Product Name

  • Name

    N-Cyclohexyl-2-benzothiazolesulfenamide

  • EINECS 202-411-2
  • CAS No. 95-33-0
  • Article Data41
  • CAS DataBase
  • Density 1.26 g/cm3
  • Solubility Insoluble in water
  • Melting Point 93-100 °C
  • Formula C13H16N2S2
  • Boiling Point 410.4 °C at 760 mmHg
  • Molecular Weight 264.415
  • Flash Point 202 °C
  • Transport Information UN 3077
  • Appearance
  • Safety 26-36/37/39-61-60-37-24
  • Risk Codes 36/37/38-50/53-43
  • Molecular Structure Molecular Structure of 95-33-0 (N-Cyclohexyl-2-benzothiazolesulfenamide)
  • Hazard Symbols IrritantXi, DangerousN
  • Synonyms 2-(Cyclohexylaminothio)benzothiazole;Accelerator CZ;AccicureHBS;Banac CBS;Benzothiazyl-2-cyclohexylsulfenamide;CBS;CBS (accelerator);CBTS;Conac A;Conac S;Delac S;Ekagom CBS;N-Cyclohexyl-2-benzothiazolesulfenamide;N-Cyclohexyl-2-benzothiazolylsulphenamide;N-Cyclohexyl-2-benzothiazylsulfenamide;N-Cyclohexylbenzothiazole-2-sulphenamide;NSC 4809;Nocceler CZ-G;Nocceler CZ-P;Pennac CBS;Rhodifax 16;Accel CZ;2-Benzothiazolesulfenic acid N-cyclohexylamide;Sanceler CM;Royal CBTS;Sanceler CM-G;Santocure;Santocure CBS;Sulfenamide Ts;Sulfenax;SulfenaxCB;Sulfenax CB 30;Vulkacit C;Vulkacit CZ/C;Vulkacit CZ/EG;Vulkacit CZ/EG-C;
  • PSA 78.46000
  • LogP 4.61660

Synthetic 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%
...Expand
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%
...Expand
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%
...Expand
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
...Expand
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%
...Expand
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

...Expand
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

...Expand
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

...Expand

N-Cyclohexyl-2-benzothiazolesulfenamide Chemical Properties

Molecular Structure of N-Cyclohexyl-2-benzothiazolesulfenamide (CAS NO. 95-33-0):

IUPAC Name: N-(1,3-Benzothiazol-2-ylsulfanyl)cyclohexanamine
Molecular Formula: C13H16N2S2
Molecular Weight: 264.409540 g/mol
Index of Refraction: 1.665
Molar Refractivity: 77.63 cm3
Molar Volume: 208.9 cm3
Surface Tension: 58.6 dyne/cm
Density: 1.26 g/cm3
Flash Point: 202 °C
Enthalpy of Vaporization: 66.27 kJ/mol
Boiling Point: 410.4 °C at 760 mmHg
Vapour Pressure: 6.04E-07 mmHg at 25 °C
Melting Point: 93-100 °C
Water Solubility: Insoluble
BRN: 0192376
EINECS: 202-411-2
Product Categories: Rubber Chemicals

N-Cyclohexyl-2-benzothiazolesulfenamide Toxicity Data With Reference

1.    

orl-rat LD50:5300 mg/kg

     JACTDZ    Journal of the American College of Toxicology. 1 (1990),105.
2.    

ivn-mus LD50:32 mg/kg

     CSLNX*    U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. (Aberdeen Proving Ground, MD 21010) NX#02243 .

N-Cyclohexyl-2-benzothiazolesulfenamide Consensus Reports

Reported in EPA TSCA Inventory.

N-Cyclohexyl-2-benzothiazolesulfenamide Safety Profile

Safety Information of N-Cyclohexyl-2-benzothiazolesulfenamide (CAS NO. 95-33-0):
Hazard Codes: Xi Irritant,N Dangerous
Risk Statements: 36/37/38-50/53-43
R36/37/38:Irritating to eyes, respiratory system and skin
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
R43:May cause sensitization by skin contact
Safety Statements: 26-36/37/39-61-60-37-24
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection
S61:Avoid release to the environment. Refer to special instructions / safety data sheets
S60:This material and its container must be disposed of as hazardous waste
S37:Wear suitable gloves
S24:Avoid contact with skin
RIDADR: 3077
RTECS: DL6250000
HazardClass: 9
PackingGroup: III
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.

N-Cyclohexyl-2-benzothiazolesulfenamide Specification

  N-Cyclohexyl-2-benzothiazolesulfenamide with cas registry number of 95-33-0 is also called 2-(Cyclohexylaminothio)benzothiazole ; 2-Benzenethiazolesulfenamide, N-cyclohexyl- ; 2-Benzothiazolesulfenamide, N-cyclohexyl- ; N-Cyclohexyl-2-benzothiazylsulfenamide ; N-Cyclohexylbenzothiazole-2-sulphenamide ; AI3-16782 ; Accelerator CZ ; Accicure HBS ; Benzothiazyl-2-cyclohexylsulfenamide ; CBS ; CCRIS 4910 ; Conac A ; Conac H ; Conac S ; Curax ; Cyclohexyl benzothiazolesulfenamide ; Delac S ; Durax ; Ekagom CBS ; HSDB 2868 ; N-Cyclohexyl-2-benzothiazylsulfenamide ; N-Cyclohexylbenzothiazole-2-sulphenamide ; NSC 4809 ; Nocceler CZ ; Pennac CBS ; Rhodifax 16 ; Royal CBTS ; Sanceler CM-PO ; Santocure ; Santocure Pellets ; Santocure Powder ; Santocure vulcanization accelerator ; Soxinol CZ ; Sulfenamide TS ; Sulfenax ; Sulfenax CB ; Sulfenax CB 30 ; Sulfenax CB/K ; Sulfenax TsB ; Thiohexam ; Vulcafor CBS ; Vulcafor HBS ; Vulkacit C ; Vulkacit CZ ; Vulkacit CZ/C ; Vulkacit CZ/K ; Vulkacite CZ .

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