1-butanethiol

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Structural formula
Structural formula of 1-butanethiol
General
Surname 1-butanethiol
other names
  • Mercaptan C4
  • 1-butyl mercaptan
  • Butane-1-thiol
Molecular formula C 4 H 10 S
Brief description

colorless liquid with an unpleasant odor

External identifiers / databases
CAS number 109-79-5
EC number 203-705-3
ECHA InfoCard 100.003.370
PubChem 8012
Wikidata Q195823
properties
Molar mass 90.19 g mol −1
Physical state

liquid

density

0.84 g cm −3

Melting point

−116 ° C

boiling point

98 ° C

Vapor pressure

40 mbar (20 ° C)

solubility

very sparingly soluble in water (0.597 g l −1 at 20 ° C)

Refractive index

1.4425 (20 ° C, 589 nm)

safety instructions
GHS labeling of hazardous substances
02 - Highly / extremely flammable 07 - Warning

danger

H and P phrases H: 225-302-332
P: 210-233-403 + 235
MAK

Switzerland: 0.5 ml m −3 or 1.9 mg m −3

Toxicological data

1500 mg kg −1 ( LD 50ratoral )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

1-Butanethiol is a chemical compound belonging to the group of thiols .

Occurrence

1-Butanethiol occurs naturally as a component of skunk secretion .

Extraction and presentation

1-Butanethiol can be obtained by reacting 1-butene with hydrogen sulfide in the presence of a catalyst .

It is also possible to obtain it by reacting 1-bromobutane with sodium hydrogen sulfide .

Synthesis of 1-butanethiol

properties

1-Butanethiol is a light- and air-sensitive, volatile, colorless liquid with an unpleasant smell of rotten onions or of a skunk, which is very difficult to dissolve in water. It decomposes when heated, producing sulfur oxides.

use

1-Butanethiol is used as a solvent, an intermediate product in the manufacture of insecticides , acaricides and herbicides, as well as to prevent damage by deer from eating on trees and bushes. It is also used to odorize natural gas.

safety instructions

The vapors of 1-butanethiol form explosive mixtures with air ( flash point −1 ° C).

Individual evidence

  1. a b c d e f g h i j k l Entry for CAS no. 109-79-5 in the GESTIS substance database of the IFA , accessed on September 20, 2012(JavaScript required) .
  2. Data sheet 1-butanethiol (PDF) from Merck , accessed on September 20, 2012.
  3. Swiss Accident Insurance Fund (Suva): Limit values ​​- current MAK and BAT values (search for 109-79-5 or butanethiol ), accessed on November 2, 2015.
  4. Eberhard Breitmaier, Günther Jung: Organic chemistry . Georg Thieme Verlag, 2005, ISBN 3-13-541505-8 , p. 407 ( limited preview in Google Book search).
  5. a b Entry on 1-butanethiol in the Hazardous Substances Data Bank , accessed September 20, 2012.
  6. ^ A. William Johnson: Invitation to Organic Chemistry . Jones & Bartlett Learning, 1999, ISBN 0-7637-0432-6 , pp. 90 ( limited preview in Google Book search).