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95-33-0

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  • China Biggest Manufacturer factory supply N-Cyclohexyl-2-benzothiazolesulfenamide CAS 95-33-0

    Cas No: 95-33-0

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95-33-0 Usage

Description

N-Cyelohexyl-2-benzothiazylsulfenamide is a rubber accelerator chemical. The most frequent occupational categories are metal industry, homemakers, health services and laboratories, and building industries.

Uses

N-Cyclohexylbenzo[d]thiazole-2-sulfonamide is useful for the production of sulfur-modified chloroprene rubber.

Synthesis Reference(s)

The Journal of Organic Chemistry, 43, p. 3223, 1978 DOI: 10.1021/jo00410a025

Flammability and Explosibility

Notclassified

Contact allergens

A rubber accelerator chemical. The most frequent occupational categories are metal industry, homemakers health services and laboratories, and the building industry.

Safety Profile

A poison by intravenous route. Questionable carcinogen with experimental tumorigenic data. An experimental teratogen. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of SOx and NOx.

Check Digit Verification of cas no

The CAS Registry Mumber 95-33-0 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 9 and 5 respectively; the second part has 2 digits, 3 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 95-33:
(4*9)+(3*5)+(2*3)+(1*3)=60
60 % 10 = 0
So 95-33-0 is a valid CAS Registry Number.
InChI:InChI=1/C13H16N2S2/c1-2-6-10(7-3-1)15-17-13-14-11-8-4-5-9-12(11)16-13/h4-5,8-10,15H,1-3,6-7H2

95-33-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name <i>N</i>-Cyclohexyl-2-benzothiazolylsulfenamide

1.2 Other means of identification

Product number -
Other names 2-(Cyclohexylaminothio)benzothiazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Fuels and fuel additives,Process regulators,Processing aids, not otherwise listed
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:95-33-0 SDS

95-33-0Synthetic route

di(benzothiazol-2-yl)disulfide
120-78-5

di(benzothiazol-2-yl)disulfide

cyclohexylamine
108-91-8

cyclohexylamine

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
With sodium hydroxide In water; toluene100%
benzothiazole sulfenamide
2801-21-0

benzothiazole sulfenamide

cyclohexylamine
108-91-8

cyclohexylamine

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
Stage #1: benzothiazole sulfenamide; cyclohexylamine In water at 30 - 40℃; for 3h;
Stage #2: With sodium hydroxide In water at 35 - 85℃; for 1.5h; Reagent/catalyst; Concentration;
99.5%
at 50℃; for 2h; Product distribution;
cyclohexylamine
108-91-8

cyclohexylamine

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
With (tetraphenylporphyrin)copper(II); oxygen In tetrachloromethane at 35℃; under 2625.26 Torr; for 0.5h; Pressure; Solvent; Temperature; Molecular sieve; Autoclave;97.2%
With oxygen In water at 60℃; under 3000.3 Torr; for 4h; Autoclave;96%
With oxygen In water at 60℃; under 2250.23 Torr; for 4h;90%
2-methoxymercaptobenzothiazole

2-methoxymercaptobenzothiazole

cyclohexylamine
108-91-8

cyclohexylamine

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
With lead dioxide; potassium nitrate In dichloromethane at 38℃; for 2h; Temperature;97%
cyclohexylamine
108-91-8

cyclohexylamine

sodium 2-mercaptobenzothiazole
2492-26-4

sodium 2-mercaptobenzothiazole

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
Stage #1: cyclohexylamine; sodium 2-mercaptobenzothiazole With sulfuric acid; dihydrogen peroxide In water at 40 - 45℃; for 3 - 5h; Alkaline conditions;
Stage #2: With sodium hypochlorite In water for 0.166667 - 0.633333h;
95.2%
With sulfuric acid; dihydrogen peroxide In water at 50℃; for 2h; Conversion of starting material;84%
With alkaline aqueous solution; chloro-air mixture
cyclohexylamine
108-91-8

cyclohexylamine

benz-1,3-thiazolidine-2-thione

benz-1,3-thiazolidine-2-thione

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
With dihydrogen peroxide In water at 50℃; for 5.5h; Conversion of starting material;94.8%
2-Butoxyethanol
111-76-2

