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7774-74-5

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7774-74-5 Usage

Chemical Properties

2-Thienyl mercaptan has a very unpleasant, burnt caramellic and sulfuraceous odor with a similar flavor.

Preparation

By heating sodium sulfosuccinate with phosphorous trichloride; also by reduction of thiophene-2-sulfonyl chloride.

Synthesis Reference(s)

Journal of the American Chemical Society, 75, p. 6316, 1953 DOI: 10.1021/ja01120a518

Check Digit Verification of cas no

The CAS Registry Mumber 7774-74-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,7,7 and 4 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 7774-74:
(6*7)+(5*7)+(4*7)+(3*4)+(2*7)+(1*4)=135
135 % 10 = 5
So 7774-74-5 is a valid CAS Registry Number.
InChI:InChI=1/C4H4S2/c5-4-2-1-3-6-4/h1-3,5H

7774-74-5 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (B22642)  Thiophene-2-thiol, contains dimer, 97% as monomer   

  • 7774-74-5

  • 1g

  • 292.0CNY

  • Detail
  • Alfa Aesar

  • (B22642)  Thiophene-2-thiol, contains dimer, 97% as monomer   

  • 7774-74-5

  • 5g

  • 586.0CNY

  • Detail
  • Alfa Aesar

  • (B22642)  Thiophene-2-thiol, contains dimer, 97% as monomer   

  • 7774-74-5

  • 25g

  • 2356.0CNY

  • Detail

7774-74-5SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-Thiophenethiol

1.2 Other means of identification

Product number -
Other names 2-Thiophenethiol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7774-74-5 SDS

7774-74-5Synthetic route

3-(thiophen-2-ylsulfanyl)propionic acid 2-ethylhexyl ester
1227941-25-4

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

Thiophene-2-thiol
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%
thiophene-2-sulfonyl chloride
16629-19-9

thiophene-2-sulfonyl chloride

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

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

thiophene

Thiophene-2-thiol
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;
2-thienyl chloride
96-43-5

2-thienyl chloride

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

thiophene-3-thiol
7774-73-4

thiophene-3-thiol

D

sulfure de dithienyle-3,3'
3807-38-3

sulfure de dithienyle-3,3'

E

2-thienyl 3-thienyl sulfide
3807-37-2

2-thienyl 3-thienyl sulfide

F

bis(thien-2-yl)sulfide
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%
3-(thiophen-2-ylsulfanyl)propionic acid 2-ethylhexyl ester
1227941-25-4

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

Thiophene-2-thiol
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%
thiophene-2-sulfonyl chloride
16629-19-9

thiophene-2-sulfonyl chloride

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

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

thiophene

Thiophene-2-thiol
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;
2-thienyl chloride
96-43-5

2-thienyl chloride

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

thiophene-3-thiol
7774-73-4

thiophene-3-thiol

D

sulfure de dithienyle-3,3'
3807-38-3

sulfure de dithienyle-3,3'

E

2-thienyl 3-thienyl sulfide
3807-37-2

2-thienyl 3-thienyl sulfide

F

bis(thien-2-yl)sulfide
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%
2-thienyl chloride
96-43-5

2-thienyl chloride

Diethyl disulfide
110-81-6

Diethyl disulfide

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

thieno[2,3-b]thiophene
250-84-0

thieno[2,3-b]thiophene

D

bis(thien-2-yl)sulfide
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%
bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

thiophene-3-thiol
7774-73-4

thiophene-3-thiol

D

2-thienyl 3-thienyl sulfide
3807-37-2

2-thienyl 3-thienyl sulfide

E

dithieno[3,2-b;2',3'-d]thiophene
3593-75-7

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

F

2,2'-Bithiophene
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%
bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

A

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

B

thiophene-3-thiol
7774-73-4

thiophene-3-thiol

C

2,3'-bithienyl
2404-89-9

2,3'-bithienyl

D

2-thienyl 3-thienyl sulfide
3807-37-2

2-thienyl 3-thienyl sulfide

E

2,2'-Bithiophene
492-97-7

2,2'-Bithiophene

Conditions
ConditionsYield
With hydrogen sulfide; sulfur at 180℃; for 8h; Product distribution;A 29.9%
B 12.6%
C 5.7%
D 16.6%
E 7.7%
1,2-Dichloroethylene
540-59-0

