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100-53-8 Usage

Purification Methods

Purify benzyl mercaptan via the mercury salt [see Kern J Am Chem Soc 75 1865 1953], which crystallises from *benzene as needles (m 121o), and then dissolve it in CHCl3. Pass H2S gas through the solution to regenerate the mercaptan. The HgS that precipitates is filtered off and washed thoroughly with CHCl3. The filtrate and washings are evaporated to remove CHCl3; then the residue is fractionally distilled under reduced pressure [Mackle & McClean, Trans Faraday Soc 58 895 1962]. [Beilstein 6 IV 2632.]

Description

Benzyl mercaptan (C6H5CH2SH) is a kind of organosulfur compound. It is a commonly used alkaylthiol in the laboratory and is a naturally occurring compound. It has been found in boxwood and boost the smoky aroma in some kinds of wines. It is also naturally existed in coffee. It can be used as source of thiol functional group during the organic synthesis. In addition, it can also used as an odorant, synthetic flavor and as a bacteriostatic reagent. It is manufactured by the reaction of benzyl chloride and sodium hydrosulfide.

100-53-8 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Aldrich (B25401)  Benzylmercaptan  99% 100-53-8 B25401-100G 409.50CNY Detail
Aldrich (B25401)  Benzylmercaptan  99% 100-53-8 B25401-5G 402.48CNY Detail
USP (1062074)  Benzylmercaptan  United States Pharmacopeia (USP) Reference Standard 100-53-8 1062074-5X0.5ML 4,647.24CNY Detail
Alfa Aesar (B20081)  Benzyl mercaptan, 99%    100-53-8 500g 1461.0CNY Detail
Alfa Aesar (B20081)  Benzyl mercaptan, 99%    100-53-8 100g 382.0CNY Detail
Alfa Aesar (B20081)  Benzyl mercaptan, 99%    100-53-8 25g 245.0CNY Detail

100-53-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name Benzyl mercaptan

1.2 Other means of identification

Product number -
Other names TOLUENETHIOL

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:100-53-8 SDS

100-53-8Synthetic route

benzyl chloride
100-44-7

benzyl chloride

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With hydrosulfide exchange resin In acetonitrile at 25℃; for 0.25h;98%
With thiourea In ethanol for 0.166667h; Reflux;95%
With hydrosulfide exchange resin (from Amberlite IRA-400); triethylamine hydrochloride In methanol for 1h; Ambient temperature;87%
dibenzyl disulphide
150-60-7

dibenzyl disulphide

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With sodium hydrogen telluride In ethanol 1.) 0 deg C, 2.) 40 deg C, 30 min;97%
With sodium hydrogen telluride In ethanol Product distribution; 1.) 0 deg C, 2.) 40 deg C, 30 min; reductive cleavage of sulfur-sulfur bonds in dialkyl, diaryl disulfides and organic thiosulfites;97%
With triethylphosphine In tetrahydrofuran; water for 1h; Ambient temperature;96%
S-phenyl thioacetate
934-87-2

S-phenyl thioacetate

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In diethyl ether at 22 - 25℃; for 0.5h;97%
benzyl bromide
100-39-0

benzyl bromide

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
Stage #1: benzyl bromide With potassium carbonate; tiolacetic acid In methanol at 20℃; for 0.5h;
Stage #2: With potassium carbonate In methanol at 20℃; for 0.5h;
96%
With hydrosulfide exchange resin (from Amberlite IRA-400); triethylamine hydrochloride In methanol for 1h; Ambient temperature;88%
Stage #1: benzyl bromide With thiourea In water at 100℃; for 2h; Inert atmosphere;
Stage #2: With sodium hydroxide In water; toluene at 60℃; for 1h;
84%
benzylthioacetate
32362-99-5

benzylthioacetate

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With acetyl chloride In methanol at 25 - 30℃; for 3h;96%
With potassium carbonate In methanol at 20℃; for 0.5h;96%
With palladium diacetate In methanol for 1h; Heating;95%
Thiocarbonic acid S-benzyl ester O-[1-(3,5-dimethoxy-phenyl)-2-oxo-2-phenyl-ethyl] ester
167872-03-9

Thiocarbonic acid S-benzyl ester O-[1-(3,5-dimethoxy-phenyl)-2-oxo-2-phenyl-ethyl] ester

