에틸메르캅탄

에틸메르캅탄
에틸메르캅탄 구조식 이미지
카스 번호:
75-08-1
한글명:
에틸메르캅탄
동의어(한글):
에틸머캅탄;에탄에티올;에틸머캡탄;에틸메르캅탄;에틸머캡탄;에틸 머캅탄
상품명:
Ethanethiol
동의어(영문):
ETHYL MERCAPTAN;C2H5SH;Ethanthiol;Thioethanol;MERCAPTAN C2;1-ETHANETHIOL;Ethylmerkaptan;EM RT;EM(TM) RT;Etantiolo
CBNumber:
CB7854211
분자식:
C2H6S
포뮬러 무게:
62.13
MOL 파일:
75-08-1.mol
MSDS 파일:
SDS

에틸메르캅탄 속성

녹는점
-148 °C
끓는 점
35 °C(lit.)
밀도
0.839 g/mL at 25 °C(lit.)
증기 밀도
2.1 (vs air)
증기압
8.51 psi ( 20 °C)
굴절률
n20/D 1.4306(lit.)
FEMA
4258 | ETHANETHIOL
인화점
1 °F
저장 조건
Store below +30°C.
용해도
에테르, 알코올, 아세톤에 용해됨
산도 계수 (pKa)
10.6(at 25℃)
물리적 상태
액체
색상
무색의
냄새
강한 덩어리; 공격적인 마늘.
Odor Threshold
0.0000087ppm
폭발한계
2.8-18%(V)
수용성
물과 약간 섞임.
Merck
14,3726
JECFA Number
1659
BRN
773638
Henry's Law Constant
3.57(x 10-3 atm?m3/mol) at 25 °C (Przyjazny et al., 1983)
노출 한도
TLV-TWA 0.5 ppm (~1.3 mg/m3 ) (ACGIH and MSHA); ceiling 10 ppm (OSHA); IDLH 2500 ppm (NIOSH).
Dielectric constant
6.9(14℃)
안정성
안정적인. 인화성이 매우 높으며 인화점이 낮습니다. 산화제, 강산과 호환되지 않습니다. 공기와 폭발성 혼합물을 형성할 수 있음.
LogP
1.44
CAS 데이터베이스
75-08-1(CAS DataBase Reference)
NIST
Ethanethiol(75-08-1)
EPA
Ethyl mercaptan (75-08-1)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F,Xn,N,F+
위험 카페고리 넘버 11-20-50/53-51/53-12-20/22
안전지침서 16-25-60-61
유엔번호(UN No.) UN 2363 3/PG 1
WGK 독일 3
RTECS 번호 KI9625000
F 고인화성물질 13
자연 발화 온도 570 °F
TSCA Yes
HS 번호 2930 90 98
위험 등급 3
포장분류 I
유해 물질 데이터 75-08-1(Hazardous Substances Data)
독성 LD50 orally in Rabbit: 682 mg/kg
IDLA 500 ppm
기존화학 물질 KE-13216
그림문자(GHS): GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H224 극인화성 액체 및 증기 인화성 액체 구분 1 위험
H410 장기적 영향에 의해 수생생물에 매우 유독함 수생 환경유해성 물질 - 만성 구분 1 경고 GHS hazard pictograms P273, P391, P501
예방조치문구:
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P233 용기를 단단히 밀폐하시오. 용기는 환기가 잘 되는 곳에 단단히 밀폐하여 보관하시오.
P273 환경으로 배출하지 마시오.
P301+P312 삼켜서 불편함을 느끼면 의료기관(의사)의 진찰을 받으시오.
P403+P233 용기는 환기가 잘 되는 곳에 단단히 밀폐하여 저장하시오.
NFPA 704
4
2 1

에틸메르캅탄 C화학적 특성, 용도, 생산

개요

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.

물리적 성질

Colorless liquid with a strong, disagreeable, skunk-like or rotten egg odor. Extremely flammable liquid or gas. An experimentally determined odor threshold concentration of 1 ppbv was reported by Leonardos et al. (1969). Katz and Talbert (1930) reported experimental detection odor threshold concentrations in the range 0.66–7.6 μg/m3 (0.26 to 3.0 ppbv).