1,2-Dichloroethylene

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

thiophene-3-thiol
7774-73-4

thiophene-3-thiol

D

thieno[2,3-b]thiophene
250-84-0

thieno[2,3-b]thiophene

E

β-chlorovinyl hydrosulfide

β-chlorovinyl hydrosulfide

F

cis-2-thienyl β-chlorovinyl sulfide
74121-39-4

cis-2-thienyl β-chlorovinyl sulfide

Conditions
ConditionsYield
With hydrogen sulfide In neat (no solvent) at 480℃; for 0.0125h; Product distribution; var. temp., var. ratio of reagents, var. contact time;A 13.5%
B 5.47%
C 3.95%
D n/a
E 5.91%
F 5.45%
2-thienyl chloride
96-43-5

2-thienyl chloride

Diethyl disulfide
110-81-6

Diethyl disulfide

ethyldisulfanyl
51639-98-6

ethyldisulfanyl

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

thieno[2,3-b]thiophene
250-84-0

thieno[2,3-b]thiophene

D

thieno[3,2-b]thiophene
251-41-2

thieno[3,2-b]thiophene

E

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

Conditions
ConditionsYield
at 560℃; for 0.0166667h; Product distribution; Mechanism; different ratio;
2-thienyl chloride
96-43-5

2-thienyl chloride

Diethyl disulfide
110-81-6

Diethyl disulfide

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

thieno[2,3-b]thiophene
250-84-0

thieno[2,3-b]thiophene

D

thieno[3,2-b]thiophene
251-41-2

thieno[3,2-b]thiophene

E

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

Conditions
ConditionsYield
at 560℃; for 0.0166667h; Product distribution; Mechanism;
2-thienyl chloride
96-43-5

2-thienyl chloride

diethyl sulphide
352-93-2

diethyl sulphide

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

thieno[2,3-b]thiophene
250-84-0

thieno[2,3-b]thiophene

D

thieno[3,2-b]thiophene
251-41-2

thieno[3,2-b]thiophene

E

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

Conditions
ConditionsYield
at 560℃; for 0.0166667h; Product distribution; Mechanism;
2-thienyl chloride
96-43-5

2-thienyl chloride

diethyltrisulfane
3600-24-6

diethyltrisulfane

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

thieno[2,3-b]thiophene
250-84-0

thieno[2,3-b]thiophene

D

thieno[3,2-b]thiophene
251-41-2

thieno[3,2-b]thiophene

E

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

Conditions
ConditionsYield
at 560℃; for 0.0166667h; Product distribution; Mechanism;
2-thienyl chloride
96-43-5

2-thienyl chloride

2-propanethiol
75-33-2

2-propanethiol

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

thieno[2,3-b]thiophene
250-84-0

thieno[2,3-b]thiophene

D

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

Conditions
ConditionsYield
at 540℃; for 0.0152778h; Product distribution;A 2.4 % Chromat.
B 20.0 % Chromat.
C 1.7 % Chromat.
D 32.0 % Chromat.
2-thienyl chloride
96-43-5

2-thienyl chloride

ethanethiol
75-08-1

ethanethiol

A

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

B

thieno[2,3-b]thiophene
250-84-0

thieno[2,3-b]thiophene

C

thieno[3,2-b]thiophene
251-41-2

thieno[3,2-b]thiophene

D

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

Conditions
ConditionsYield
at 560℃; for 0.0166667h; Product distribution; Mechanism;
2-bromothiophene
1003-09-4

2-bromothiophene

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

Conditions
ConditionsYield
With mesna Yield given. Multistep reaction;
Stage #1: 2-bromothiophene With n-butyllithium In diethyl ether; hexane at -70℃; for 2.5h; Inert atmosphere;
Stage #2: With sulfur In diethyl ether; hexane at -70℃; for 2h; Inert atmosphere;
2-ethylthiophene
6911-35-9

2-ethylthiophene

thieno[2,3-b]thiophene
250-84-0

thieno[2,3-b]thiophene

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

thieno[3,2-b]thiophene
251-41-2

thieno[3,2-b]thiophene

D

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

Conditions
ConditionsYield
at 560℃; Product distribution; thermolysis;A 10 % Chromat.
B 11.5 % Chromat.
C n/a
D 17 % Chromat.
bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

