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tert-ブチル メルカプタン

tert-Butyl mercaptan

HCID 6387
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
16528-55-5
標準SMILES
CC(C)(C)S
InChIKey
WMXCDAVJEZZYLT-UHFFFAOYSA-N
分子式
C4H10S
平均分子量
90.19 g/mol
単同位体質量
90.05032149

概要

Tert-butyl mercaptan is a foul-smelling organosulfur compound which is a colorless, clear liquid at ambient temperatures. It is primarily used as an odorant for natural gas, and it has an odor threshold of less than 0.33 ppb. Non-toxic at the very low concentrations used in natural gas, but the smell can cause nausea at concentrations as low as 2-3 ppm. The pure chemical is highly flammable and may cause skin and eye irritation upon direct exposure.

名称と識別子

優先名称
tert-Butyl mercaptan
IUPAC
2-methylpropane-2-thiol
現地名
tert-ブチル メルカプタン
英語名
2-Methyl-2-propanethiol
分子式
C4H10S
分子量
90.19

名称と別名

2-Methyl-2-propanethioltert-Butyl mercaptan75-66-12-Methylpropane-2-thioltert-Butylthiol2-Propanethiol, 2-methyl-T-BUTYL MERCAPTANtert-Butylmercaptant-ButylmercaptanDTXSID0026418489PW92WIVTertiary Butyl Mercaptan
名称をさらに表示
tert-ブチル メルカプタン2-メチル-2-プロパンチオール2メチル2プロパンチオルtert-ブチルメルカプタン2-メチルプロパン-2-チオール2‐メチル‐2‐プロパンチオール2-メチル-2-プロパンチオール, 2000 µg/mL in TolueneTBM2-Methylpropan-2-thiol2-methyl-propane-2-thiolTBM(TM)
16203-42-2 (Li salt)4792-91-0 (Cu(1+) salt)32812-86-5 (Pb(2+) salt)RefChem:88048200-890-2tert-Butanethiol1,1-Dimethylethanethiol2-Isobutanethiol

データベース識別子

CAS
16528-55-5、75-66-1
PubChem CID
6387
DTXSID

物性

構造計算による物性

XLogP
1.5
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
5
形式電荷
0
複雑度
25.1

実験および物理化学的性質

Chemical Classes · 2 件

Other Classes -> Thiols

Flammable agents - 3rd degree

SpringerMaterials PropertiesSchoenflies notation
Odor · 2 件

Heavy skunk odor

Strong offensive odor

Density · 3 件

0.8 (NFPA, 2010) - Less dense than water; will float

0.79426 at 25 °C/4 °C

Relative density (water = 1): 0.80

Color/Form · 2 件

Mobile liquid

COLORLESS LIQUID

Solubility · 3 件

Insoluble (NFPA, 2010)

Slightly sol in water; very sol in alcohol, ether, liquid hydrogen sulfide

Very soluble in acetone; soluble in carbon tetrachloride

Flash Point · 3 件

less than -20 °F (NFPA, 2010)

<-20 °F (<-29 °C) (closed cup)

-26 °C c.c.

Boiling Point · 3 件

149-153 °F at 760 mmHg (NFPA, 2010)

63.7-64.2 °C

64 °C

Decomposition · 2 件

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

Danger

H225 (35.5%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264+P265, P272, P273, P280, P301+P316, P302+P352, P303+P361+P353, P305+P351+P338, P321, P331, P333+P317, P337+P317, P362+P364, P370+P378, P391, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 691 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H225: Highly Flammable liquid and vapor [Danger Flammable liquids]

危険有害性情報

Regulatory Information · 6 件

Chemical: 2-Propanethiol, 2-methyl-

Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)

2-Propanethiol, 2-methyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Propanethiol, 2-methyl- 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)

REACH registered substance: 2-methylpropane-2-thiol (EC: 200-890-2)

2-Propanethiol, 2-methyl-: HSNO Approval: HSR001102 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.)

DOT LabelFlammable Liquid
Fire Hazards · 2 件

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:

Highly flammable. Vapour/air mixtures are explosive.