용도

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.

생산 방법

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.

제조 방법

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.

정의

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.

화학 반응

Ethane thiol is a valued reagent in organic synthesis. In the presence of sodium hydroxide, it gives the powerful nucleophile SEt-. The salt can be generated quantitatively by reaction with sodium hydride.
Ethane thiol can be oxidized to ethyl sulfonic acid, using bleach and related strong aqueous oxidants. Weaker oxidants, such as ferric oxide give the disulfide, diethyl disulfide :
2 EtSH + H2O2 → EtS-SEt + 2 H2O
Like other thiols, it behaves comparably to hydrogen sulfide. For example, it binds, concomitant with deprotonation to "soft" transition metal cations, such as Hg2+, Cu+, and Ni2+ to give polymeric thiolato complexes, Hg(SEt)2, CuSEt, and Ni(SEt)2, respectively.

일반 설명

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.

공기와 물의 반응

Highly flammable. A very dangerous fire hazard. Very slightly soluble in water.

반응 프로필

Ethanethiol reacts violently with calcium hypochlorite, May react vigorously with other oxidizing reagents. On contact with strong acids or when heated to decomposition Ethanethiol emits highly toxic fumes of sulfur oxides [Sax, 9th ed., 1996, p. 1575].

위험도

Toxic by ingestion and inhalation. Flammable, dangerous fire risk.

건강위험

The inhalation toxicity of ethanethiol islower than that of methanethiol. Intraperitoneal administration in rats at sublethaldoses caused deep sedation, followed bylethargy, restlessness, lack of muscular coordination, and skeletal muscle paralysis.Higher doses produced cyanosis, kidney andliver damage, respiratory depression, coma,and death. The intraperitoneal LD50 value inrats was 450 mg/kg (ACGIH 1986).
Ethanethiol is metabolized to inorganicsulfate and ethyl methyl sulfone, and excreted. The oral LD50 value in rats is 680 mg/kg.
In humans, repeated exposures to itsvapors at about 5 ppm concentration canproduce irritation of the nose and throat,headache, fatigue, and nausea.

화학 반응

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.

Safety Profile

Moderately toxic by ingestion, inhalation, and intraperitoneal routes. A skin and eye irritant. Inhalation causes central nervous system effects in humans. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. A moderate explosion hazard when exposed to spark or flame. Violent reaction with Ca(OCl)2. Will react with water or steam to produce toxic and flammable vapors. To fight fire, use CO2, dry chemical. When heated to decomposition or on contact with acid or acid fumes it emits hghly toxic fumes of SOx. See also MERCAPTANS.

잠재적 노출

This material is used as a warning odorant for liquefied petroleum gases. It is used as an intermediate in the manufacture of many pesticides and other organic chemicals

환경귀착

Biological. Ethyl mercaptan did not degrade in anaerobic sediments and sludges nor in anaerobic freshwater conditions (van Leerdam et al., 2006).
Photolytic. A second-order rate constant of 1.21 x 10-12 cm3/molecule?sec was reported for the reaction of ethyl mercaptan and NO3 radicals in the atmosphere at 297 K (Atkinson, 1991).
Chemical/Physical. In the presence of nitric oxide, ethyl mercaptan reacted with OH radicals forming ethyl thionitrite. The rate constant for this reaction is 2.7 x 10-11 at 20 °C (MacLeod et al., 1984).

운송 방법

UN2363 Ethyl mercaptan, Hazard Class: 3; Labels: 3-Flammable liquid

Purification Methods

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.]

비 호환성

May form explosive mixture with air. Slowly forms peroxides. This material is a weak acid. Reacts with oxidizers, causing fire and explosion hazard. Reacts with strong acids evolving toxic and flammable hydrogen sulfide. May accumulate static electrical charges, and may cause ignition of its vapors. Attacks some forms of plastics, coatings and rubber. Aldehydes are frequently involved in self-condensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation

폐기물 처리

Incineration (1093℃) followed by scrubbing with a caustic solution

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