount of *benzene and then steam distil until clear. After cooling, the alkaline solution is acidified slightly with 15% H2SO4 and the thiol is distilled off, dried with CaSO4, CaCl2 or 4A molecular sieves, and fractionally distilled under nitrogen [Ellis & Reid J Am Chem Soc 54 1674 1932]. It has a foul odour. [Beilstein 1 IV 1390.]
上流・下流製品情報
上流原料
下流製品
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補足説明
定義ChEBI: Ethanethiol is an alkanethiol that is ethane substituted by a thiol group at position 1. It is added to odorless gaseous products such as liquefied petroleum gas (LPG) to provide a garlic scent which helps warn of gas leaks. It has a role as a rodenticide.
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