• Name

  TRIPHENYLMETHYL MERCAPTAN

• EINECS 223-020-3
• CAS No. 3695-77-0
• Article Data24
• CAS DataBase
• Density 1.119 g/cm³
• Solubility insoluble in water
• Melting Point 104-106 °C(lit.)
• Formula C19H16 S
• Boiling Point 403.8 °C at 760 mmHg
• Molecular Weight 276.402
• Flash Point 166.5 °C
• Transport Information
• Appearance yellow-tan Powder
• Safety Poison by intravenous route. When heated to decomposition it emits toxic fumes of SO_x. See also SULFIDES.
• Risk Codes 20
• Molecular Structure
• Hazard Symbols Xn
• Synonyms Methanethiol,triphenyl- (7CI,8CI); Hydrotriphenylsulfur; NSC 22520; Triphenylmethanethiol;Triphenylmethyl mercaptan; Triphenylmethylthiol; Trityl mercaptan; Tritylthiol;a,a-Diphenylbenzenemethanethiol
• PSA 38.80000
• LogP 4.90830

Synthetic route

76-84-6

triphenylmethyl alcohol

3695-77-0

triphenylmethanethiol

Conditions

Conditions	Yield
With Lawessons reagent In 1,2-dimethoxyethane for 15h; Mechanism; Ambient temperature; various alcohols, other solvents, other temperatures;	100%
With Lawessons reagent In toluene for 0.2h; Quantum yield; Heating; DME, room temperature;	100%
With Lawessons reagent In 1,2-dimethoxyethane for 15h; Ambient temperature;	100%

N-methyl-3-(tritylthio)-maleimide

3695-77-0

triphenylmethanethiol

Conditions

Conditions	Yield
With DL-dithiothreitol; triethylamine In tetrahydrofuran; water at 20℃; for 0.25h;	96%

1727-15-7

trityl thioacetic acid

3695-77-0

triphenylmethanethiol

Conditions

Conditions	Yield
With methanol; tetra-n-butylammonium cyanide In chloroform at 20℃; for 3h;	92%

trans-2-chloro-1-(triphenylmethyldithio)cyclohexane

A

3695-77-0

triphenylmethanethiol

B

76-83-5

trityl chloride

C

C12H20Cl2S4

Conditions

Conditions	Yield
In ethyl acetate for 13h; Heating;	A 26% B 23% C 69%

...Expand

80345-24-0

endo-2-chloro-exo-1-(triphenylmethyldithio)bicyclo<2.2.1>heptane

A

3695-77-0

triphenylmethanethiol

B

76-83-5

trityl chloride

C

di<(2-chloro)-1-norbornyl>tetrasulfide

Conditions

Conditions	Yield
In ethyl acetate for 40h; Heating;	A 21% B 19% C 68%

...Expand

1277170-50-9

(1,1-dimethylethyl)dimethyl[[(triphenylmethyl)thio]methoxy]silane

3695-77-0

triphenylmethanethiol

Conditions

Conditions	Yield
With tetrabutyl ammonium fluoride In tetrahydrofuran at -78℃; for 0.25h;	68%
With tetrabutyl ammonium fluoride In tetrahydrofuran at -78 - -10℃; for 0.3h;	68%

