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1-ブタンチオール

Butanethiol

HCID 8012
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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
109-79-5
標準SMILES
CCCCS
InChIKey
WQAQPCDUOCURKW-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

Butyl mercaptan appears as a clear, colorless liquid with a strong skunk-like odor. Flash point in range -18 to 43 °F. Less dense than water and slightly soluble in water. Vapors heavier than air.

名称と識別子

優先名称
Butanethiol
IUPAC
butane-1-thiol
現地名
1-ブタンチオール
英語名
Butanethiol
分子式
C4H10S
分子量
90.19

名称と別名

1-ButanethiolButanethiolbutane-1-thiol109-79-5BUTYL MERCAPTANn-Butyl mercaptanThiobutyl alcoholButylthiol1-Mercaptobutanebutylmercaptan1-Butyl mercaptann-Butyl thioalcohol
名称をさらに表示
3-メチル-1-プロパンチオールブタン-1-チオールn-ブチルメルカプタンチオブチルアルコールブチルメルカプタンブチルチオアルコールn-ブチルメルカプタン(1-ブタンチオール)1‐ブタンチオール1-ブタンチオール, 2000 µg/mL in Toluene1-ブタンチオール, 98%1-ブタンチオ-ル1-ブタンチオールFEMA 3478n-Butylthioln-Butanethioln-Butyl Mercaptan 〔1-Butanethiol〕
Bear skunkNormal butyl thioalcoholFEMA No. 3478DTXSID6026824NCI-C6086677OY909F30DTXCID406824RefChem:75212

データベース識別子

CAS
109-79-5
PubChem CID
8012
DTXSID
DTXSID6026824
ChEMBL
CHEMBL3188256
ChEBI
CHEBI:177389
UNII
77OY909F30
EC Number
203-705-3
Nikkaji
J1.970D

物性

構造計算による物性補完中

XLogP
2.3
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
2
重原子数
5
形式電荷
0
複雑度
13.1

実験および物理化学的性質

Chemical Classes · 2 件

Other Classes -> Thiols

Flammable agents - 3rd degree

SpringerMaterials PropertiesBoiling point
LogP · 4 件

log Kow = 2.28

2.28

2.28

2.28

Odor · 3 件

Strong, obnoxious odor

Heavy skunk odor

Strong, garlic-, cabbage-, or skunk like odor.

TasteBITTER TASTE AT LOW LEVELS
Food AdditivesFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 6 件

0.841 at 68 °F (USCG, 1999) - Less dense than water; will float

0.83679 at 25 °C/4 °C

Relative density (water = 1): 0.83

0.842-0.847

0.83

0.8416 @ 20°C

Flavoring AgentsEU Flavoring substances
Viscosity0.56 cP at 20 °C
Color/Form · 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 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P303+P361+P353, P304+P340, P305+P351+P338, P317, P330, P337+P317, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 1734 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H317: May cause an allergic skin reaction [Warning Sensitization, Skin]

危険有害性情報

Regulatory Information · 5 件

Chemical: 1-Butanethiol

1-Butanethiol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Butanethiol 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: Butane-1-thiol (EC: 203-705-3)

1-Butanethiol: Does not have an individual approval but may be used under an appropriate group standard

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 · 3 件

Special Hazards of Combustion Products: Irritating sulfur dioxide may form.

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire. Vapour/air mixtures are explosive.

Fire Potential · 3 件

Dangerous by exposure to heat, flame, sparks or powerful oxidizers.

Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire.

化学と産業

薬理情報

Metabolism/Metabolites · 2 件

The metabolic pathways of thiols include oxidation to unstable sulfenic acids (RSOH), which may be oxidized to the corresponding sulfinic (RSO2H) and sulfonic acids (RSO3H); methylation to yield methyl sulfides, which can be oxidized to methyl sulfoxides and sulfones; reaction with endogenous thiols such as glutathione to form mixed disulfides; conjugation with glucuronic acid; and oxidation of the alpha-carbon resulting in desulfuration and formation of an aldehyde intermediate. /Thiols/

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/

Cellular LocationsCytoplasm

用途と製造

Uses · 6 件

Used as a solvent, an odorant for natural gas, and an intermediate for insecticides and herbicides; [ACGIH]

For n-butyl mercaptan (USEPA/OPP Pesticide Code: 125001) ACTIVE products with label matches. /SRP: Registered for use in the U.S. but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