A

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

B

thiophene-3-thiol
7774-73-4

thiophene-3-thiol

C

3,3'-bithiophene
3172-56-3

3,3'-bithiophene

D

2,3'-bithienyl
2404-89-9

2,3'-bithienyl

E

2-thienyl 3-thienyl sulfide
3807-37-2

2-thienyl 3-thienyl sulfide

F

2,2'-Bithiophene
492-97-7

2,2'-Bithiophene

Conditions
ConditionsYield
With hydrogen sulfide at 180℃; for 10h; Product distribution; other reagent, reaction time;A 1.0 % Turnov.
B 0.5 % Turnov.
C 8.5 % Turnov.
D 10.7 % Turnov.
E 37.8 % Turnov.
F 8.0 % Turnov.
allyl(2-thiophene)sulfide
33892-56-7

allyl(2-thiophene)sulfide

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

D

2-methylthieno<2,3-b>thiophene
26238-22-2

2-methylthieno<2,3-b>thiophene

Conditions
ConditionsYield
In gas thermolysis above 380 deg C;
2-thienyl disulfide
6911-51-9

2-thienyl disulfide

A

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

B

thiophene-3-thiol
7774-73-4

thiophene-3-thiol

C

2-thienyl 3-thienyl sulfide
3807-37-2

2-thienyl 3-thienyl sulfide

D

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

Conditions
ConditionsYield
With hydrogen sulfide at 130℃; for 7h; Product distribution; other temperatures, reaction time;A 12.5 % Turnov.
B 3.8 % Turnov.
C 19.6 % Turnov.
D 61.6 % Turnov.
4-(2-thienylthio)tetrahydrothiophene-2-thione
120665-65-8

4-(2-thienylthio)tetrahydrothiophene-2-thione

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran Product distribution;
thiophen-2-yl magnesium bromide
5713-61-1

thiophen-2-yl magnesium bromide

1,2,5-thiadiazole
288-39-1, 23091-39-6

1,2,5-thiadiazole

A

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

B

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

C

3-(2-thienyl)-1,2,5-selenadiazole
112633-32-6

3-(2-thienyl)-1,2,5-selenadiazole

Conditions
ConditionsYield
With sulenium monochloride 1.) tetrahydrofuran, reflux, 2 h, 2.) tetrahydrofuran, 3 h; Yield given. Multistep reaction;
allyl(2-thiophene)sulfide
33892-56-7

allyl(2-thiophene)sulfide

acetylene
74-86-2

acetylene

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

thieno[2,3-b]thiophene
250-84-0

thieno[2,3-b]thiophene

D

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

E

2-methylthieno<2,3-b>thiophene
26238-22-2

2-methylthieno<2,3-b>thiophene

Conditions
ConditionsYield
In gas at 460℃; Product distribution; Mechanism; other allyl 2-thieno selenide, with or without acetylene, var. temperatures;A 5 % Chromat.
B 14 % Chromat.
C 25 % Chromat.
D 17 % Chromat.
E 10 % Chromat.
allyl(2-thiophene)sulfide
33892-56-7

allyl(2-thiophene)sulfide

acetylene
74-86-2

acetylene

A

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

B

thieno[2,3-b]thiophene
250-84-0

thieno[2,3-b]thiophene

C

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

D

2-methylthieno<2,3-b>thiophene
26238-22-2

2-methylthieno<2,3-b>thiophene

Conditions
ConditionsYield
In gas at 460℃; thermolysis; Further byproducts given;A 14 % Chromat.
B 25 % Chromat.
C 17 % Chromat.
D 10 % Chromat.
2-thienyl lithium
2786-07-4

2-thienyl lithium

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

Conditions
ConditionsYield
With sulfur
bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

A

thiophene
188290-36-0

thiophene

B

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

C

thiophene-3-thiol
7774-73-4

thiophene-3-thiol

D

dithieno[2,3-b:3',2'-d]thiophene
236-63-5

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

E

isomeric dithienyls

isomeric dithienyls

Conditions
ConditionsYield
With hydrogen sulfide In gas at 500 - 600℃; Product distribution;
2-thienyl chloride
96-43-5

2-thienyl chloride

A

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

B

thiophene-3-thiol
7774-73-4

thiophene-3-thiol

C

2-thienyl 3-thienyl sulfide
3807-37-2

2-thienyl 3-thienyl sulfide

D

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

Conditions
ConditionsYield
With methanol; hydrogen sulfide at 610℃; Product distribution; Further Variations:; Reagents; Temperatures;
S-thiophen-2-yl ethanethioate
87947-35-1