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
In benzene for 1h; Irradiation;95%
1-[[(Z)-2-(benzylsulfanyl)vinyl]sulfonyl]-4-methylbenzene
607731-44-2

1-[[(Z)-2-(benzylsulfanyl)vinyl]sulfonyl]-4-methylbenzene

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With pyrrolidine In acetonitrile at 20℃;95%
2-(2-methoxyphenoxy)-1-phenylethan-1-ol

2-(2-methoxyphenoxy)-1-phenylethan-1-ol

A

2-methoxy-phenol
90-05-1

2-methoxy-phenol

B

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With hydrogen In water at 180℃; under 7500.75 Torr; for 5h; Reagent/catalyst; Temperature; Autoclave;A 95%
B 12%
C12H16OS2

C12H16OS2

ethylamine
75-04-7

ethylamine

A

O-isobutyl N-ethylthiocarbamate

O-isobutyl N-ethylthiocarbamate

B

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
In water at 70℃; for 2h;A 94.27%
B n/a
at 70℃; for 2h;
1-(2-Benzylsulfanyl-2-methyl-propane-1-sulfonyl)-4-methyl-benzene
89647-16-5

1-(2-Benzylsulfanyl-2-methyl-propane-1-sulfonyl)-4-methyl-benzene

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With potassium tert-butylate In tert-butyl alcohol for 0.5h; Product distribution; Ambient temperature; further reagents: CH3ONa, CH3OLi, KOH, other solvent: CH3OH; cleavage of various adducts;93%
N-Phenyl-thioformimidic acid benzyl ester
84495-76-1

N-Phenyl-thioformimidic acid benzyl ester

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With hydrogenchloride In water Ambient temperature;92%
2-benzylsulfanyl-1-phenylethanone
2408-88-0

2-benzylsulfanyl-1-phenylethanone

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With magnesium; acetic acid In methanol at 20℃;92%
C22H18O3S

C22H18O3S

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
Stage #1: C22H18O3S With sodium hypochlorite In dichloromethane; water at 20℃;
Stage #2: at 80℃; for 12h;
90%
benzyl thiosulphate
6313-36-6

benzyl thiosulphate

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With sodium hydrogen telluride In ethanol 1.) 0 deg C, 2.) 40 deg C, 30 min;89%
[Zn(HB(C3H2N2SC6H4(OCH3))2(CH3C3HN2(C6H5)))SCH2C6H5]

[Zn(HB(C3H2N2SC6H4(OCH3))2(CH3C3HN2(C6H5)))SCH2C6H5]

methyl iodide
74-88-4

methyl iodide

A

[Zn(HB(C3H2N2SC6H4(OCH3))2(CH3C3HN2(C6H5)))I]

[Zn(HB(C3H2N2SC6H4(OCH3))2(CH3C3HN2(C6H5)))I]

B

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
In chloroform 1:1 mixt. stirred for 10 min; evapd., washed (Et2O), dried (vac.); NMR;A 89%
B n/a
trimethyl(4-mercaptomethylphenyl)silane
57337-85-6

trimethyl(4-mercaptomethylphenyl)silane

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With potassium trimethylsilonate In dimethyl sulfoxide at 60℃; under 760.051 Torr; for 12h; Catalytic behavior; Reagent/catalyst; Solvent; Sealed tube;88%
benzyl bromide
100-39-0

benzyl bromide

A

dibenzyl sulfide
538-74-9

dibenzyl sulfide

B

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With potassium carbonate; tiolacetic acid In methanol at 20℃; for 0.5h;A 87%
B 13%
dibenzyl trithiocarbonate
26504-29-0

dibenzyl trithiocarbonate

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With diisobutylaluminium hydride In toluene at 110℃;86%
benzyl thiocyanate
3012-37-1

benzyl thiocyanate

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With tetraphosphorus decasulfide In toluene for 1.5h; Solvent; Reagent/catalyst; Reflux;85%
With diethyl ether; ethylmagnesium bromide
With diethyl ether; phenylmagnesium bromide
benzyl alcohol
100-51-6