As solvent

関連反応

170 件
反応記録を作成
HRID 20183 の反応式
HRID 20183反応物としてuspto-grants-2010_06
HRID 20185 の反応式
HRID 20185反応物としてuspto-grants-2010_06
HRID 35432 の反応式
HRID 35432反応物としてuspto-grants-1988_08
HRID 35433 の反応式
HRID 35433反応物としてuspto-grants-1988_08
HRID 35434 の反応式
HRID 35434反応物としてuspto-grants-1988_08
HRID 46693 の反応式
HRID 46693反応物としてuspto-grants-1979_11
HRID 65459 の反応式
HRID 65459反応物としてuspto-grants-1986_09
HRID 93875 の反応式
HRID 93875反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
1 / 22 ページ

化合物ノート

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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
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Colorless liquid

Mobile liquid

Solubility · 6 件

0.06 % (NIOSH, 2024)

Slightly soluble in chloroform

Very soluble in alcohol, ether, liquid hydrogen sulfide

In water, 595 mg/L at 25 °C

0.597 mg/mL at 20 °C

Solubility in water, g/100ml: 0.06

Flash Point · 6 件

55 °F (USCG, 1999)

2 °C

35 °F (2 °C) (Closed cup)

2 °C c.c.

55 °F

35 °F

物理化学的性質

融点
116 °C · −116 °C(lit.)
沸点
98 °C · 98 °C(lit.)
比重(密度)
0.842 g/mL · 0.842 g/mL at 25 °C(lit.)
蒸気密度
3.1 · 3.1 (vs air)
蒸気圧
83 mm · 83 mm Hg ( 37.7 °C)
屈折率
20 · n20/D 1.443(lit.)
FEMA
3478 · 3478 | 1-BUTANETHIOL
闪点
55 °F · 55 °F
貯蔵温度
30 °C · Store below +30°C.
溶解性
0.597 g/リットル · 0.597g/リットル
酸解離定数(Pka)
11.51 at · 11.51 at 25 °C (23.0% aqueous tert-butyl alcohol, Friedman et al., 1965)
外見
液体
色
無色
比重
0.842 · 0.842
臭い (Odor)
スカンクのように強い。
においのタイプ
硫黄の
臭気閾値(Odor Threshold)
0.0000028 ppm · 0.0000028ppm
由来生物
synthetic
爆発限界(explosive limit)
1.4 · 1.4-11.3%(V)
水溶解度
0.6 g/100 · 0.60 g/100 mL。微溶性
比熱容量
1.9 J/ · Cp(liquid): 1.9 J/(g·K), at 25℃
Merck
14 · 14,1577
JECFA Number
511 · 511
BRN
1730908 · 1730908
Henry's Law Constant
(x 10-3 atmm3/mol): 7.04 at 20 °C (approximate - calculated from water solubility and vapor pressure)
Dielectric constant
4.95 · 4.9500000000000002
安定性
安定。酸化剤、塩基、アルカリ金属と相容れない。とても燃えやすい。空気に触れると変色することがあります。
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/C4H10S/c1-2-3-4-5/h5H,2-4H2,1H3
InChIKey
WQAQPCDUOCURKW-UHFFFAOYSA-N
SMILES
CCCCS
LogP
2.28 · 2.28
CAS データベース
109 · 109-79-5(CAS DataBase Reference)
NISTの化学物質情報
1 · 1-Butanethiol(109-79-5)
EPAの化学物質情報
Butyl mercaptan (109-79-5)
化学的性質 · 1 件

化学的特性Butanethiol is also known as butyl mercaptan. It is a volatile, highly flammable clear to yellowish liquid with an extremely foul-smelling, strong, garlic-, cabbageor skunk-like Butanethiol is also known as butyl mercaptan. It is a volatile, highly flammable clear to yellowish liquid with an extremely foul-smelling, strong, garlic-, cabbageor skunk-like

Vapor/air mixtures are explosive.

Health Hazards · 2 件

Inhalation causes loss of sense of smell; muscular weakness. convulsions, and respiratory paralysis may follow prolonged exposure. Contact of liquid with eyes or skin causes slight irritation. Ingestion causes nausea. (USCG, 1999)

· May cause toxic effects if inhaled or absorbed through skin.

Hazards Summary · 1 件

In four hour inhalation studies, rats and mice show central nervous system depression. Oral and intraperitoneal doses at near lethal levels injure the liver and kidneys. Workers exposed in an accident to 50-500 ppm for one hour experienced weakness, sweating, headache, and vomiting. One of these workers lost consciousness for 20 minutes. [ACGIH] See THIOLS.

