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102-77-2

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102-77-2 Usage

Description

This rubber vulcanization accelerator is used as a chemical in the rubber industry, especially in the production of synthetic rubber articles. Is contained in the "mercapto mix". As a corrosion inhibitor, it can be found in cutting fluids or in releasing fluids in the pottery industry. It induces mainly delayed-type hypersensitivity, but a case of immediate-type hypersensitivity was reported in a dental assistant.

Chemical Properties

Buff to brown flakes; sweet odor. Insoluble in water; solublein benzene, acetone, methanol.

Uses

Delayed-action vulcanization accelerator.

Contact allergens

This rubber vulcanization accelerator belongs to the mercaptobenzothiazole-sulfenamide group. It is used as a chemical in the rubber industry, especially in the production of synthetic rubber articles. It is contained in “mercapto mix.” As a corrosion inhibitor, it can be found in cutting fluids or in releasing fluids in the pottery industry. It induces mainly delayed-type hypersensitivity, but a case of immediate-type hypersensitivity was reported in a dental assistant.

Safety Profile

Poison by intraperitoneal route.Moderately toxic by ingestion. Questionable carcinogenwith experimental neoplastigenic data. Experimentalteratogenic effects. An eye irritant. Mutation datareported. When heated to decomposition it emits very toxic fum

Check Digit Verification of cas no

The CAS Registry Mumber 102-77-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 2 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 102-77:
(5*1)+(4*0)+(3*2)+(2*7)+(1*7)=32
32 % 10 = 2
So 102-77-2 is a valid CAS Registry Number.
InChI:InChI=1/C11H13N3OS2/c1-2-4-9-8(3-1)13-11(16-9)17-14-10-7-12-5-6-15-10/h1-4,10,12,14H,5-7H2

102-77-2SDS

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 4-(Benzo[d]thiazol-2-ylthio)morpholine

1.2 Other means of identification

Product number -
Other names 2-(4-Morpholinothio)benzothiazole

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Process regulators
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:102-77-2 SDS

102-77-2Synthetic route

morpholine
110-91-8

morpholine

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

di(benzothiazol-2-yl)disulfide

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

Conditions
ConditionsYield
With sodium hydroxide In toluene99.5%
With tetraethylammonium perchlorate In N,N-dimethyl-formamide for 16h; (electrolysis);
morpholine
110-91-8

morpholine

benzothiazole sulfenamide
2801-21-0

benzothiazole sulfenamide

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

Conditions
ConditionsYield
Stage #1: morpholine; benzothiazole sulfenamide With potassium sulfate In tetrachloromethane at 37℃; for 2h;
Stage #2: With potassium hexacyanoferrate(III) In tetrachloromethane at 58℃; for 3.83333h; Temperature;
98.9%
at 50℃; for 0.416667h; Product distribution; other bases;
morpholine
110-91-8

morpholine

dibenzolthiazolyl disulphide

dibenzolthiazolyl disulphide

N-Cyclohexyl-2-benzothiazole sulphene amide

N-Cyclohexyl-2-benzothiazole sulphene amide

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

di(benzothiazol-2-yl)disulfide

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

Conditions
ConditionsYield
In ethanol96.5%
morpholine
110-91-8

morpholine

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

Conditions
ConditionsYield
With iodine In tetrahydrofuran; benzene for 0.166667h; Ambient temperature;93%
With N-chloro-succinimide In dichloromethane at 0℃; for 3h;90%
With tetrabutylammonium tetrafluoroborate In acetonitrile at 20℃; for 10h; Sealed tube; Electrochemical reaction;86%
morpholine
110-91-8

morpholine

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

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

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

Conditions
ConditionsYield
With chlorine; benzene
With sodium hydroxide; iodine; potassium iodide
With chlorine; toluene
4-chloromorpholine
23328-69-0

4-chloromorpholine

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

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

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

Conditions
ConditionsYield
With chlorobenzene weiteres Edukt: Morpholin;
4-chloromorpholine
23328-69-0