benzyl alcohol

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
Stage #1: benzyl alcohol With sodium sulfide; sodium hydrogencarbonate In ethanol for 2h; Reflux; Enzymatic reaction;
Stage #2: With hydrogenchloride In ethanol; water Reagent/catalyst;
85%
Stage #1: benzyl alcohol With N-Bromosuccinimide; triphenylphosphine In acetone at -10 - 25℃; Substitution;
Stage #2: With polymer supported hydrosulfide resin In acetone at 25℃; for 0.166667h; Substitution;
81%
With Lawessons reagent In toluene for 48h; Heating;55%
methanol
67-56-1

methanol

benzyl dithiobenzoate
27249-90-7

benzyl dithiobenzoate

A

methyl thiobenzoate
5873-86-9

methyl thiobenzoate

B

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 1h;A 82%
B n/a
S-benzyl thiocarbamate
42049-35-4

S-benzyl thiocarbamate

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
Stage #1: benzyl S-thiocarbamate With tetraphosphorus decasulfide In toluene Reflux;
Stage #2: With water Acidic conditions;
80%
allyl(benzyl)sulfide
6937-97-9

allyl(benzyl)sulfide

A

1-benzylsulfanyl-3-chloro-propan-2-ol
26551-50-8

1-benzylsulfanyl-3-chloro-propan-2-ol

B

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With water; copper dichloride; lithium tetrachloropalladate(II) In N,N-dimethyl-formamide at 50℃; for 24h;A 78.7%
B 10%
SS-benzyl O-methyl carbono(dithioperoxoate)
61775-34-6

SS-benzyl O-methyl carbono(dithioperoxoate)

A

methyl α-(phenylthio)acetate
72050-07-8

methyl α-(phenylthio)acetate

B

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With triphenylphosphine In benzene Ambient temperature;A 78%
B 21%
O-benzyl carbamate
621-84-1

O-benzyl carbamate

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With tetraphosphorus decasulfide In toluene for 3h; Solvent; Reflux;75%
Benzylsulfanyl-triisopropyl-silane
156275-86-4

Benzylsulfanyl-triisopropyl-silane

A

triisopropylsilyl fluoride
426-67-5

triisopropylsilyl fluoride

B

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; water In tetrahydrofuran 1.) 25 deg C, 1 h;A n/a
B 73%
benzyl 2-methylprop-2-en-1-yl sulfide
101561-50-6

benzyl 2-methylprop-2-en-1-yl sulfide

A

phenylmethanethiol
100-53-8

phenylmethanethiol

B

1-Benzylsulfanyl-3-chloro-2-methyl-propan-2-ol

1-Benzylsulfanyl-3-chloro-2-methyl-propan-2-ol

Conditions
ConditionsYield
With water; copper dichloride; lithium tetrachloropalladate(II) In N,N-dimethyl-formamide at 50℃; for 48h;A 10%
B 72.6%
O,S-dibenzyl dithiocarbonate
26504-30-3

O,S-dibenzyl dithiocarbonate

A

dibenzyl sulfide
538-74-9

dibenzyl sulfide

B

dithiocarbonic acid S,S'-dibenzyl ester
26504-28-9

dithiocarbonic acid S,S'-dibenzyl ester

C

phenylmethanethiol
100-53-8

phenylmethanethiol

Conditions
ConditionsYield
Aliquat 336 at 100℃; for 1.5h; Yields of byproduct given;A n/a
B 70%
C n/a
S-benzylisothiourea hydrochloride
538-28-3

S-benzylisothiourea hydrochloride

A

phenylmethanethiol
100-53-8

phenylmethanethiol

B

toluene
108-88-3

toluene

Conditions
ConditionsYield
In water; acetic acid electroreduction on Hg-cathode, 0.8 A;A 70%
B 13%
acetic anhydride
108-24-7

acetic anhydride

phenylmethanethiol
100-53-8

phenylmethanethiol

benzylthioacetate
32362-99-5

benzylthioacetate

Conditions
ConditionsYield
Stage #1: acetic anhydride With molybdenium(VI) dioxodichloride In dichloromethane at 20℃; for 0.5h;
Stage #2: phenylmethanethiol In dichloromethane at 20℃; for 4h;
100%
With silica gel for 0.0533333h; Microwave irradiation; neat (no solvent);100%
yttria-stabilized zirconia In acetonitrile for 6h; Heating;97%
phenylmethanethiol
100-53-8