S-thiophen-2-yl ethanethioate

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

Conditions
ConditionsYield
With potassium hydroxide In methanol
ethyl 5-bromovalerate
14660-52-7

ethyl 5-bromovalerate

A

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

B

5-(thien-2-ylsulfanyl)-valeric acid

5-(thien-2-ylsulfanyl)-valeric acid

2-thienyl chloride
96-43-5

2-thienyl chloride

hydrogen sulfide
7783-06-4

hydrogen sulfide

A

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

B

bis(thien-2-yl)sulfide
3988-99-6

bis(thien-2-yl)sulfide

Conditions
ConditionsYield
Kinetics; byproducts: HCl; at 500-600°C;
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

2,5-dihydro-2H-2-oxothiophene
3354-32-3

2,5-dihydro-2H-2-oxothiophene

4-(Thiophen-2-ylsulfanyl)-dihydro-thiophen-2-one
120638-04-2

4-(Thiophen-2-ylsulfanyl)-dihydro-thiophen-2-one

Conditions
ConditionsYield
In neat (no solvent) at 25℃; for 18h; Product distribution;100%
In neat (no solvent) at 25℃; for 18h;100%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

phenylhydrazine
100-63-0

phenylhydrazine

4-(2-thienylthio)-2-phenylhydrazonotetrahydrothiophene
135922-87-1

4-(2-thienylthio)-2-phenylhydrazonotetrahydrothiophene

Conditions
ConditionsYield
at 18 - 20℃; for 240h;99%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

2-thienyl disulfide
6911-51-9

2-thienyl disulfide

Conditions
ConditionsYield
With oxygen In water at 45℃; under 1500.15 Torr; Reagent/catalyst; Temperature; Pressure;99%
With cobalt(II)phthalocyanine-tetra-sodium sulfonate In water at 60℃; for 6h; Schlenk technique;91%
With (bis(2,1-phenylene)bis(azanediyl)bis(methylene)diphenol)diselenide In acetonitrile at 20℃; for 7h;89%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

3-Methylbutenoic acid
541-47-9

3-Methylbutenoic acid

3-methyl-3-(thiophene-2-thio)butyric acid
111190-17-1

3-methyl-3-(thiophene-2-thio)butyric acid

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 21h; Heating;98%
With triethylamine In tetrahydrofuran for 20h; Reflux; Inert atmosphere;63.35%
With triethylamine In tetrahydrofuran for 20h; Reflux; Inert atmosphere;63.35%
With triethylamine In tetrahydrofuran for 20h; Inert atmosphere; Reflux;63.35%
With triethylamine In tetrahydrofuran for 20h; Inert atmosphere; Reflux;63.4%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

glutaconic acid
628-48-8

glutaconic acid

3-(thien-2-ylthio)-glutaric acid
138302-56-4

3-(thien-2-ylthio)-glutaric acid

Conditions
ConditionsYield
With sodium chloride; triethylamine In tetrahydrofuran98%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

1-bromo-2,2-dimethoxyethane
7252-83-7

1-bromo-2,2-dimethoxyethane

2-(2,2-dimethoxy-ethylsulfanyl)-thiophene
98558-44-2

2-(2,2-dimethoxy-ethylsulfanyl)-thiophene

Conditions
ConditionsYield
With potassium carbonate In acetone97%
With ethanol; sodium ethanolate
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

tert-butyldimethylsilyl p-methoxycinnamate
78324-12-6

tert-butyldimethylsilyl p-methoxycinnamate

3-(4-Methoxy-phenyl)-3-(thiophen-2-ylsulfanyl)-propionic acid
111190-20-6

3-(4-Methoxy-phenyl)-3-(thiophen-2-ylsulfanyl)-propionic acid

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 21h; Heating;97%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

ethyl 2-bromoisobutyrate
600-00-0

ethyl 2-bromoisobutyrate

ethyl 2-methyl-2-(thien-2-ylthio)propanoate
70060-29-6

ethyl 2-methyl-2-(thien-2-ylthio)propanoate

Conditions
ConditionsYield
With sodium ethanolate In ethanol Heating;97%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

2-bromo-N-(5-tert-butyl-isoxazol-3-yl)-2-methyl-propionamide
1004770-54-0

2-bromo-N-(5-tert-butyl-isoxazol-3-yl)-2-methyl-propionamide

N-(5-tert-butyl-isoxazol-3-yl)-2-methyl-2-(thiophen-2-ylsulfanyl)-propionamide

N-(5-tert-butyl-isoxazol-3-yl)-2-methyl-2-(thiophen-2-ylsulfanyl)-propionamide

Conditions
ConditionsYield
With potassium hydroxide In ethanol for 18h; Heating / reflux;97%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