DOT ID and Guide · 2 件

2347 130

2347 130

Reactive GroupSulfides, Organic
UN ClassificationUN Hazard Class: 3; UN Pack Group: II
Special Reports · 1 件

Toxicology card. 190. Methanethiol (CH3-SH), ethanethiol (C2H5-SH), and 1-butanethiol (C4-H9-SH); Cah Notes Doc 113: 597-600 (1983). Review of safety, health hazard & safety in processing & handling of butanethiol, ethanethiol & methanethiol.

FIFRA Requirements · 1 件

New Active Ingredients ... includes pesticide active ingredients initially registered after November 1, 1984, that currently have active product registrations. By law, these newer pesticides are not subject to the reregistration program. They must, however, meet the new safety standard of the FQPA, and will be reviewed on a 15-year cycle under the registration review program. ... Active Ingredient Number: 125001; Type of Pesticide: insecticide - animal repellant; Use Site: non-food use; Year: 1995.

Reactivity AlertsHighly Flammable

安全と保護具

Fire Fighting · 2 件

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

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

First Aid Measures · 4 件

Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower. Refer for medical attention .

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

Rinse mouth. Refer for medical attention .

Accidental Release Measures · 2 件

· 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 · 3 件

Excerpt from NIOSH Pocket Guide for n-Butyl mercaptan:

General First Aid:

(General first aid procedures)

Safe StorageFireproof. Separated from strong oxidants and acids.
Exposure Control and Personal Protection · 2 件

· Wear positive pressure self-contained breathing apparatus (SCBA).

0.5 [ppm]

Fire Fighting Procedures · 2 件

Alcohol foam. Water may be ineffective.

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 "alcohol" foam, dry chemical or carbon dioxide.

Storage Conditions · 2 件

Fireproof. Separated from strong oxidants, acids.

... Acids should not be stored in close proximity to /butyl mercaptan/.

Cleanup Methods · 2 件

If n-butyl 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 n-butyl 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 n-butyl mercaptan vapors. Burn the paper in a suitable location away from combustible materials. 4. Large quantities of liquids containing n-butyl mercaptan may be absorbed in vermiculite, dry sand, earth, or a similar material and placed in an appropriate container. n-Butyl mercaptan should not be allowed to enter a confined space such as a sewer because of the possibility of an explosion. 5. Liquids containing n-butyl 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! 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. Do NOT let this chemical enter the environment. Chemical protection suit including self-contained breathing apparatus.

Nonfire Spill ResponseExcerpt from ERG Guide 130 [Flammable Liquids (Water-Immiscible / Noxious)]:
Disposal Methods · 4 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.

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. /Ethyl mercaptan/

Incineration ...: Incinerate scrap material under controlled conditions using afterburner and a scrubber to neutralize sulfur dioxide ... . /Ethyl mercaptan/

A potential candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids. A potential candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. /Mmethyl mercaptan/

Spillage Disposal · 1 件

Evacuate danger area! Personal protection: chemical protection suit including self-contained breathing apparatus. Remove all ignition sources. Do NOT let this chemical enter the environment. 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.

毒性情報

Toxicological InformationRanking: 552 (total points: 222.97)
Interactions · 1 件

... We tested whether propanol, butanol, propanethiol, and butanethiol enhance the effect of glycine on alpha1 glycine receptors expressed in Xenopus laevis oocytes in a manner that reflects the in vivo differences found for potencies /was tested/. As anticipated, we found an immediate parallel between in vivo (rat minimum alveolar concentration of anesthetic required to eliminate movement in response to a noxious stimulus in 50% of subjects) and in vitro (recombinant receptor) effects. All four compounds enhanced the effect of glycine on wild type receptors, and the extent of enhancement for a given minimum alveolar concentration-multiple was approximately the same for all compounds. We also found that propanethiol, butanethiol, propanol, and butanol did not affect, or minimally affected, the action of glycine in anesthetic resistant mutants in which the amino acid serine at position 267 was replaced by glutamine [alpha1(S267Q)]. The in vivo potencies of propanethiol, butanethiol, propanol, and butanol correlate with their capacities to enhance the effect of glycine on alpha1 glycine receptors expressed in Xenopus laevis oocytes.