2-Butoxyethanol

cyclohexylamine
108-91-8

cyclohexylamine

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
With sodium hypochlorite83%
N-chlorocyclohexanamine
52185-81-6

N-chlorocyclohexanamine

sodium 2-mercaptobenzothiazole
2492-26-4

sodium 2-mercaptobenzothiazole

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
With water
cyclohexylamine
108-91-8

cyclohexylamine

benzothiazole-2-sulfenyl thiocyanate
114698-09-8

benzothiazole-2-sulfenyl thiocyanate

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
With diethyl ether
2-(Cyclohexylidenaminothio)benzothiazol
40576-90-7

2-(Cyclohexylidenaminothio)benzothiazol

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
With sodium tetrahydroborate In ethanol
2-thioxo-3H-1,3-benzothiazole
149-30-4

2-thioxo-3H-1,3-benzothiazole

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: diethyl ether
2: diethyl ether
View Scheme
cyclohexylamine
108-91-8

cyclohexylamine

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: water; sodium hypochlorite
2: water
View Scheme
cyclohexanone
108-94-1

cyclohexanone

polymethylhydrosiloxane

polymethylhydrosiloxane

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. NaOH / ethanol / 0.5 h / 70 - 72 °C
2: NaBH4 / ethanol
View Scheme
2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: aq. NaOH / ethanol / 0.5 h / 70 - 72 °C
2: NaBH4 / ethanol
View Scheme
Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

A

diethyl cyclohexylphosphoramidate
32405-88-2

diethyl cyclohexylphosphoramidate

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 83%
B 100%
diisopropyl phosphite
691-96-3

diisopropyl phosphite

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

A

diisopropyl N-cyclohexylphosphoramidate
54480-52-3

diisopropyl N-cyclohexylphosphoramidate

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 87%
B 100%
N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

bis-benzothiazol-2-ylsulfanyl-cyclohexyl-amine
3264-02-6

bis-benzothiazol-2-ylsulfanyl-cyclohexyl-amine

Conditions
ConditionsYield
With acetic anhydride In n-heptane at 68 - 70℃; for 1.41667h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere; Autoclave; Large scale;94.3%
With maleic anhydride
With phthalic anhydride
N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

copper dichloride

copper dichloride

(N-cyclohexyl-2-benzothiazolesulfenamide)copper(II) chloride
104881-44-9

(N-cyclohexyl-2-benzothiazolesulfenamide)copper(II) chloride

Conditions
ConditionsYield
In acetone addn. of the stoichiometric amount of the ligand to the Cu salt in acetone with stirring; filtn., washing with acetone and drying (vac.); elem. anal.;78%
phosphorous acid tetramethyldiamide methylester
17166-16-4

phosphorous acid tetramethyldiamide methylester

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

A

2-methylmercaptobenzothiazole
615-22-5

2-methylmercaptobenzothiazole

B

3-methylbenzothiazole-2-thione
2254-94-6

3-methylbenzothiazole-2-thione

C

C11H16N3OPS2
130888-07-2

C11H16N3OPS2

Conditions
ConditionsYield
at 100℃; under 10 Torr; for 4h;A 20.4%
B n/a
C 70.2%
N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

ethyl N,N'-tetraethyldiamidophosphite
2632-88-4

ethyl N,N'-tetraethyldiamidophosphite

A

tetraethyl-thiophosphorodiamidic acid S-benzothiazol-2-yl ester
68835-08-5

tetraethyl-thiophosphorodiamidic acid S-benzothiazol-2-yl ester

B

2-(ethylthio)benzothiazole
2757-92-8

2-(ethylthio)benzothiazole

C

3-aethylbenzothiazolin-2-thion
16407-34-4

3-aethylbenzothiazolin-2-thion

Conditions
ConditionsYield
at 120℃; under 20 Torr; for 4h;A 65%
B 22%
C n/a
at 120℃; under 20 Torr; for 4h;A 65%
B 22%
C n/a
N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