trans-2-chloro-1-(triphenylmethyltrithio)cyclopentane

A

3695-77-0

triphenylmethanethiol

B

76-83-5

trityl chloride

C

C10H16Cl2S4

Conditions

Conditions	Yield
In ethyl acetate for 10h; Heating;	A 27% B 19% C 67%

...Expand

trans-2-chloro-1-(triphenylmethyldithio)cyclopentane

A

3695-77-0

triphenylmethanethiol

B

76-83-5

trityl chloride

C

C10H16Cl2S4

Conditions

Conditions	Yield
In ethyl acetate for 8h; Heating;	A 24% B 20% C 65%

...Expand

trans-2-chloro-1-(triphenylmethyltrithio)cyclohexane

A

3695-77-0

triphenylmethanethiol

B

76-83-5

trityl chloride

C

C12H20Cl2S4

Conditions

Conditions	Yield
In ethyl acetate for 15h; Heating;	A 28% B 21% C 65%

...Expand

513-81-5

2,3-dimethyl-buta-1,3-diene

A

3695-77-0

triphenylmethanethiol

B

18655-88-4

1,2-dithia-4,5-dimethyl-4-cyclohexene

C

139174-04-2

1,2,3,4-tetrathia-6,7-dimethyl-6-cyclooctene

D

C12H20Cl2S4

Conditions

Conditions	Yield
With trans-2-chloro-1-(triphenylmethyltrithio)cyclohexane In ethyl acetate for 15h; Heating; Further byproducts given;	A 29% B 8% C 63% D 12%
With trans-2-chloro-1-(triphenylmethyldithio)cyclohexane In ethyl acetate for 10h; Heating; Further byproducts given;	A 28% B 10% C 58% D 16%

...Expand

80345-24-0

endo-2-chloro-exo-1-(triphenylmethyldithio)bicyclo<2.2.1>heptane

A

3695-77-0

triphenylmethanethiol

B

C14H20Cl2S4

Conditions

Conditions	Yield
In ethyl acetate Heating;	A 12% B 60%

513-81-5

2,3-dimethyl-buta-1,3-diene

A

3695-77-0

triphenylmethanethiol

B

18655-88-4

1,2-dithia-4,5-dimethyl-4-cyclohexene

C

139174-04-2

1,2,3,4-tetrathia-6,7-dimethyl-6-cyclooctene

D

C10H16Cl2S4

Conditions

Conditions	Yield
With trans-2-chloro-1-(triphenylmethyltrithio)cyclopentane In ethyl acetate for 24h; Heating; Further byproducts given;	A 30% B 9% C 60% D 22%
With trans-2-chloro-1-(triphenylmethyldithio)cyclopentane In ethyl acetate for 8h; Heating; Further byproducts given;	A 26% B 8% C 50% D 24%

...Expand

endo-2-chloro-exo-1-(triphenylmethyldithio)bicyclo<2.2.2>octane

A

3695-77-0

triphenylmethanethiol

B

76-83-5

trityl chloride

C

C16H24Cl2S4

Conditions

Conditions	Yield
In ethyl acetate for 42h; Heating;	A 25% B 21% C 60%

...Expand

513-81-5

2,3-dimethyl-buta-1,3-diene

A

3695-77-0

triphenylmethanethiol

B

18655-88-4

1,2-dithia-4,5-dimethyl-4-cyclohexene

C

139174-04-2

1,2,3,4-tetrathia-6,7-dimethyl-6-cyclooctene

D

di<(2-chloro)-1-norbornyl>tetrasulfide

Conditions

Conditions	Yield
With endo-2-chloro-exo-1-(triphenylmethyldithio)bicyclo<2.2.1>heptane In ethyl acetate for 36h; Heating; Further byproducts given;	A 25% B 6% C 24% D 59%

...Expand

513-81-5

2,3-dimethyl-buta-1,3-diene

A

3695-77-0

triphenylmethanethiol

B

18655-88-4

1,2-dithia-4,5-dimethyl-4-cyclohexene

C

139174-04-2

1,2,3,4-tetrathia-6,7-dimethyl-6-cyclooctene

D

C16H24Cl2S4

Conditions

Conditions	Yield
With endo-2-chloro-exo-1-(triphenylmethyldithio)bicyclo<2.2.2>octane In ethyl acetate for 36h; Heating; Further byproducts given;	A 23% B 5% C 19% D 51%

...Expand

513-81-5

2,3-dimethyl-buta-1,3-diene

A

3695-77-0

triphenylmethanethiol

B

18655-88-4

1,2-dithia-4,5-dimethyl-4-cyclohexene

C

76-83-5

trityl chloride

D

139174-04-2

1,2,3,4-tetrathia-6,7-dimethyl-6-cyclooctene

Conditions

Conditions	Yield
With trans-2-chloro-3-(triphenylmethyldithio)-1,4-dioxane In ethyl acetate for 13h; Heating;	A 24% B 7% C 20% D 45%