Fire Potential · 2 件

Dangerous, when exposed to heat or flame.

In general, mercaptans are flammable substances.

化学と産業

薬理情報

Metabolism/Metabolites · 2 件

Enzyme system responsible for conversion of endogenous toxic mercaptans in nontoxic thioether products via methylation is located in endoplasmic reticulum. Methylation of thiols studied was minimal in kidneys and brain, high activity seen in lungs. /Mercaptans/

Simple aliphatic and aromatic thiols undergo S-methylation in mammals to produce the corresponding methyl thioether or sulfide. Methylation is catalysed by thiopurine methyltransferase in the cytoplasm and thiol methyltransferase in microsomes, and both reactions require S-adenosyl-l-methionine as a methyl group donor. Thiopurine methyltransferase is present in human liver, kidney, and erythrocytes; preferential substrates for this enzyme include aromatic and heterocyclic thiols. S-Methylation of aliphatic thiols is catalysed by microsomal thiol methyltransferase, and the resulting methyl thioether (sulfide) metabolite would undergo S-oxidation to give the methyl sulfoxide and methyl sulfone analogues as urinary products. Thiols may react with glutathione and other endogenous thiol substances to form mixed disulfides. Both microsomal and cytoplasmic thioltransferasess have been reported to catalyse the formation of mixed disulfides. The resulting mixed disulfides can undergo reduction back to thiols, oxidative desulfuration, or oxidation to a sulfonic acid via the intermediate thiosulfinate and sulfinic acids. The principal form in the circulation would probably be a mixed disulfide formed with albumin. /Simple thiols/

用途と製造

Uses · 3 件

Used as an odorant for natural gas, a chemical intermediate, and a bacterial nutrient; [HSDB]

Odorant, intermediate, bacterial nutrient

t-Butyl mercaptan is used primarily as an odorant at <30 ppm for natural gas so that leaks can be readily detected.

U.S. Production · 4 件

2023: 10,000,000 - <25,000,000 lb

2-Propanethiol, 2-methyl- 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).

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

関連反応

201 件
反応記録を作成
HRID 8401 の反応式
HRID 8401反応物としてuspto-grants-2006_08
HRID 8402 の反応式
HRID 8402反応物としてuspto-grants-2006_08
HRID 14162 の反応式
HRID 14162反応物としてuspto-grants-2010_06
HRID 20186 の反応式
HRID 20186反応物としてuspto-grants-2010_06
HRID 22659 の反応式
HRID 22659反応物としてuspto-grants-2005_02
HRID 38690 の反応式
HRID 38690反応物としてuspto-grants-2013_09
HRID 65631 の反応式
HRID 65631反応物としてuspto-grants-1978_12
HRID 77497 の反応式
HRID 77497反応物としてuspto-grants-2014_09
1 / 26 ページ

化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
DTXSID0026418
ChEMBL
CHEMBL3182458
UNII
489PW92WIV
EC Number
200-890-2
Nikkaji
J4.161K

The substance decomposes on burning producing toxic gases including sulfur oxides.

When heated to decomposition or on contact with acid or acid fumes it emits highly toxic fumes of /sulfur oxides/.

Melting Point · 4 件

-32 °F (ICSC, 2024)

-0.5 °C

Heat of fusion at melting point = 2.0782X10+7 J/kmol

0 °C

Vapor Density · 3 件

3.1 (NFPA, 2010) - Heavier than air; will sink (Relative to Air)

3.1 (Air= 1)

Relative vapor density (air = 1): 3.1

Odor ThresholdOdor Threshold Low: 0.00081 [ppm]