Target OrgansEyes, skin, respiratory system, central nervous system, liver, kidneys
Ecotoxicity Values · 4 件

EC50 Scenedesmus subspicatus (Green algae; growth inhibition) 1068.3-5478.24 mg/L/96 hr; static

LC50 Ictalurus punctatus (Channel catfish) 1100-3600 mg/L/96 hr; static /formulated product/

LC50 Lepomis macrochirus 7.4 mg/L/24 hr /Conditions of bioassay not specified in source examined/

LC50 Lepomis macrochirus 5.5 mg/L/48 hr /Conditions of bioassay not specified in source examined/

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 410(SRC), determined from a log Kow of 2.28(2) and a regression-derived equation(3), indicates that 1-butyl mercaptan is expected to have moderate mobility in soil(SRC). Volatilization of 1-butyl mercaptan from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 4.54X10-3 atm-cu m/mole(4). 1-Butyl mercaptan is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 45.5 mm Hg(5). Biodegradation data were not available(SRC, 2005).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 410(SRC), determined from a log Kow of 2.28(2) and a regression-derived equation(3), indicates that 1-butyl mercaptan is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon a Henry's Law constant of 4.54X10-3 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 3 hours and 4 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 11(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2005), however an anaerobic lysimeter study of a contaminated dump aquifer in Germany showed a decrease in 1-butyl mercaptan concentration within 5 m of source input(7).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-butyl mercaptan, which has a vapor pressure of 45.5 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-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 9 hours(SRC), calculated from its rate constant of 5.1X10-11 cu cm/molecule-sec at 25 °C(3). 1-Butyl mercaptan does not absorb light at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
Exposure Routes · 2 件

The substance can be absorbed into the body by inhalation.

inhalation, ingestion, skin and/or eye contact

Ecotoxicity Excerpts · 2 件

/AQUATIC SPECIES/ In 21-day studies, concentrations greater than 80 mg/L caused significant and persistent increases in methemoglobin in the catfish starting on day 2. The concentration in water that can cause tainting of fish and other aquatic organisms is 60 mg/L.

/AQUATIC SPECIES/ Indicators of free-radical or oxidant mediated responses were quantified in channel catfish, Ictalurus punctatus exposed to the organophosphorus herbicide DEF and its metabolite, n-butyl mercaptan. The activities of the antioxidant enzymes superoxide dismutase, glutathione peroxidase and catalase did not vary significantly with toxicant or dose. The concentration of reduced glutathione and malondialdehyde did not vary significantly with toxicant or dose. The percentage of methemoglobin increased in the n-butyl mercaptan exposed fish with dose, up to 16.5% of total hemoglobin. The DEF exposed catfish had no significant increases in methemoglobin compared to controls.

Signs and Symptoms · 5 件

Weakness. Confusion. Cough. Dizziness. Drowsiness. Headache. Nausea. Vomiting. Shortness of breath.

Redness. Pain.

Redness. Pain.

See Inhalation.

irritation eyes, skin; muscle weak, malaise (vague feeling of discomfort), sweating, nausea, vomiting, headache, confusion; In Animals: narcosis, incoordination, lassitude (weakness, exhaustion); cyanosis, pulmonary irritation; liver, kidney damage

Effluent Concentrations1-Butyl mercaptan was not detected in landfill gas or sewage gas samples from an unspecified source(1).
ICSC Environmental DataThe substance is toxic to aquatic organisms.
Medical Surveillance · 1 件

Prior to placing a worker in a job with a potential for exposure to n-butyl 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.

法規制情報

FIFRA Requirements · 1 件

New Active Ingredients ... includes pesticide active ingredients initially registered after November 1, 1984, that currently have active product registrations. By law, these newer pesticides are not subject to the reregistration program. They must, however, meet the new safety standard of the FQPA, and will be reviewed on a 15-year cycle under the registration review program. ... Active Ingredient Number: 125001; Type of Pesticide: insecticide - animal repellant; Use Site: non-food use; Year: 1995.

安全データ

F
10-13-23
OEL
Ceiling: 0.5 ppm (1.8 mg/m3) [15-minute]
wgk
3
IDLA
500 ppm
tsca
TSCA listed
rtecs
EK6300000
ridadr
UN 2347
毒性
LD50 orally in Rabbit: 1500 mg/kg
hs_code
2930 90 98
risk_code
11-20/22-36/37/38-21/22-43
化審法
(2)-464
安衛法
57,57-2
消防法
危-4-1-II
hazard_code
F,Xn
safety_code
16-23-26-36-9-36/37-33-37-37/39
hazard_class
3
packing_group
II
Hazard Classifications
Acute Tox. 4 InhalationAcute Tox. 4 OralEye Irrit. 2Flam. Liq. 2Skin Irrit. 2Skin Sens. 1STOT SE 3
ストレージクラス
3 - Flammable liquids
有毒物質データの
109-79-5(Hazardous Substances Data)

Intermediate for insecticides, acaricides, herbicides, defoliants

...As an odorant.