phenylmethanethiol

dibenzyl disulphide
150-60-7

dibenzyl disulphide

Conditions
ConditionsYield
With pyridine chromium peroxide for 0.02h; Product distribution; effect of various chromium(VI) based oxidants;100%
With barium ferrate(VI) In benzene for 1h; Product distribution; Heating;100%
With pyridine chromium peroxide for 0.02h;100%
nitromethane
75-52-5

nitromethane

cyclohexanone
108-94-1

cyclohexanone

phenylmethanethiol
100-53-8

phenylmethanethiol

1-benzylthio-1-nitromethylcyclohexane
335458-24-7

1-benzylthio-1-nitromethylcyclohexane

Conditions
ConditionsYield
With piperidine In benzene100%
With piperidine In acetonitrile for 4h; Heating;96%
With piperidine In acetonitrile for 4h; Heating / reflux;22%
With piperidine In benzene Heating;
nitromethane
75-52-5

nitromethane

cyclopentanone
120-92-3

cyclopentanone

phenylmethanethiol
100-53-8

phenylmethanethiol

1-benzylthio-1-nitromethylcyclopentane
335458-23-6

1-benzylthio-1-nitromethylcyclopentane

Conditions
ConditionsYield
With piperidine In benzene100%
With piperidine In acetonitrile for 4h; Heating;94%
With piperidine In benzene Heating;
(2-nitroethenyl)benzene
102-96-5

(2-nitroethenyl)benzene

phenylmethanethiol
100-53-8

phenylmethanethiol

benzyl (2-nitro-1-phenylethyl) sulfide
34980-76-2, 63509-10-4, 63509-11-5

benzyl (2-nitro-1-phenylethyl) sulfide

Conditions
ConditionsYield
at 20℃; for 0.1h; Michael addition; neat (no solvent);100%
at 20℃; for 2h; Michael addition; Neat (no solvent); regioselective reaction;92%
In water at 20℃; for 1h; thia-Michael addition;91%
With 2,2'-azobis(isobutyronitrile); quinoclamine; N,N-dimethyl-formamide; Quinine In toluene
styrene oxide
96-09-3

styrene oxide

phenylmethanethiol
100-53-8

phenylmethanethiol

1-(1-phenyl-2-hydroxy) ethyl-benzyl sulfide
117037-28-2

1-(1-phenyl-2-hydroxy) ethyl-benzyl sulfide

Conditions
ConditionsYield
With erbium(III) triflate In acetonitrile at 25℃; for 0.75h;100%
aluminum oxide; molybdenum(VI) oxide at 20℃; for 0.25h;89%
ammonium cerium(IV) nitrate In acetonitrile for 1.5h; Heating;70%
With 2C21H12N3O6(3-)*Co(3+)*17H2O*Tb(3+) In neat (no solvent) at 25℃; for 4h; Reagent/catalyst; regioselective reaction;86 %Chromat.
2-benzofuran-1(3H)-one
87-41-2

2-benzofuran-1(3H)-one

phenylmethanethiol
100-53-8

phenylmethanethiol

2-<(Benzylthio)methyl>benzoic acid
1218-59-3

2-<(Benzylthio)methyl>benzoic acid

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; mineral oil for 45h; Reflux;100%
With sodium hydride In N,N-dimethyl-formamide for 24h; Heating;99%
58%
With sodium ethanolate In ethanol
benzyl bromide
100-39-0

benzyl bromide

phenylmethanethiol
100-53-8

phenylmethanethiol

dibenzyl sulfide
538-74-9

dibenzyl sulfide

Conditions
ConditionsYield
Stage #1: phenylmethanethiol With potassium hydroxide In methanol at 70℃; for 0.25h; Inert atmosphere; Schlenk technique; Green chemistry;
Stage #2: benzyl bromide With copper(l) iodide In methanol at 110℃; for 12h; Inert atmosphere; Schlenk technique; Green chemistry;
100%
Stage #1: phenylmethanethiol With sodium methylate In methanol at -10℃; for 0.166667h;
Stage #2: benzyl bromide In methanol at 20℃;
96%
Stage #1: phenylmethanethiol With sodium hydride In tetrahydrofuran at 20℃; for 0.5h; Inert atmosphere;
Stage #2: benzyl bromide In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;
92%
1,3-dibromoroacetone
816-39-7