...Expand

76-83-5

trityl chloride

3695-77-0

triphenylmethanethiol

Conditions

Conditions	Yield
With hydrogen sulfide; sodium ethanolate
With potassium hydrosulfide; benzene
With 1,4-dioxane; hydrogen sulfide
With sodium hydrogensulfide In water; acetone for 1.25h; Inert atmosphere;

30615-54-4

triphenylmethyl bromide

3695-77-0

triphenylmethanethiol

Conditions

Conditions	Yield
With diethyl ether; sulfur; benzene

7783-06-4

hydrogen sulfide

141-52-6

sodium ethanolate

76-83-5

trityl chloride

3695-77-0

triphenylmethanethiol

...Expand

1727-16-8

S-trityl benzothioate

aq.-ethanolic NaOH-solution

aq.-ethanolic NaOH-solution

A

3695-77-0

triphenylmethanethiol

B

65-85-0

benzoic acid

...Expand

35572-83-9

α,α-diphenylbenzenemethanesulfenyl chloride

A

3695-77-0

triphenylmethanethiol

B

1.) ClC(O)CH2CH2-Hal

1.) ClC(O)CH2CH2-Hal

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 88 percent / CH2Cl2 / 7 h / Ambient temperature 2: 24 percent / ethyl acetate / 8 h / Heating View Scheme

152216-81-4

triphenylmethanedithiosulfenyl chloride

A

3695-77-0

triphenylmethanethiol

B

1.) ClC(O)CH2CH2-Hal

1.) ClC(O)CH2CH2-Hal

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 93 percent / CH2Cl2 / 7 h / Ambient temperature 2: 27 percent / ethyl acetate / 10 h / Heating View Scheme

24165-03-5

tritylsulfenyl chloride

3695-77-0

triphenylmethanethiol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent 2: 12 percent / ethyl acetate / Heating View Scheme

35572-83-9

α,α-diphenylbenzenemethanesulfenyl chloride

3695-77-0

triphenylmethanethiol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 75 percent 2: 12 percent / ethyl acetate / Heating View Scheme

3492-71-5

triphenylmethane hydrodisulfide

603-35-0

triphenylphosphine

A

3695-77-0

triphenylmethanethiol

B

3878-45-3

triphenylphosphine sulfide

Conditions

Conditions	Yield
In dichloromethane-d2 Inert atmosphere; Glovebox;

...Expand

109-99-9

tetrahydrofuran

3492-71-5

triphenylmethane hydrodisulfide

A

14044-65-6

borane-THF

B

3695-77-0

triphenylmethanethiol

C

15035-72-0

hydrosulfide anion

Conditions

Conditions	Yield
With tetrabutylammonium borohydride In dichloromethane-d2 Inert atmosphere; Glovebox;

...Expand

100172-84-7

tritylacetyldisulfide

3695-77-0

triphenylmethanethiol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogenchloride / ethanol; toluene / 39 h / Inert atmosphere 2: dichloromethane-d2 / Inert atmosphere; Glovebox View Scheme

3492-71-5

triphenylmethane hydrodisulfide

A

10544-50-0

sulfur

B

3695-77-0

triphenylmethanethiol

Conditions

Conditions	Yield
With tetra-n-butylammonium cyanide In dichloromethane-d2 at 25℃; Reagent/catalyst; Inert atmosphere; Glovebox;

Triphenylmethyl mercaptan Chemical Properties

Triphenylmethyl mercaptan Toxicity Data With Reference

Triphenylmethyl mercaptan Consensus Reports

Triphenylmethyl mercaptan Safety Profile

Safety Information of TRIPHENYLMETHANETHIOL(3695-77-0):
Hazard Codes:Xn
Risk Statements:20
20:Harmful by inhalation
Safety Statements:23
23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
WGK Germany:3
RTECS:PB5335000
F:10-13
Poison by intravenous route. When heated to decomposition it emits toxic fumes of SO_x. See also SULFIDES.

Triphenylmethyl mercaptan Specification