物理化学的性質

融点
-1.1 °C · -1.1 °C
沸点
62 · 62-65 °C(lit.)
比重(密度)
0.8 g/mL · 0.8 g/mL at 25 °C(lit.)
蒸気密度
3.1 · 3.1 (vs air)
蒸気圧
303.5 mm · 303.5 mm Hg ( 37.7 °C)
屈折率
20 · n20/D 1.423(lit.)
闪点
12 °F · −12 °F
貯蔵温度
Flammables area
溶解性
1.47 g/l · 1.47g/l 微溶性
外見
液体
酸解離定数(Pka)
1 · pK1:11.22 (25°C,μ=0.1)
色
無色透明
臭い (Odor)
硫黄の
臭気閾値(Odor Threshold)
0.000029 ppm · 0.000029ppm
水溶解度
水にわずかに溶ける
Merck
14 · 14,1579
BRN
505947 · 505947
Henry's Law Constant
4.5 · 4.5×10-4 mol/(m3Pa) at 25℃, Plyasunova et al. (2004)
Dielectric constant
5.48 · 5.4800000000000004
安定性
安定。可燃性 - 引火点が低いことに注意してください。強力な酸化剤とは相容れない。
InChI
1S/C4H10S/c1-4(2,3)5/h5H,1-3H3
InChIKey
WMXCDAVJEZZYLT-UHFFFAOYSA-N
SMILES
CC(C)(C)S
LogP
2.206 · 2.206 (est)
CAS データベース
75 · 75-66-1(CAS DataBase Reference)
NISTの化学物質情報
2 · 2-Propanethiol, 2-methyl-(75-66-1)
EPAの化学物質情報
2 · 2-Propanethiol, 2-methyl- (75-66-1)

化学的性質

化学的特性liquid with an exceedingly unpleasant smell

Health Hazards
Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Hazards Summary · 1 件

An eye and respiratory tract irritant; Inhalation of high concentrations can cause CNS depression; [ICSC] May cause mild skin and eye irritation, based on animal studies; Inhalation of high concentrations can cause CNS depression; [CHEMINFO] An irritant; May cause serious eye injury; [MSDSonline] See THIOLS.

Reactive GroupSulfides, Organic
UN ClassificationUN Hazard Class: 3; UN Pack Group: II
Reactivity AlertsHighly Flammable
Reactivity Profile · 1 件

Thiols, like TERT-BUTYL MERCAPTAN, can react with strong reducing agents, like alkali metals, nitrides, and hydrides, to form flammable hydrogen gas and strongly basic metal thiolates. Many of these compounds may liberate hydrogen sulfide upon decomposition or reaction with an acid. They are oxidized readily in the presence of oxidants. They may also react with isocyanates, similarly to alcohols.

Chemical DangersDecomposes on burning. This produces toxic gases including sulfur oxides. Reacts with strong acids, strong bases, metals, strong oxidants and strong reducing agents. This produces sulfur oxides.
Physical DangersThe vapour is heavier than air and may travel along the ground; distant ignition possible.

安全と保護具

Fire Fighting · 2 件

Excerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:

Use foam, carbon dioxide, powder. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 件

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth.

First AidExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Safe StorageFireproof. Separated from strong oxidants, strong bases, strong acids, metals and strong reducing agents.
Exposure Control and Personal Protection1.0 [ppm]
Fire Fighting Procedures · 2 件

Alcohol foam, dry chemical, mist, fog.

If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped or safely confined. 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 "alcohol" foam, dry chemical or carbon dioxide. /Butyl mercaptan/

Storage Conditions · 2 件

Fireproof. Separated from strong oxidants, strong bases, strong acids, metals, strong reducing agents.

...Materials which are toxic as stored or which can decompose into toxic components...should be stored in a 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...

Cleanup Methods · 1 件

Evacuate danger area! Remove all ignition sources. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent and remove to safe place. Do NOT wash away into sewer. Carefully collect remainder, then remove to safe place.

Nonfire Spill ResponseExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Disposal Methods · 1 件

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.

Spillage Disposal · 1 件

Evacuate danger area! Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Remove all ignition sources. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer.

Preventive Measures · 5 件

SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

SRP: Local exhaust ventilation should be applied wherever there is an incidence of point source emissions or dispersion of regulated contaminants in the work area. Ventilation control of the contaminant as close to its point of generation is both the most economical and safest method to minimize personnel exposure to airborne contaminants.