copper(ll) bromide
7789-45-9

copper(ll) bromide

(N-cyclohexyl-2-benzothiazolesulfenamide)copper(II) bromide
104881-45-0

(N-cyclohexyl-2-benzothiazolesulfenamide)copper(II) bromide

Conditions
ConditionsYield
In acetone addn. of the stoichiometric amount of the ligand to the Cu salt in acetone with stirring; filtn., washing with acetone and drying (vac.); elem. anal.;65%
tetrapropyl-diamidophosphoric acid ethyl ester
30463-59-3

tetrapropyl-diamidophosphoric acid ethyl ester

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

A

2-(ethylthio)benzothiazole
2757-92-8

2-(ethylthio)benzothiazole

B

3-aethylbenzothiazolin-2-thion
16407-34-4

3-aethylbenzothiazolin-2-thion

C

C19H32N3OPS2
68837-83-2

C19H32N3OPS2

Conditions
ConditionsYield
at 130℃; under 20 Torr; for 3h;A 21.4%
B n/a
C 63%
at 130℃; under 20 Torr; for 3h;A 21.4%
B n/a
C 63%
N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

N-cyclohexylbenzo[d]thiazole-2-sulfonimidamide

N-cyclohexylbenzo[d]thiazole-2-sulfonimidamide

Conditions
ConditionsYield
With ammonium carbamate; iodosylbenzene; acetic acid In isopropyl alcohol at 25℃; for 1h; Inert atmosphere;30%
N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

acetic anhydride
108-24-7

acetic anhydride

bis-benzothiazol-2-ylsulfanyl-cyclohexyl-amine
3264-02-6

bis-benzothiazol-2-ylsulfanyl-cyclohexyl-amine

diethyl ether
60-29-7

diethyl ether

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

phenyl isocyanate
103-71-9

phenyl isocyanate

N-cyclohexyl-N'-phenylurea
886-59-9

N-cyclohexyl-N'-phenylurea

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

2,4-Toluene diisocyanate
584-84-9

2,4-Toluene diisocyanate

1-Cyclohexyl-3-<3-isocyanato-p-tolyl>-harnstoff
94091-13-1

1-Cyclohexyl-3-<3-isocyanato-p-tolyl>-harnstoff

Conditions
ConditionsYield
In diethyl ether
N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

di(4-isocyanatophenyl)methane
101-68-8

di(4-isocyanatophenyl)methane

1.1'--bis-<3-cyclohexyl>-harnstoff
58890-25-8

1.1'--bis-<3-cyclohexyl>-harnstoff

Conditions
ConditionsYield
In benzene
N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

benzothiazolyl hydrodisulphide
66021-69-0

benzothiazolyl hydrodisulphide

Conditions
ConditionsYield
With hydrogen sulfide
With tiolacetic acid
N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

2-benzothiazolylsulfenyl chloride
33405-92-4

2-benzothiazolylsulfenyl chloride

Conditions
ConditionsYield
With hydrogenchloride
N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

di(benzothiazol-2-yl)disulfide
120-78-5

di(benzothiazol-2-yl)disulfide

Conditions
ConditionsYield
With acetic anhydride
N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

