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Thiophenethiol

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Name

Thiophenethiol

EINECS 231-881-1
CAS No. 7774-74-5 Density 1.269 g/cm3
PSA 67.04000 LogP 2.03680
Solubility N/A Melting Point N/A
Formula C4H4S2 Boiling Point 166.9 °C at 760 mmHg
Molecular Weight 116.208 Flash Point 54.7 °C
Transport Information UN 3334 Appearance Clear yellowish to orange liquid
Safety 26-36-36/37/39 Risk Codes 36/37/38-36/38-21/22-20/22
Molecular Structure Molecular Structure of 7774-74-5 (Thiophenethiol) Hazard Symbols HarmfulXn, IrritantXi
Synonyms

2-Thiophenethiol(6CI,7CI,8CI,9CI);2-Mercaptothiophene;2-Thienylmercaptan;a-Thienyl mercaptan;2-Thienyl mercaptan;2-Thiophenethiol(7774-74-5 );Thiophene-2-thiol;2-Thiophenethiol;

Article Data 40

Thiophenethiol Synthetic route

1227941-25-4

3-(thiophen-2-ylsulfanyl)propionic acid 2-ethylhexyl ester

7774-74-5

Thiophene-2-thiol

Conditions
ConditionsYield
Stage #1: 3-(thiophen-2-ylsulfanyl)propionic acid 2-ethylhexyl ester With sodium methylate In methanol at 20℃; for 1h; Reflux;
Stage #2: With hydrogenchloride In water at 20℃; pH=1 - 2;
87.3%
16629-19-9

thiophene-2-sulfonyl chloride

7774-74-5

Thiophene-2-thiol

Conditions
ConditionsYield
With triphenylphosphine In toluene for 0.166667h; Inert atmosphere; chemoselective reaction;85%
188290-36-0

thiophene

7774-74-5

Thiophene-2-thiol

Conditions
ConditionsYield
With n-butyllithium; water; sulfur70%
With n-butyllithium; sulfur 1.) hexane/THF, -20 - -30 deg C, 0.5 h, 2.) hexane/THF, -70 deg C, 1 h; Yield given. Multistep reaction;
With n-butyllithium; sulfur In tetrahydrofuran; hexane at 0 - 5℃; for 2h;
96-43-5

2-thienyl chloride

A

188290-36-0

thiophene

B

7774-74-5

Thiophene-2-thiol

C

7774-73-4

thiophene-3-thiol

D

3807-38-3

sulfure de dithienyle-3,3'

E

3807-37-2

2-thienyl 3-thienyl sulfide

F

3988-99-6

bis(thien-2-yl)sulfide

Conditions
ConditionsYield
With dimethylselenide; hydrogen sulfide In gas at 500℃; Product distribution; Mechanism; effect of dimethyl selenide on reaction; various temperatures;A 46%
B 10%
C 3%
D n/a
E n/a
F 1.8%
1227941-25-4

3-(thiophen-2-ylsulfanyl)propionic acid 2-ethylhexyl ester

7774-74-5

Thiophene-2-thiol

Conditions
ConditionsYield
Stage #1: 3-(thiophen-2-ylsulfanyl)propionic acid 2-ethylhexyl ester With sodium methylate In methanol at 20℃; for 1h; Reflux;
Stage #2: With hydrogenchloride In water at 20℃; pH=1 - 2;
87.3%
16629-19-9

thiophene-2-sulfonyl chloride

7774-74-5

Thiophene-2-thiol

Conditions
ConditionsYield
With triphenylphosphine In toluene for 0.166667h; Inert atmosphere; chemoselective reaction;85%
188290-36-0

thiophene

7774-74-5

Thiophene-2-thiol

Conditions
ConditionsYield
With n-butyllithium; water; sulfur70%
With n-butyllithium; sulfur 1.) hexane/THF, -20 - -30 deg C, 0.5 h, 2.) hexane/THF, -70 deg C, 1 h; Yield given. Multistep reaction;
With n-butyllithium; sulfur In tetrahydrofuran; hexane at 0 - 5℃; for 2h;
96-43-5

