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Basic Information
CAS No.: 111-31-9
Name: 1-Hexanethiol
Article Data: 51
Molecular Structure:
Molecular Structure of 111-31-9 (1-Hexanethiol)
Formula: C6H14S
Molecular Weight: 118.243
Synonyms: Hexanethiol(6CI,7CI);1-Hexyl mercaptan;1-Hexylthiol;1-Mercaptohexane;Hexan-1-thiol;Hexyl mercaptan;Hexylthiol;NSC 99106;n-Hexanethiol;n-Hexyl mercaptan;n-Hexylthiol;
EINECS: 203-857-0
Density: 0.834 g/cm3
Melting Point: -81 °C
Boiling Point: 152.3 °C at 760 mmHg
Flash Point: 20.6 °C
Solubility: Insoluble in water
Appearance: clear coloreless liquid
Hazard Symbols: HarmfulXn
Risk Codes: 10-20/22
Safety: 23-24/25-16
Transport Information: UN 1228 3/PG 2
PSA: 38.80000
LogP: 2.49650
Synthetic route

N-phenylthiocarbamic acid S-hexyl ester

A

111-31-9

Hexanethiol

B

103-70-8

Formanilid

Conditions
ConditionsYield
With C28H41NOP2Ru; hydrogen In 1,4-dioxane at 135℃; under 15001.5 Torr; for 36h; Autoclave;A 99 %Spectr.
B 95%
2307-12-2

S-hexyl ethanethioate

A

111-31-9

Hexanethiol

B

methyl 3-(hexylthio)butyrate

Conditions
ConditionsYield
With borohydride exchange resin-Pd In methanol at 65℃; for 2h;A 0.05 mmol
B 93%
2307-12-2

S-hexyl ethanethioate

A

111-31-9

Hexanethiol

B

methyl 3-(hexylthio)butyrate

Conditions
ConditionsYield
With crotonic acid methyl ester; borohydride exchange resin-Pd In methanol at 65℃; for 2h;A 0.05 mmol
B 93%
6803-40-3

1-hexylthiocyanate

111-31-9

Hexanethiol

Conditions
ConditionsYield
With tetraphosphorus decasulfide In toluene for 1h; Reflux;93%
592-41-6

1-hexene

7783-06-4

hydrogen sulfide

111-31-9

Hexanethiol

Conditions
ConditionsYield
With tetra-butylammonium bis(1,2-benzenedithiolate)nickel; tetrabutylammonium perchlorate In dichloromethane for 3h; Time; Reagent/catalyst; Electrolysis;74%
108781-91-5

(1-Hexylsulfanyl-butoxy)-trimethyl-silane

111-31-9

Hexanethiol

Conditions
ConditionsYield
With potassium fluoride In methanol Ambient temperature;69%
638-45-9

1-Iodohexane

111-31-9

Hexanethiol

Conditions
ConditionsYield
With 1-(2-hydroxyethyl)-4,6-diphenylpyridin-2-thione In benzene at 20℃; for 24h;69%
109-72-8, 29786-93-4

n-butyllithium

74585-39-0

2-n-pentyl-1,3-dithiolane

A

111-31-9

Hexanethiol

B

16967-04-7

butyl hexyl sulfide

C

129125-91-3

Decane-5-thiol

D

5-Butylsulfanyl-decane

Conditions
ConditionsYield
In diethyl ether; hexane at 25℃; for 4h;A 2%
B 7%
C 67%
D 22%
74585-39-0

2-n-pentyl-1,3-dithiolane

A

111-31-9

Hexanethiol

B

16967-04-7

butyl hexyl sulfide

C

129125-91-3

Decane-5-thiol

D

5-Butylsulfanyl-decane

Conditions
ConditionsYield
With n-butyllithium In diethyl ether; hexane at 25℃; for 4h;A 2%
B 7%
C 67%
D 22%
111-25-1

1-bromo-hexane

111-31-9

Hexanethiol

Conditions
ConditionsYield
With tetraethylammonium iodide; 1-(2-hydroxyethyl)-4,6-diphenylpyridin-2-thione In acetonitrile for 24h; Ambient temperature;66%
Stage #1: 1-bromo-hexane With thiourea In ethanol for 3h; Heating;
Stage #2: With sodium hydroxide In ethanol for 2h; Heating;
64%
With ethanol; potassium hydrosulfide
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Chemistry