1,3-dibromoroacetone

phenylmethanethiol
100-53-8

phenylmethanethiol

1,3-Bis<(phenylmethyl)thio>-2-propanone
19216-97-8

1,3-Bis<(phenylmethyl)thio>-2-propanone

Conditions
ConditionsYield
With sodium In ethanol at -5℃; for 4h;100%
3-oxapentanoic acid
627-03-2

3-oxapentanoic acid

phenylmethanethiol
100-53-8

phenylmethanethiol

benzyl ethoxyethanothioate
32363-07-8

benzyl ethoxyethanothioate

Conditions
ConditionsYield
With pyridine; O-phenyl phosphorodichloridate In 1,2-dimethoxyethane for 16h; Ambient temperature;100%
(methoxycarbonyl)disulfanyl chloride
88766-29-4

(methoxycarbonyl)disulfanyl chloride

phenylmethanethiol
100-53-8

phenylmethanethiol

Methoxycarbonyl benzyl trisulfane
94839-63-1

Methoxycarbonyl benzyl trisulfane

Conditions
ConditionsYield
In dichloromethane at -78℃; for 1h;100%
Benzylthiosulfenylchlorid
409108-52-7

Benzylthiosulfenylchlorid

phenylmethanethiol
100-53-8

phenylmethanethiol

dibenzyltrisulfide
6493-73-8

dibenzyltrisulfide

Conditions
ConditionsYield
With pyridine In diethyl ether for 0.5h;100%
methyl (((9H-fluoren-9-yl)methoxy)carbonyl)-L-phenylalaninate
129397-81-5

methyl (((9H-fluoren-9-yl)methoxy)carbonyl)-L-phenylalaninate

phenylmethanethiol
100-53-8

phenylmethanethiol

A

methyl (2S)-2-amino-3-phenylpropanoate
2577-90-4

methyl (2S)-2-amino-3-phenylpropanoate

B

9-benzylthiomethylfluorene

9-benzylthiomethylfluorene

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide for 0.0333333h; Product distribution; other protected peptides, other thiol, var. TBAF conc., var. time, var. solvent, with or without ultrasound mixing;A n/a
B 100%
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide for 0.05h;A n/a
B 100%
vinylidene-1,1-diphosphonic acid
34162-79-3

vinylidene-1,1-diphosphonic acid

phenylmethanethiol
100-53-8

phenylmethanethiol

(2-Benzylsulfanyl-1-phosphono-ethyl)-phosphonic acid
87774-70-7

(2-Benzylsulfanyl-1-phosphono-ethyl)-phosphonic acid

Conditions
ConditionsYield
With acetic acid; triethylamine at 110℃; for 15h; Product distribution; reaction of vinylidenediphosphonic acid with various thiols;100%
With acetic acid; triethylamine at 110℃; for 15h;100%
nitromethane
75-52-5

nitromethane

phenylmethanethiol
100-53-8

phenylmethanethiol

acetone
67-64-1

acetone

benzyl(2-methyl-1-nitropropan-2-yl)sulfane
105780-12-9

benzyl(2-methyl-1-nitropropan-2-yl)sulfane

Conditions
ConditionsYield
With piperidine In benzene100%
With piperidine In tetrahydrofuran for 12h; Heating;96%
With piperidine for 15h; Heating;49%
In benzene at 100℃; for 22h; Dean-Stark;23%
With piperidine In benzene for 10h; Reflux; Inert atmosphere;
phenylmethanethiol
100-53-8

phenylmethanethiol

Benzylthiosulfenylchlorid
409108-52-7

Benzylthiosulfenylchlorid

Conditions
ConditionsYield
With pyridine; sulfur dichloride In diethyl ether at -78℃; for 0.5h;100%
1,1-Diphenylmethanol
91-01-0