4-chloromorpholine

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

di(benzothiazol-2-yl)disulfide

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

Conditions
ConditionsYield
With chlorobenzene weiteres Edukt: Morpholin;
morpholine
110-91-8

morpholine

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

sodium sulfite
7757-83-7

sodium sulfite

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

Conditions
ConditionsYield
With sodium hydroxide; sodium hypochlorite In water; isopropyl alcohol
diisopropyl phosphite
691-96-3

diisopropyl phosphite

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

A

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

B

diisopropyl morpholinophosphonate
74124-50-8

diisopropyl morpholinophosphonate

Conditions
ConditionsYield
A 100%
B 96%
methyl phosphite
96-36-6, 868-85-9

methyl phosphite

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

A

N,N-oxydiethylene-O,O-dimethylphosphoramidate
597-25-1

N,N-oxydiethylene-O,O-dimethylphosphoramidate

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 81%
B 98%
Diethyl phosphonate
762-04-9, 123-22-8

Diethyl phosphonate

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

A

Diethyl 4-morpholidophosphate
37097-43-1

Diethyl 4-morpholidophosphate

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 98%
B 96%
4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

2-morpholinosulphinyl-benzothiazole
21588-51-2

2-morpholinosulphinyl-benzothiazole

Conditions
ConditionsYield
With sodium hypochlorite; NaClO; sodium carbonate In water93%
4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

2-methylmercaptobenzothiazole
615-22-5

2-methylmercaptobenzothiazole

B

N,N-oxydiethylene-O,O-dimethylphosphoramidate
597-25-1

N,N-oxydiethylene-O,O-dimethylphosphoramidate

C

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 83%
B 91%
C 17%
tri-n-butyl phosphite
102-85-2

tri-n-butyl phosphite

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

A

2-(but-1-ylthio)benzo[d]thiazole
2314-17-2

2-(but-1-ylthio)benzo[d]thiazole

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

C

di-n-butyl morpholinophosphonate
7264-96-2

di-n-butyl morpholinophosphonate

Conditions
ConditionsYield
A 76%
B 21%
C 85%
triisopropyl phosphite
116-17-6

triisopropyl phosphite

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

A

2-(isopropylthio)benzo[d]thiazole
27410-44-2

2-(isopropylthio)benzo[d]thiazole

B

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

C

diisopropyl morpholinophosphonate
74124-50-8

diisopropyl morpholinophosphonate

Conditions
ConditionsYield
A 72%
B 28%
C 84%
4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

5,5-Dimethyl-2-oxo-1-cycloheptancarbonsaeure-ethylester
89330-16-5

5,5-Dimethyl-2-oxo-1-cycloheptancarbonsaeure-ethylester

2-(Benzothiazol-2-ylsulfanyl)-5,5-dimethyl-octanedioic acid 1-ethyl ester 8-methyl ester
89330-06-3

2-(Benzothiazol-2-ylsulfanyl)-5,5-dimethyl-octanedioic acid 1-ethyl ester 8-methyl ester

Conditions
ConditionsYield
In methanol 8h reflux, 14h at 60 degC;77%
4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

triethyl phosphite
122-52-1

triethyl phosphite

A

2-(ethylthio)benzothiazole
2757-92-8

2-(ethylthio)benzothiazole

B

Diethyl 4-morpholidophosphate
37097-43-1

Diethyl 4-morpholidophosphate

C

2-Mercaptobenzothiazole
149-30-4

2-Mercaptobenzothiazole

Conditions
ConditionsYield
A 70%
B 74%
C 30%
4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

phosphorous acid trimethyl ester
121-45-9

phosphorous acid trimethyl ester

A

2-methylmercaptobenzothiazole
615-22-5

2-methylmercaptobenzothiazole

B

N,N-oxydiethylene-O,O-dimethylphosphoramidate
597-25-1

N,N-oxydiethylene-O,O-dimethylphosphoramidate

Conditions
ConditionsYield
In toluene for 0.33h; Ambient temperature; Yields of byproduct given;A n/a
B 67%
2-acetyl-octanoic acid methyl ester
70203-04-2

2-acetyl-octanoic acid methyl ester

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

2-benzothiazol-2-ylsulfanyl-octanoic acid methyl ester
70203-06-4

2-benzothiazol-2-ylsulfanyl-octanoic acid methyl ester

Conditions
ConditionsYield
In methanol for 7h; Heating;
In methanol for 15h; Heating;
4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