2-thienyl chloride

A

188290-36-0

thiophene

B

7774-74-5

Thiophene-2-thiol

C

7774-73-4

thiophene-3-thiol

D

3807-38-3

sulfure de dithienyle-3,3'

E

3807-37-2

2-thienyl 3-thienyl sulfide

F

3988-99-6

bis(thien-2-yl)sulfide

Conditions
ConditionsYield
With dimethylselenide; hydrogen sulfide In gas at 500℃; Product distribution; Mechanism; effect of dimethyl selenide on reaction; various temperatures;A 46%
B 10%
C 3%
D n/a
E n/a
F 1.8%
96-43-5

2-thienyl chloride

110-81-6

Diethyl disulfide

A

188290-36-0

thiophene

B

7774-74-5

Thiophene-2-thiol

C

250-84-0

thieno[2,3-b]thiophene

D

3988-99-6

bis(thien-2-yl)sulfide

Conditions
ConditionsYield
at 550℃; for 0.0141667h; Product distribution; gas phase copyrolysis;A 18.4%
B 36.4%
C 3.4%
D 14.3%
3988-99-6

bis(thien-2-yl)sulfide

A

188290-36-0

thiophene

B

7774-74-5

Thiophene-2-thiol

C

7774-73-4

thiophene-3-thiol

D

3807-37-2

2-thienyl 3-thienyl sulfide

E

3593-75-7

dithieno[3,2-b;2',3'-d]thiophene

F

492-97-7

2,2'-Bithiophene

Conditions
ConditionsYield
With hydrogen sulfide at 450 - 600℃; Product distribution;A 31.8%
B 6%
C 5%
D 4.7%
E n/a
F 15.2%
at 500 - 600℃; Product distribution;A 17.6%
B 13.1%
C 1.4%
D 0.5%
E n/a
F 3%

Thiophenethiol Chemical Properties

Molecular Structure of 2-Thiophenethiol (CAS NO.7774-74-5):

IUPAC Name: Thiophene-2-thiol
Canonical SMILES: C1=CSC(=C1)S
InChI: InChI=1S/C4H4S2/c5-4-2-1-3-6-4/h1-3,5H
InChIKey: SWEDAZLCYJDAGW-UHFFFAOYSA-N
Molecular Weight: 116.20456 [g/mol]
Molecular Formula: C4H4S2
XLogP3: 2.2
EINECS: 231-881-1
Appearance: Clear yellowish to orange liquid
Index of Refraction: 1.636
Molar Refractivity: 32.81 cm3
Molar Volume: 91.5 cm3
Surface Tension: 46.4 dyne/cm
Density: 1.269 g/cm3
Flash Point: 54.7 °C
Enthalpy of Vaporization: 38.68 kJ/mol
Boiling Point: 166.9 °C at 760 mmHg
Vapour Pressure: 2.3 mmHg at 25 °C
storage temp.: Store under inert gas
Sensitive: Air Sensitive
Product Categories: THIOL;Thiophene & Benzothiophene; thiol Flavor

Thiophenethiol Uses

 2-Thiophenethiol (CAS NO.7774-74-5) is used to deploy flavor for candy and baking food.

Thiophenethiol Safety Profile

Safety Information of 2-Thiophenethiol (CAS NO.7774-74-5):
Hazard Codes:IrritantXi,HarmfulXn
Risk Statements:36/37/38-36/38-21/22-20/22
36/37/38:Irritating to eyes, respiratory system and skin 
36/38:Irritating to eyes and skin
21/22:Harmful in contact with skin and if swallowed 
20/22:Harmful by inhalation and if swallowed   
Safety Statements:26-36-36/37/39
26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 
36:Wear suitable protective clothing
36/37/39:Wear suitable protective clothing, gloves and eye/face protection   
RIDADR:UN3334
WGK Germany:3
F:10-13-23
Hazard Note:Irritant

Thiophenethiol Specification

 2-Thiophenethiol (CAS NO.7774-74-5), its Synonyms are 2-Mercaptothiophene ; 2-Thienyl mercaptan ; FEMA No. 3062 ; alpha-Thienyl mercaptan ; Thiophene-2-thiol .

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