1,1-Diphenylmethanol

phenylmethanethiol
100-53-8

phenylmethanethiol

benzhydryl(benzyl)sulfane
6622-09-9

benzhydryl(benzyl)sulfane

Conditions
ConditionsYield
With benzyl alcohol; aluminium dodecatungsten phosphate In dichloromethane at 20℃; for 4h;100%
With methanesulfonic acid at 80℃; for 0.0833333h; Microwave irradiation; Ionic liquid;99%
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.0166667h;99%
With toluene-4-sulfonic acid In acetonitrile for 12h; Reflux;97%
With toluene-4-sulfonic acid In benzene
phenylmethanethiol
100-53-8

phenylmethanethiol

α-bromoacetophenone
70-11-1

α-bromoacetophenone

2-benzylsulfanyl-1-phenylethanone
2408-88-0

2-benzylsulfanyl-1-phenylethanone

Conditions
ConditionsYield
With sodium carbonate In methanol; water at 20℃; for 0.5h;100%
With sodium ethanolate In ethanol for 0.166667h; Reflux; Inert atmosphere;99%
With potassium carbonate In acetonitrile for 3h; Inert atmosphere;95%
phenylmethanethiol
100-53-8

phenylmethanethiol

[(3aR,5S,6aR)-5-Azidomethyl-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-(6Z)-ylidene]-acetic acid methyl ester
176257-53-7

[(3aR,5S,6aR)-5-Azidomethyl-2,2-dimethyl-dihydro-furo[2,3-d][1,3]dioxol-(6Z)-ylidene]-acetic acid methyl ester

((3aR,5R,6S,6aS)-5-Azidomethyl-6-benzylsulfanyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-acetic acid methyl ester

((3aR,5R,6S,6aS)-5-Azidomethyl-6-benzylsulfanyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-acetic acid methyl ester

Conditions
ConditionsYield
With lithium methanolate In methanol for 0.0833333h;100%
phenylmethanethiol
100-53-8

phenylmethanethiol

acetic acid 3-acetoxy-6-acetoxymethyl-2-(4,5-diacetoxy-2-acetoxymethyl-6-but-3-enyloxy-tetrahydro-pyran-3-yloxy)-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester
251982-26-0

acetic acid 3-acetoxy-6-acetoxymethyl-2-(4,5-diacetoxy-2-acetoxymethyl-6-but-3-enyloxy-tetrahydro-pyran-3-yloxy)-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

acetic acid 3-acetoxy-6-acetoxymethyl-2-[4,5-diacetoxy-2-acetoxymethyl-6-(4-benzylsulfanyl-butoxy)-tetrahydro-pyran-3-yloxy]-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

acetic acid 3-acetoxy-6-acetoxymethyl-2-[4,5-diacetoxy-2-acetoxymethyl-6-(4-benzylsulfanyl-butoxy)-tetrahydro-pyran-3-yloxy]-5-(3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-tetrahydro-pyran-4-yl ester

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In 1,4-dioxane at 50 - 80℃; Addition;100%
phenylmethanethiol
100-53-8

phenylmethanethiol

N,N-dimethyl-5,7-bis(trifluoroacetyl)-8-quinolylamine
221636-53-9

N,N-dimethyl-5,7-bis(trifluoroacetyl)-8-quinolylamine

1-[8-Benzylsulfanyl-5-(2,2,2-trifluoro-acetyl)-quinolin-7-yl]-2,2,2-trifluoro-ethanone
268745-25-1

1-[8-Benzylsulfanyl-5-(2,2,2-trifluoro-acetyl)-quinolin-7-yl]-2,2,2-trifluoro-ethanone

Conditions
ConditionsYield
In acetonitrile for 8h; Substitution; Heating;100%
2-iodo-4-methoxybromobenzene
4897-68-1

2-iodo-4-methoxybromobenzene

phenylmethanethiol
100-53-8

phenylmethanethiol

2-benzylsulfanyl-1-bromo-4-methoxy-benzene
334708-27-9

2-benzylsulfanyl-1-bromo-4-methoxy-benzene

Conditions
ConditionsYield
With triethylamine; 1,1'-bis-(diphenylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 70℃; for 2.5h;100%
With 1,1'-bis-(diphenylphosphino)ferrocene; triethylamine; bis(dibenzylideneacetone)-palladium(0) In N,N-dimethyl-formamide at 70℃; for 3h;
chlorobromomethane
74-97-5

chlorobromomethane

phenylmethanethiol
100-53-8

phenylmethanethiol

benzyl chloromethyl sulfide
3970-13-6

benzyl chloromethyl sulfide

Conditions
ConditionsYield
With potassium hydroxide; N-benzyl-N,N,N-triethylammonium chloride at 20℃; for 1h;100%
nitromethane
75-52-5