N-methyl bromomaleimide
65060-93-7

N-methyl bromomaleimide

N-methyl-3-(thiophen-2-ylthio)-maleimide

N-methyl-3-(thiophen-2-ylthio)-maleimide

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃; for 0.166667h;97%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

(Z)-3-(pyridin-3-yl)acrylic acid
155170-47-1

(Z)-3-(pyridin-3-yl)acrylic acid

3-Pyridin-3-yl-3-(thiophen-2-ylsulfanyl)-propionic acid
111190-22-8

3-Pyridin-3-yl-3-(thiophen-2-ylsulfanyl)-propionic acid

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 21h; Heating;96%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

poly(methacrylic acid)
79-41-4

poly(methacrylic acid)

2-Methyl-3-(thiophen-2-ylsulfanyl)-propionic acid
111190-16-0

2-Methyl-3-(thiophen-2-ylsulfanyl)-propionic acid

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 21h; Heating;95%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

3-(2-mercaptothiopheneyl)-3-phenyl propionic acid
111190-18-2

3-(2-mercaptothiopheneyl)-3-phenyl propionic acid

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 21h; Heating;95%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

(Z)-3-(4-methoxyphenyl)acrylic acid
5676-64-2

(Z)-3-(4-methoxyphenyl)acrylic acid

3-(4-Methoxy-phenyl)-3-(thiophen-2-ylsulfanyl)-propionic acid
111190-20-6

3-(4-Methoxy-phenyl)-3-(thiophen-2-ylsulfanyl)-propionic acid

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 21h; Heating;95%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

(Z)-3-(2-nitrophenyl)acrylic acid
89761-18-2

(Z)-3-(2-nitrophenyl)acrylic acid

3-(2-thienylthio)-3-(o-nitrophenyl)-propionic acid
111190-24-0

3-(2-thienylthio)-3-(o-nitrophenyl)-propionic acid

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran for 21h; Heating;95%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

1,3-chlorobromopropane
109-70-6

1,3-chlorobromopropane

2-(3-Chloropropylsulfanyl)thiophene
81577-85-7

2-(3-Chloropropylsulfanyl)thiophene

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In isopropyl alcohol at 100℃; for 1h;95%
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 0 - 20℃;
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

ethylene dibromide
106-93-4

ethylene dibromide

2-(2-bromoethylthio)-thiophene
55697-88-6

2-(2-bromoethylthio)-thiophene

Conditions
ConditionsYield
With potassium carbonate at 20 - 78℃; Inert atmosphere;95%
With potassium carbonate at 78℃; for 3h; Inert atmosphere;95%
With potassium carbonate; potassium iodide In acetone at 20℃;32.9%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

1,9-dichloro-5-phenyldipyrromethene
1394285-00-7

1,9-dichloro-5-phenyldipyrromethene

C23H16N2S4

C23H16N2S4

Conditions
ConditionsYield
With triethylamine In acetonitrile at 76℃; for 6.5h; Inert atmosphere;95%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

2-thiophensulfonamide
6339-87-3

2-thiophensulfonamide

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; ammonium carbamate In methanol at 25℃; for 24h; Inert atmosphere; chemoselective reaction;95%
With ammonium hydroxide; manganese(IV) oxide; oxygen In water; N,N-dimethyl-formamide at 90℃; under 7500.75 Torr; for 20h; Autoclave;59%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

ethyl (Z)-3-iodopropenoate
31930-36-6

ethyl (Z)-3-iodopropenoate

(Z)-3-(thiophen-2-ylthio)-acrylic acid ethyl ester
1234562-79-8

(Z)-3-(thiophen-2-ylthio)-acrylic acid ethyl ester

Conditions
ConditionsYield
With potassium phosphate; copper(l) iodide; cis-1,2-cyclohexane In N,N-dimethyl-formamide at 40 - 50℃; for 2h; Inert atmosphere;94%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

α-bromo-γ-butyrolactone
5061-21-2

α-bromo-γ-butyrolactone

α-[(thiophen-2-yl)thio]-γ-butyrolactone

α-[(thiophen-2-yl)thio]-γ-butyrolactone

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;94%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

maleic acid
110-16-7

maleic acid

2-thienylthiosuccinic acid
3807-43-0

2-thienylthiosuccinic acid

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran93%
With triethylamine In tetrahydrofuran93%
With triethylamine In tetrahydrofuran93%
In 1,4-dioxane at 70 - 80℃;92%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