CS2

CS2

A

2-thioxo-3H-1,3-benzothiazole
149-30-4

2-thioxo-3H-1,3-benzothiazole

B

isothiocyanatocyclohexane
1122-82-3

isothiocyanatocyclohexane

C

sulfur

sulfur

diethyl ether
60-29-7

diethyl ether

N-(cyclohexyl)benzothiazole-2-sulfenamide
95-33-0

N-(cyclohexyl)benzothiazole-2-sulfenamide

CS2

CS2

A

2-thioxo-3H-1,3-benzothiazole
149-30-4

2-thioxo-3H-1,3-benzothiazole

B

isothiocyanatocyclohexane
1122-82-3

isothiocyanatocyclohexane

C

sulfur

sulfur

95-33-0Relevant articles and documents

Preparation method of rubber vulcanization accelerator CBS

-

Paragraph 0059-0108, (2021/05/15)

The invention provides a preparation method of a rubber vulcanization accelerant CBS, and relates to the technical field of rubber vulcanization accelerants. The preparation method comprises the stepsof firstly dissolving 2-mercaptobenzothiazole in an organic solvent,adding a catalyst, fully mixing, and then dropwise adding cyclohexylamine for catalyzed oxidation reactions under a constant temperature and a constant pressure, introducing oxygento maintain the reactions at the constant pressure during the reactions, completing the reactions when the reaction pressure does not change for 30-40minute after the cyclohexylamine is added, and preparing the rubber vulcanization accelerant CBS; the organic solvent can well dissolve the CBS but does not chemically react with the 2-mercaptobenzothiazole and the cyclohexylamine. The preparation methodcan takethe oxygen as an oxidant to oxidize and synthesize the CBS under the effects of the catalyst,the generation of waste water containing nitrosamine carcinogens is eliminated,the cost ofoxidants is reduced, and the preparation method has the advantages of being green, environmentally friendly, energy-saving and economical.

A comprehensive electrochemical study of 2-mercaptobenzoheterocyclic derivatives. Air-assisted electrochemical synthesis of new sulfonamide derivatives

Youseflouei, Nesa,Alizadeh, Saber,Masoudi-Khoram, Mahmood,Nematollahi, Davood,Alizadeh, Hojjat

, (2020/06/05)

In this work, we have introduced a green air-assisted electrochemical method for the synthesis of new sulfonamide derivatives via oxidative coupling of heterocyclic thiols and amines. The synthetic method was designed based on the data collected from electrochemical oxidation of heterocyclic thiols, 2-mercaptobenzoxazole (MBO), 2-mercaptobenzothiazole (MBT) and 2-mercaptobenzimidazole (MBI) in the absence and presence of amines. The electrochemical results indicate that the oxidation of MBO and MBT lead to the formation of the corresponding dimers, which as an intermediate is essential for sulfonamide synthesis. The results also show that, in the time scale of our voltammetric experiments, oxidation of MBI does not lead to dimer formation. Our voltammetric studies suggest that the formed dimer is adsorbed on the electrode surface. The amount and intensity of adsorption depends on the type heterocyclic thiol, solvent, switching potential and solution pH. The mechanism of synthesis of sulfonamide compounds has been established based on the disappearing of the dimer reduction peak in the cyclic voltammogram of MBO in the presence of amines along with increasing the number of electrons transferred in this condition, as well as spectroscopic data of the products. These compounds have been successfully synthesized in water/ethanol mixture solutions in an undivided cell, at carbon rod electrodes, by constant current electrolysis at room temperature. The proposed method does not need to use toxic solvent, metal, catalyst and challenging workups. This method is easy to scale-up and the products have antibacterial activity.

Scalable electrochemical oxidant-and metal-free dehydrogenative coupling of S-H/N-H

Tang, Shanyu,Liu, Yan,Li, Longjia,Ren, Xuanhe,Li, Jiao,Yang, Guanyu,Li, Heng,Yuan, Bingxin

supporting information, p. 1370 - 1374 (2019/02/14)

A practical and scalable electrochemical oxidation of S-H and N-H was developed. This oxidant- and catalyst-free electrochemical process enables S-N bond formation with inexpensive nickel electrodes in an undivided cell. This procedure exhibits broad substrate scopes and good functional-group compatibility. A 50 g scale oxidative coupling augurs well for industrial applications.

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