IUPAC Name: Hexane-1-thiol
CAS: 111-31-9
Formula : C6H14S
Molecular Weight: 118.24
Molecular Structure of Hexane-1-thiol (111-31-9):
 
Melting Point: -81 °C
Density: 0.834 g/cm3 
Flash Point: 20.6 °C
Boiling Point: 152.3 °C at 760 mmHg  
Index of Refraction: 1.445 
Molar Refractivity: 37.74 cm
Molar Volume: 141.6 cm3 
Polarizability: 14.96 ×10-24cm3 
Surface Tension: 26.9 dyne/cm 
Enthalpy of Vaporization: 37.31 kJ/mol 
Vapour Pressure: 4.5 mmHg at 25°C 
Appearance: Colorless liquid with an unpleasant odor.
Water Solubility: 177.1(mg/L) at 25°C 
Product Categories: thiol flavor 

Toxicity Data With Reference

1.    

orl-rat LD50:1254 mg/kg

    AIHAAP    American Industrial Hygiene Association Journal. 19 (1958),171.
2.    

ihl-rat LC50:1080 ppm/4H

    AIHAAP    American Industrial Hygiene Association Journal. 19 (1958),171.
3.    

ihl-mus LD50:528 mg/kg

    AIHAAP    American Industrial Hygiene Association Journal. 19 (1958),171.

Consensus Reports

Reported in EPA TSCA Inventory.

Safety Profile

Moderately toxic by inhalation and ingestion. A flammable liquid. When heated to decomposition it emits very toxic fumes of SOx. See also MERCAPTANS.
Safety Information about Hexane-1-thiol (111-31-9):
Hazard Codes: 
Xn: 
Risk Statements  about Hexane-1-thiol (111-31-9):
R10:Flammable.
R20/22: Harmful by inhalation and if swallowed.
Safety Statements about Hexane-1-thiol (111-31-9): 
S23: Toxic by inhalation.
S24/25: Toxic in contact with skin and if swallowed.
S16: Keep away from sources of ignition - No smoking.
F13:  Malodorous.
RIDADR: UN 1228 3/PG 2
WGK Germany: 3
HazardClass: 3
PackingGroup: III

Standards and Recommendations

NIOSH REL: (n-Alkane Mono Thiols) CL 0.5 ppm/15M
DOT Classification:  3; Label: Flammable Liquid, Poison (UN 1228); DOT Class: 6.1; Label: Poison, Flammable Liquid (UN 3071)

Specification

  Description of the product information
  The chemical synonyms of Hexane-1-thiol  (111-31-9) are1-Hexylthiol ; Hexan-1-thiol ; Hexane-1-thiol ; Hexanethiol ; Hexanethiol(non-specificname) ; Hexanethiolnormal ; Hexylmercaptan(non-specificname) ; Hexylmercaptannormal .
1-Hexanethiol is incompatible with oxidizing agents, strong acids and strong bases, alkali metals, and nitric acid. Can react with water, steam or acids to produce toxic and flammable vapors. Reacts violently with powerful oxidizing agents such as calcium hypochlorite(Ca(OCl)2) to generate SOx. Reacts with hydrides to form flammable H2 gas; reacts with halogenated hydrocarbons to yield HX. Reacts exothermically with aldehydes. Emits toxic compounds of sulfur when when heated to decomposition.
  Some useful information about the product's operation and storage:May cause eye irritation.May cause skin irritation. May be harmful if absorbed through the skin.Harmful if swallowed. May cause irritation of the digestive tract. May cause nausea and vomiting. Mercaptans may cause nausea and headache.Harmful if inhaled. May cause respiratory tract irritation. Mercaptans may cause nausea and Use spark-proof tools and explosion proof equipment. Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Take precautionary measures against static discharges. Avoid ingestion and inhalation. Use only in a chemical fume hood.Keep away from sources of ignition. Store in a cool, dry place. Store in a tightly closed container. Flammables-area. Store under nitrogen.