A

2-thienyl disulfide
6911-51-9

2-thienyl disulfide

B

4-(2-thienylthio)tetrahydrothiophene-2-thione
120665-65-8

4-(2-thienylthio)tetrahydrothiophene-2-thione

Conditions
ConditionsYield
Product distribution; Mechanism;A n/a
B 93%
1,4-diaza-bicyclo[2.2.2]octane
280-57-9

1,4-diaza-bicyclo[2.2.2]octane

Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

2-(trimethylsilyl)phenyl trifluoromethanesulfonate
88284-48-4

2-(trimethylsilyl)phenyl trifluoromethanesulfonate

1-phenyl-4-(2-(thiophen-2-ylthio)ethyl)piperazine

1-phenyl-4-(2-(thiophen-2-ylthio)ethyl)piperazine

Conditions
ConditionsYield
Stage #1: 1,4-diaza-bicyclo[2.2.2]octane; 2-(trimethylsilyl)phenyl trifluoromethanesulfonate With cesium fluoride In acetonitrile at 20℃;
Stage #2: Thiophene-2-thiol In acetonitrile at 100℃; for 18h;
93%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

2-hydroxycyclobutanone
99440-99-0

2-hydroxycyclobutanone

1-(thiophen-2-ylsulfanyl)cyclopropanecarbaldehyde

1-(thiophen-2-ylsulfanyl)cyclopropanecarbaldehyde

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 20℃;93%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

2-((4-((4-aminophenyl)sulfonyl)phenyl)amino)-3-chloronaphthalene-1,4-dione
20013-15-4

2-((4-((4-aminophenyl)sulfonyl)phenyl)amino)-3-chloronaphthalene-1,4-dione

C26H18N2O4S3

C26H18N2O4S3

Conditions
ConditionsYield
In ethanol for 2h; Reflux;93%
Thiophene-2-thiol
7774-74-5

Thiophene-2-thiol

1-bromo-octane
111-83-1

1-bromo-octane

2-octyl 2-thiophenyl sulfide
55191-03-2

2-octyl 2-thiophenyl sulfide

Conditions
ConditionsYield
Stage #1: Thiophene-2-thiol With potassium tert-butylate In ethanol at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 1-bromo-octane In ethanol at 80℃; for 12h; Inert atmosphere;
92.4%
With potassium hydroxide; hydrazine hydrate for 1h; Ambient temperature;63%
With potassium tert-butylate In ethanol; dichloromethane for 2h; Heating;60%
With potassium hydroxide
With potassium carbonate

7774-74-5Relevant articles and documents

-

Voronkov et al.

, (1974)

-

Preparation of oligo(thio-2,5-thienylenes)

Nakayama, Juzo,Katano, Naoki,Shimura, Yoshiaki,Sugihara, Yoshiaki,Ishii, Akihiko

, p. 7608 - 7610 (1996)

-

Investigation of the aroma-active compounds formed in the maillard reaction between glutathione and reducing sugars

Lee, Sang Mi,Jo, Ye-Jin,Kim, Young-Suk

experimental part, p. 3116 - 3124 (2011/08/05)

Aroma-active compounds formed during the thermal reaction between glutathione (GSH) and reducing sugars were analyzed by gas chromatography-mass spectrometry (GC-MS) and GC-olfactometry (GC-O) with aroma extract dilution analysis (AEDA). Application of AEDA to glutathione Maillard reaction products (GSH MRPs) led to the identification of 19 aroma-active compounds in the thermal reaction of glutathione with glucose or fructose. In addition, the carbohydrate module labeling (CAMOLA) approach was also employed to elucidate the formation pathways for selected target sulfur aroma compounds, such as 5-methylthiophene-2-carbaldehyde and 3-methylthiophene-2-carbaldehyde, which have not been reported previously. The intact carbon skeleton of glucose via 3-deoxyhexosone is incorporated into 5-methylthiophene-2-carbaldehyde with the hydrogen sulfide of GSH. On the other hand, the formation of 3-methylthiophene2-carbaldehyde may occur via the recombination of a C-4 sugar fragment and mercaptoacetaldehyde.

A simple, fast and chemoselective method for the preparation of arylthiols

Bellale, Eknath V.,Chaudhari, Mahesh K.,Akamanchi, Krishnacharya G.

experimental part, p. 3211 - 3213 (2010/03/01)

An efficient and convenient method for the synthesis of arylthiols by reaction of sulfonyl chlorides with triphenylphosphine in toluene is reported.

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