1-ブタンチオール
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
識別子と物理属性
| CAS No. | 109-79-5 |
|---|---|
| 分子式 | C4H10S |
| 平均分子量 | 90.19 g/mol |
| 単同位体質量 | 90.05032132 g/mol |
| SMILES | CCCCS |
| InChIKey | WQAQPCDUOCURKW-UHFFFAOYSA-N |
| PubChem CID | 8012 |
| ChEMBL | CHEMBL3188256 |
| ChEBI | CHEBI:177389 |
| EC No. | 203-705-3 |
| DTXSID | DTXSID6026824 |
| 現地名 | 1-ブタンチオール |
化学・物理的性質
| XLogP | 2.3 |
|---|---|
| 極性表面積 | 1 |
| 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 |
| 物質分類 | Other Classes -> ThiolsFlammable agents - 3rd degree |
| SpringerMaterials Properties | Boiling point |
| LogP（分配係数） | log Kow = 2.28 |
| 臭い | Strong, obnoxious odorHeavy skunk odorStrong, garlic-, cabbage-, or skunk like odor.スカンクのように強い。 |
| 味 | BITTER TASTE AT LOW LEVELS |
| 食品添加物 | FLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 密度 | 0.841 at 68 °F (USCG, 1999) - Less dense than waterwill float0.83679 at 25 °C/4 °CRelative density (water = 1): 0.830.842-0.8470.8416 @ 20°C0.842 g/mL at 25 °C(lit.) |
| 香味料 | EU Flavoring substances |
| Viscosity | 0.56 cP at 20 °C |
| Color/Form | Colorless liquidMobile liquid |
| 溶解度 | 0.06 % (NIOSH, 2024)Slightly soluble in chloroformVery soluble in alcohol, ether, liquid hydrogen sulfideIn water, 595 mg/L at 25 °C0.597 mg/mL at 20 °CSolubility in water, g/100ml: 0.060.597g/リットル0.60 g/100 mL。微溶性 |
| 引火点 | 55 °F (USCG, 1999)2 °C35 °F (2 °C) (Closed cup)2 °C c.c. |
| 融点 | −116 °C(lit.) |
| 沸点 | 98 °C(lit.) |
| 蒸気密度 | 3.1 (vs air) |
| 蒸気圧 | 83 mm Hg ( 37.7 °C) |
| 屈折率 | n20/D 1.443(lit.) |
| FEMA | 3478 | 1-BUTANETHIOL |
| 貯蔵条件 | Store below +30°C. |
| pKa（酸解離定数） | 11.51 at 25 °C (23.0% aqueous tert-butyl alcohol, Friedman et al., 1965) |
| 外観・状態 | 液体 |
| 色 | 無色 |
| 比重 | 0.842 |
| においのタイプ | 硫黄の |
| 臭気閾値 | 0.0000028ppm |
| 由来生物 | synthetic |
| 爆発限界 | 1.4-11.3%(V) |
| 比熱容量 | Cp(liquid): 1.9 J/(g·K), at 25℃ |
| Merck | 14,1577 |
| JECFA Number | 511 |
| BRN | 1730908 |
| ヘンリー定数 | (x 10-3 atmm3/mol): 7.04 at 20 °C (approximate - calculated from water solubility and vapor pressure) |
| 誘電率 | 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（分配係数） | 2.28 |
| CAS データベース | 109-79-5(CAS DataBase Reference) |
| NISTの化学物質情報 | 1-Butanethiol(109-79-5) |
| EPAの化学物質情報 | Butyl mercaptan (109-79-5) |
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
安全性と法規制
| GHS 分類 | DangerH225 (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.WarningH317: May cause an allergic skin reaction [Warning Sensitization, Skin] |
|---|---|
| 規制情報 | Chemical: 1-Butanethiol1-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)Status: Active Update: 06-04-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/200751-Butanethiol: Does not have an individual approval but may be used under an appropriate group standardThe 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.) |
| 輸送ラベル（DOT） | Flammable Liquid |
| 火災危険 | 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. |
| 火災の可能性 | Dangerous by exposure to heat, flame, sparks or powerful oxidizers.Highly flammable. Gives off irritating or toxic fumes (or gases) in a fire.Vapor/air mixtures are explosive. |
| 健康有害性 | Inhalation causes loss of sense of smellmuscular 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. |
| 有害性の概要 |
用途
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.
製法・合成法
調製方法
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.]