2-acetyl-oct-5c-enoic acid methyl ester
70945-18-5

2-acetyl-oct-5c-enoic acid methyl ester

2-benzothiazol-2-ylsulfanyl-oct-5c-enoic acid methyl ester
70905-80-5

2-benzothiazol-2-ylsulfanyl-oct-5c-enoic acid methyl ester

Conditions
ConditionsYield
In methanol for 15h; Heating;
methanol
67-56-1

methanol

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

2-ethoxycarbonyl-1-cyclopentanone
611-10-9

2-ethoxycarbonyl-1-cyclopentanone

2-benzothiazol-2-ylsulfanyl-hexanedioic acid 1-ethyl ester 6-methyl ester
70203-10-0

2-benzothiazol-2-ylsulfanyl-hexanedioic acid 1-ethyl ester 6-methyl ester

Conditions
ConditionsYield
for 7h; Heating;
ethanol
64-17-5

ethanol

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

2-ethoxycarbonyl-1-cyclopentanone
611-10-9

2-ethoxycarbonyl-1-cyclopentanone

2-benzothiazol-2-ylsulfanyl-hexanedioic acid diethyl ester
70203-11-1

2-benzothiazol-2-ylsulfanyl-hexanedioic acid diethyl ester

Conditions
ConditionsYield
for 7h; Heating;
4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

acetoacetic acid methyl ester
105-45-3

acetoacetic acid methyl ester

methyl (1,3-benzothiazol-2-ylsulfanyl)acetate
24044-87-9

methyl (1,3-benzothiazol-2-ylsulfanyl)acetate

Conditions
ConditionsYield
In methanol for 7h; Heating;
methanol
67-56-1

methanol

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

2-(methoxycarbonyl)cyclohexanone
41302-34-5

2-(methoxycarbonyl)cyclohexanone

2-benzothiazol-2-ylsulfanyl-heptanedioic acid dimethyl ester
70203-12-2

2-benzothiazol-2-ylsulfanyl-heptanedioic acid dimethyl ester

Conditions
ConditionsYield
for 7h; Heating;
4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

cyclopentanone
120-92-3

cyclopentanone

2-benzothiazol-2-ylsulfanyl-cyclopentanone
68898-25-9

2-benzothiazol-2-ylsulfanyl-cyclopentanone

Conditions
ConditionsYield
With acetic acid In benzene at 55 - 60℃; for 7h;
methanol
67-56-1

methanol

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

methyl 2-oxocyclopentane-1-carboxylate
10472-24-9

methyl 2-oxocyclopentane-1-carboxylate

2-benzothiazol-2-ylsulfanyl-hexanedioic acid dimethyl ester
70203-07-5

2-benzothiazol-2-ylsulfanyl-hexanedioic acid dimethyl ester

Conditions
ConditionsYield
for 7h; Heating;
ethanol
64-17-5

ethanol

4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

methyl 2-oxocyclopentane-1-carboxylate
10472-24-9

methyl 2-oxocyclopentane-1-carboxylate

2-benzothiazol-2-ylsulfanyl-hexanedioic acid 6-ethyl ester 1-methyl ester
70203-08-6

2-benzothiazol-2-ylsulfanyl-hexanedioic acid 6-ethyl ester 1-methyl ester

Conditions
ConditionsYield
for 7h; Heating;
4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

methyl 2-oxocyclopentane-1-carboxylate
10472-24-9

methyl 2-oxocyclopentane-1-carboxylate

2-benzothiazol-2-ylsulfanyl-6-morpholin-4-yl-6-oxo-hexanoic acid methyl ester
70203-09-7