nitromethane

phenylmethanethiol
100-53-8

phenylmethanethiol

butanone
78-93-3

butanone

2-benzylthio-2-nitromethylbutane
335458-22-5

2-benzylthio-2-nitromethylbutane

Conditions
ConditionsYield
With piperidine In benzene100%
With ethylenediamine In acetonitrile for 8h; Heating;95%
With ethylenediamine In acetonitrile
nitromethane
75-52-5

nitromethane

phenylmethanethiol
100-53-8

phenylmethanethiol

cycloheptanone
502-42-1

cycloheptanone

1-benzylthio-1-nitromethylcycloheptane
335458-25-8

1-benzylthio-1-nitromethylcycloheptane

Conditions
ConditionsYield
With piperidine In benzene100%
With ethylenediamine In acetonitrile for 12h; Heating;83%
ethyl 3-methylbut-2-enoate
638-10-8

ethyl 3-methylbut-2-enoate

phenylmethanethiol
100-53-8

phenylmethanethiol

ethyl 3-methyl-3-benzylthiobutanoate
377092-98-3

ethyl 3-methyl-3-benzylthiobutanoate

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 20 - 50℃; for 36h;100%
phenylmethanethiol
100-53-8

phenylmethanethiol

(4-bromo-phenyl)-(2-fluoro-4-methoxy-phenyl)-methanone
161581-95-9

(4-bromo-phenyl)-(2-fluoro-4-methoxy-phenyl)-methanone

(2-benzylsulfanyl-4-methoxyphenyl)(4-bromophenyl)methanone
663152-21-4

(2-benzylsulfanyl-4-methoxyphenyl)(4-bromophenyl)methanone

Conditions
ConditionsYield
Stage #1: phenylmethanethiol With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h;
Stage #2: (4-bromo-phenyl)-(2-fluoro-4-methoxy-phenyl)-methanone In tetrahydrofuran at 20℃; for 1.5h;
100%
With potassium tert-butylate In tetrahydrofuran at 20℃;
ethynyl p-tolyl sulfone
13894-21-8

ethynyl p-tolyl sulfone

phenylmethanethiol
100-53-8

phenylmethanethiol

1-[[(E)-2-(benzylsulfanyl)vinyl]sulfonyl]-4-methylbenzene

1-[[(E)-2-(benzylsulfanyl)vinyl]sulfonyl]-4-methylbenzene

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran at 0℃; for 0.333333h;100%
phenylmethanethiol
100-53-8

phenylmethanethiol

(4R,5aS,7aS,7bR)-5,5a,6,7,7a,7b-hexahydro-7b-hydroxy-4-methyl-indeno[1,7-bc]furan-2(4H)-one
133613-71-5

(4R,5aS,7aS,7bR)-5,5a,6,7,7a,7b-hexahydro-7b-hydroxy-4-methyl-indeno[1,7-bc]furan-2(4H)-one

3β-(benzylthio)-2aβ,3-dihydrogaliellalactone

3β-(benzylthio)-2aβ,3-dihydrogaliellalactone

Conditions
ConditionsYield
In ethanol at 20℃; for 12h;100%
1-iodo-propane
107-08-4

1-iodo-propane

phenylmethanethiol
100-53-8

phenylmethanethiol

benzyl propyl sulfide
22336-59-0

benzyl propyl sulfide

Conditions
ConditionsYield
Stage #1: phenylmethanethiol With tetra-(n-butyl)ammonium iodide; caesium carbonate In N,N-dimethyl-formamide at 20℃; for 1h;
Stage #2: 1-iodo-propane In N,N-dimethyl-formamide at 0 - 20℃; for 2h;
100%

100-53-8Related news

Coverage dependent change in orientation for the adsorption of Benzyl mercaptan (cas 100-53-8) on Au(1 1 1)07/21/2019

The self-assembly of monolayers of benzyl mercaptan (benzenemethanethiol, C6H5CH2SH) on Au(1 1 1) at room temperature has been studied by low energy electron diffraction and high resolution electron energy loss spectroscopy (EELS). It was found that the orientation of the molecule depends on cov...detailed

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