Ventilation control: generally process from which mercaptan vapor is liable to be evolved should as far as practicable be enclosed, and exhaust ventilation should be provided to prevent vapors from diffusing into atmosphere of workroom. /mercaptans/

If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary. Attempt to stop leak if without undue personnel hazard. Use water spray to disperse vapors and dilute standing pools of liquid. /Butyl mercaptan/

For more Preventive Measures (Complete) data for T-BUTYL MERCAPTAN (8 total), please visit the HSDB record page.

毒性情報

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 49(SRC), determined from a structure estimation method(2), indicates that t-butyl mercaptan is expected to have very high mobility in soil(SRC). Volatilization of t-butyl mercaptan from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.1X10-3 atm-cu m/mole(SRC), using a fragment constant estimation method(3). t-Butyl mercaptan is expected to volatilize from dry soil surfaces(SRC) based upon an extrapolated vapor pressure of 181 mm Hg(4). Biodegradation data were not available(SRC, 2005).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 49(SRC), determined from a structure estimation method(2), indicates that t-butyl mercaptan is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 6.1X10-3 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 3 hours and 4 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 9(SRC), from an estimated log Kow of 2.1(6) and a regression-derived equation(7), 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), t-butyl mercaptan, which has an extrapolated vapor pressure of 181 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase t-butyl 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 12 hours(SRC), calculated from its rate constant of 3.31X10-11 cu cm/molecule-sec at 25 °C(3). t-Butyl mercaptan does not absorb light at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight.

Food Survey Valuest-Butyl mercaptan was identified as a volatile component of cooked beef flavor(1).
Adverse EffectsOther Poison - Chemical Asphyxiant
Exposure RoutesThe substance can be absorbed into the body by inhalation.
Signs and Symptoms · 3 件

Cough. Dizziness. Headache. Nausea. Drowsiness.

Redness.

Nausea. Vomiting.

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of t-butyl mercaptan can be estimated to be 49(SRC). According to a classification scheme(2), this estimated Koc value suggests that t-butyl mercaptan is expected to have very high mobility in soil. Natural gas containing 0.5 lb of t-butyl mercaptan per million cubic feet was passed through a bed of pulverized, dry, raw montmorillonite clay and then measured for loss of odorant. Within 100 standard cubic feet, over 85% of the average influent concentration of t-butyl mercaptan was present in the effluent(3).

TSCA Test Submissions · 1 件

T-butyl mercaptan (CAS # 75-66-1) was evaluated for subchronic inhalation toxicity. The test substance was administered to rats (15/sex/group, strain not reported) at concentrations of 0 ppm, 9 ppm, 97 ppm, or 196 ppm for 6 hours/day, 5 days/week for 13 weeks. At 9 ppm, histopathology indicated inflammatory lesions in the lungs. At 97 ppm, minimal to mild interstitial fibrosis was indicated. At 196 ppm, interstitial fibrosis in the lungs of males and females, and nephrosis in male rats only was indicated.

Human Toxicity Excerpts · 3 件

/SIGNS AND SYMPTOMS/ /t-Butyl mercaptan/ is irritating to the eyes and the respiratory tract. Exposure at high levels may result in lowering of consciousness.

/SIGNS AND SYMPTOMS/ Strong, offensive smell of mercaptans can cause headache and nausea. High concentrations of their vapors in atmosphere can produce unconsciousness with cyanosis, a sense of coldness at the extremities and quickning of pulse ... Pulmonary edema /is also observed. /Mercaptans/

/SIGNS AND SYMPTOMS/ /T-butyl mercaptan may cause/ cough, dizziness, headache, nausea, drowsiness /by inhalation/.

Artificial Pollution Sourcest-Butyl mercaptan's production and use as an odorant in natural gas, as an intermediate, and as a bacterial nutrient(1) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationAEROBIC: While data specific to t-butyl mercaptan were not available(SRC, 2005), this compound would probably be difficult to biodegrade because of the branching in its structure(1).
Environmental Bioconcentration · 1 件

An estimated BCF of 9 was calculated for t-butyl mercaptan(SRC), using an estimated log Kow of 2.1(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

Volatilization from Water/Soil · 1 件

The Henry's Law constant for t-butyl mercaptan is estimated as 6.1X10-3 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that t-butyl mercaptan is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 3 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 4 days(SRC). t-Butyl mercaptan's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). t-Butyl mercaptan is expected to volatilize from dry soil surfaces(SRC) based upon an extrapolated vapor pressure of 181 mm Hg(3).