For more Uses (Complete) data for 1-BUTYL MERCAPTAN (6 total), please visit the HSDB record page.

U.S. Production · 4 件

2023: 1,000,000 - <8,500,000 lb

1-Butanethiol 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 GR

(1991) Exceeded 5000 lb or US $5000 in value

Consumer UsesIntermediate
Industry UsesOther
Methods of Manufacturing · 2 件

Reaction of n-butylene with hydrogen sulfide in the presence of a catalyst

Formed by the action of yeast on a product obtained when hydrogen sulfide is made to react with butyraldehyde in alcoholic ammonia; ... by passing vapors of butanol and hydrogen sulfide over thorium oxide catalyst; ... together with dibutyl sulfide in distilling an aqueous solution of sodium butyl sulfate and sodium sulfide; ... by slightly warming dithiocarbamic butyl ester with aqueous potassium hydroxide.

Formulations/PreparationsGrade: 95%.
Household ProductsInformation on 1 consumer products that contain Butyl mercaptan in the following categories is provided:
Use Classification · 3 件

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

General Manufacturing Information · 6 件

Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing

1-Butanethiol: ACTIVE

Once cited to occur in "skunk" fluid.

Synthetic flavoring substance and adjuvants: n-butyl-mercaptan

1-Butyl mercaptan is a formulation impurity in the defoliants DEF (s,s,s-tributyl phosphorotrithioate) and Folex /former/ (merphos, s,s,s-tributyl phosphorotrithioite), two major defoliants used in the US as cotton harvest aides.

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 · 6 件

解説1-ブタンチオール,一般に無色の液体で,悪臭を有する。たとえば,スカンクの臭気成分には1‐ブタンチオールCH3CH2CH2CH2-SHが含まれる。食品や香辛料のにおいもチオール類が原因となることが多い。

用途殺虫剤の中間体原料、石油精製に使用する触媒の調整剤

説明Butane thiol, also known as butyl mercaptan, is a volatile, clear to yellowish liquid with a fetid (extremely foul-smelling) odor, commonly described as "skunk" odor. In fact, butanethiol is structurally similar to several major constituents of a skunk's defensive spray but is not actually present in the spray. The scent of butanethiol is so strong that the human nose can easily detect it in the air at concentrations as low as 10 parts per billion. The threshold level for 1-butane thiol is reported as 1.4 ppb.

天然物の起源Reported found in beef, cheddar cheese, raw chicken, cooked potatoes, beer and boiled eggs.

使用Butanethiol is used as an industrial solvent , and as an intermediate for cotton defoliants. It is some times placed in the "stink bombs" and "stink perfumes" for prankster.

一般的な説明Butanethiol is also known as butyl mercaptan. It is a volatile, clear to yellowish liquid with an extremely foul smell, with a strong, garlic-, cabbage-, or skunk-like odour. It is slightly oily in nature. Butanethiol is used as a chemical intermediate in the production of insecticides and herbicides. It is also used as a gas odorant.

調製方法 · 2 件

Butanethiol is produced from n-Butanol plus Hydrogen sulfide over catalyst.

純化方法Dry the thiol with CaSO4 or Na2SO4, then reflux it over magnesium, or dry with, and distil it from CaO, under nitrogen [Roberts & Friend J Am Chem Soc 108 7204 1986.] It has been separated from hydrocarbons by extractive distillation with aniline. Dissolve it also in 20% NaOH, extract with a small amount of *C6H6, then steam distil it until clear. The solution is then cooled and acidified slightly with 15% H2SO4. The thiol is distilled out, dried with CaSO4 or CaCl2, and fractionally distilled under N2 [Mathias & Filho J Phys Chem 62 1427 1958]. It has also been purified by precipitation as the lead mercaptide from alcoholic solution, then regeneration by adding dilute HCl to the residue followed by steam distillation. All operations should be carried out in a fume cupboard due to the TOXICITY and obnoxious odour of the thiol. [Beilstein 1 IV 1555.]

上流・下流製品情報

上流原料

dilute sulphuric acid1-ブロモブタンジクロロカルシウムMethanol solventブチル スルフィド3-(ブチルチオ)プロピオン酸1-クロロブタン3-メルカプトプロピオン酸2-(2-クロロベンジリデン)プロパンジニトリル

下流製品

ブチル スルフィドヘキサン-2-チオール1,1-ビス(4-ヒドロキシフェニル)シクロヘキサンチオシアン酸ブチルトリプロピルホスフィン