2-benzothiazol-2-ylsulfanyl-6-morpholin-4-yl-6-oxo-hexanoic acid methyl ester

Conditions
ConditionsYield
In benzene for 7h; Heating;
4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

trans-2-Methoxy-4-methyl-1,3,2-dioxaphosphorinan
103959-24-6

trans-2-Methoxy-4-methyl-1,3,2-dioxaphosphorinan

trans-2-(N,N-oxydiethyleneamino)-4-methyl-1,3,2-dioxaphosphorinan-2-oxide

trans-2-(N,N-oxydiethyleneamino)-4-methyl-1,3,2-dioxaphosphorinan-2-oxide

cis-2-(N,N-oxydiethyleneamino)-4-methyl-1,3,2-dioxaphosphorinan-2-oxide

cis-2-(N,N-oxydiethyleneamino)-4-methyl-1,3,2-dioxaphosphorinan-2-oxide

Conditions
ConditionsYield
In dichloromethane at 0℃; Yield given. Yields of byproduct given;
In benzene at 0℃; Yield given. Yields of byproduct given;
4-(benzothiazole-2-sulfenyl)-morpholine
102-77-2

4-(benzothiazole-2-sulfenyl)-morpholine

cis-2-methoxy-4-methyl-1,3,2-dioxaphosphorinane
103959-25-7

cis-2-methoxy-4-methyl-1,3,2-dioxaphosphorinane

trans-2-(N,N-oxydiethyleneamino)-4-methyl-1,3,2-dioxaphosphorinan-2-oxide

trans-2-(N,N-oxydiethyleneamino)-4-methyl-1,3,2-dioxaphosphorinan-2-oxide

cis-2-(N,N-oxydiethyleneamino)-4-methyl-1,3,2-dioxaphosphorinan-2-oxide

cis-2-(N,N-oxydiethyleneamino)-4-methyl-1,3,2-dioxaphosphorinan-2-oxide

Conditions
ConditionsYield
In dichloromethane at 0℃; Yield given. Yields of byproduct given;
In benzene at 0℃; Yield given. Yields of byproduct given;

102-77-2Relevant articles and documents

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

, p. 1370 - 1374 (2019)

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.

Synthetic method for vulcanization accelerator 2-benzothiazolyl-N-morpholinosulfide

-

Paragraph 0017-0028, (2018/07/30)

The invention discloses a synthetic method for the vulcanization accelerator 2-benzothiazolyl-N-morpholinosulfide. The synthetic method comprises the following steps: adding 2-thioamino-benzothiazoleand a carbon tetrachloride solution into a reaction vessel, controlling solution temperature, adding a morpholine solution and a potassium sulfate solution, controlling a stirring speed, and carryingout a reaction; and then increasing the temperature, adding potassium ferricyanide powder in batches within 30-50 min, continuing the reaction, lowering the temperature, carrying out washing with a potassium carbonate solution, then carrying out washing with a sodium nitrate solution a plurality of times, carrying out washing with a p-nitrochlorobenzene solution a plurality of times, carrying outrecrystallization in a 1,4-butanediol solution, and then carrying out dehydrating with a dehydrating agent so as to obtain the finished 2-benzothiazolyl-N-morpholinosulfide.

Preparation method of N-oxydiethylenebenzothiazole-2-sulfenamide

-

Paragraph 0013; 0014, (2017/08/28)

The invention discloses a preparation method of N-oxydiethylenebenzothiazole-2-sulfenamide in the technical field of chemical synthesis. A chemical equation is shown in the specification, wherein M refers to 2-mercaptobenzothiazole, and NOBS refers to N-oxydiethylenebenzothiazole-2-sulfenamide. The preparation method includes the specific steps of preparing high-concentration sodium hypochlorite bleaching liquor, mother liquor and red oil; sequentially adding the mother liquor, the red oil and morpholine liquid into a hopcalite cartridge, adding the M material with stirring, and conducting temperature rise reaction; extracting oxidization liquid, namely enabling the hopcalite cartridge to stop stirring, extracting 2/3 of oxidization liquid under vacuum, and storing the 2/3 of oxidization liquid as mother liquor for next reaction; conducting alkaline wash and discharging, namely opening the hopcalite cartridge, stirring, performing micro-heating, and adding a 20% sodium chloride solution to subject oxidization materials to alkaline wash; putting alkaline wash materials into a filtering and washing tank, drying by hot air at 50 DEG C after washing and filtration, and packaging so as to obtain the N-oxydiethylenebenzothiazole-2-sulfenamide.

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