安全データ

F
13
wgk
3
tsca
TSCA listed
rtecs
TZ7660000
ridadr
UN 2347 3/PG 2
hs_code
29309090
risk_code
11-41-65-43-36-51/53
化審法
(2)-464
消防法
危-4-1-II
hazard_code
F,Xi,Xn,N
safety_code
3-16-26-39-38-36/37-61
hazard_class
3.1
packing_group
II
Hazard Classifications
Aquatic Chronic 2Flam. Liq. 2Skin Sens. 1B
ストレージクラス
3 - Flammable liquids
有毒物質データの
75-66-1(Hazardous Substances Data)

(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS

Consumer UsesIntermediate
Industry UsesFragrance
Methods of Manufacturing · 2 件

Prepared from tert-butyl iodide, ZnS and alcohol.

t-Butyl mercaptan is manufactured by the reaction of isobutylene and hydrogen sulfide in the presence of acid catalysts.

Formulations/PreparationsGrade: 95%
General Manufacturing Information · 3 件

All Other Basic Organic Chemical Manufacturing

2-Propanethiol, 2-methyl-: 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/

応用分野 · 5 件

用途付臭剤、有機合成原料。

用途農薬原料、ガス着臭剤

説明tert-Butylthiol, also known as 2-methyl propane-2-thiol, 2- methyl-2-propane thiol, tert-butyl mercaptan (TBM), and t-BuSH, is an organo sulfur compound with the formula (CH3)3CSH. This thiol may have been used as a flavoring agent, as an odorant for natural gas (which is odorless), and also in a wide range of organic reactions.

使用2-Methyl-2-propanethiol was used in reaction of 2-methyl-2-propanethiol on Mo(110) using temperature programmed reaction, high resolution electron enegy loss and X-ray photoelectron spectroscopies. It was used in the synthesis of chain-transfer agents for reversible addition-fragmentation chain-transfer copolymerization of vinylidene chloride and methyl acrylate.

一般的な説明2-Methyl-2-propanethiol undergoes ring opening nucleophilic reaction with 3-isothiazolones and reaction kinetics studies suggested reaction was second order in thiol and third order overall.

調製方法 · 2 件

製造方法tert-Butyl thiol likely does not occur naturally, but at least one publication has listed it as a very minor component of cooked potatoes. The compound was first prepared in 1890 by Leonard Dobbin by the reaction of zinc sulfide and t-butyl chloride. The compound was later prepared in 1932 by the reaction of the Grignard reagent, t-BuMgCl, with sulfur to give the corresponding thiolate, followed by hydrolysis. This preparation is shown below: t-BuMgCl + S → t-BuSMgCl t-BuSMgCl + H2O → t-BuSH + Mg(OH)Cl It is currently prepared industrially by the reaction of isobutylene with hydrogen sulfide over a clay (silica alumina) catalyst.

純化方法Dry the thiol for several days over CaO, then distil it from CaO. Purify it as for 2-methylpropane-1-thiol above. [Beilstein 1 H 383, 1 II 416, 1 III 1589, 1 IV 1634.]

上流・下流製品情報

上流原料

ジヒドリド硫黄Tebutanolイソブテン水素

下流製品

1,2,4,5-テトラキス(tert-ブチルチオ)ベンゼンアリルsec-ブチルスルフィド2,2-Dimethylthiobutyric acid2-Propanesulfinic acid,2-methyl-トリフルオロ酢酸tert-ブチル3-[(1,1-ジメチルエチル)ジチオ]-N-[[(9H-フルオレン-9-イル)メトキシ]カルボニル]-L-アラニン(tert-ブチルチオ)酢酸tert-ブチルメチルペルスルフィド