Mercaptobenzothiazole

Table of Contents

Mercaptobenzothiazole

Mercaptobenzothiazole is used in the rubber industry as an accelerant in the vulcanization industry process, and as an antioxidant, anticorrosion agent, and a textile preservative.
Mercaptobenzothiazole, also called MBT, is the most important and most widely used member of the benzothiazole (BT) family. 

 

Mercaptobenzothiazole, MBT or 2-Mercaptobenzothiazole, is used in the rubber industry as an accelerant in the vulcanization industry process, as an antioxidant, and as an anti-corrosion agent, and as a textile preservative.

Mercaptobenzothiazole is an organosulfur compound with the formula C6H4(NH)SC=S. 

Mercaptobenzothiazole is a white solid, it is used in the sulfur vulcanization of rubber.

Mercaptobenzothiazole is typically a rubber additive, but it has also other applications, such as inhibiting biocorrosion in cooling systems or in paper manufacturing.

Mercaptobenzothiazole is a moderately fast curing primary accelerator used in both dry rubber (natural and synthetic rubbers) and latex applications

Vulcanizates obtained with Mercaptobenzothiazole tend to have a relatively low modulus, but keep good aging properties. 

Mercaptobenzothiazole is also used in latex foam curing systems. 

Mercaptobenzothiazole is not recommended to be applied in rubber products connected with beverage and food due to bitter taste.

Mercaptobenzothiazole is easily soluble in ethyl acetone, acetone, a dilute solution of sodium hydroxide and sodium carbonate, soluble in ethyl alcohol, not easily soluble in benzene, and insoluble in water and gasoline.

Mercaptobenzothiazole accelerates the rubberization process. 

Mercaptobenzothiazole is used in various applications such as tire production, footwear, and industrial rubber goods.

Uses of Mercaptobenzothiazole:

Using Mercaptobenzothiazole, rubber vulcanizes with less sulfur and at milder temperatures, both factors give a stronger product. 

Mercaptobenzothiazole finds use as a radical polymerization inhibitor, chain transfer agent, reforming agent, and additive for photoinitiators.

Mercaptobenzothiazole has also been used in the past in the gold-mining industry for the froth flotation of gold from ore residue as part of the extraction process.

Sodium salt is used as a biocide and preservative in adhesives (especially based on latex, starch, casein, and animal glues), paper, textiles. 

Often found together with sodium dimethyldithiocarbamate as e.g. Vancide 51. 

Zinc salt is used as a secondary accelerator in latex foam vulcanization.

2-Mercaptobenzothiazole can be added to oil-based hydraulic fluids, heat-transfer fluids (oils, antifreezes), cutting fluids and other mixtures as a corrosion inhibitor, effective for copper and copper alloys.

2-Mercaptobenzothiazole is also used in veterinary dermatology.

2-Mercaptobenzothiazole is used as a brightener for copper sulfate baths in electroplating.

2-Mercaptobenzothiazole can also be added to silver cyanide baths.

Preferred IUPAC name: 1,3-Benzothiazole-2(3H)-thione

 

EC / List no.: 205-736-8

CAS no.: 149-30-4

Mol. formula: C7H5NS2

Properties of 2-Mercaptobenzothiazole: 

Chemical formula: C7H5NS2

Molar mass: 167.24 g·mol−1

Appearance: white solid

Melting point: 177–181 °C (351–358 °F; 450–454 K)

Substance names and other identifiers

Benzothiazole-2-thiol

Benzothiazole-2-thiol

benzothiazole-2-thiol

Mercaptobenzothiazole

Translated names

2-sulfanylbenzothiazol (cs)

bensotiasool-2-tiool (et)

bentsotiatsoli-2-tioli (fi)

benzothiazol-2-thiol (da)

Benzothiazol-2-thiol 2-Mercaptobenzothiazol (de)

benzothiazole-2-thiol mercaptobenzothiazole (fr)

benzothiazool-2-thiol (nl)

benzotiazol-2-tiol (es)

benzotiazol-2-tiol (hr)

benzotiazol-2-tiol (hu)

benzotiazol-2-tiol (sk)

benzotiazol-2-tiol (sl)

benzotiazol-2-tiol (sv)

benzotiazol-2-tiol 2-merkaptobenzotiazol (no)

benzotiazol-2-tiolo mercaptobenzotiazolo (it)

benzotiazole-2-tiol (pt)

benzotiazole-2-tiol (ro)

benzotiazolo-2-tiol 2-merkaptobenzotiazol (pl)

benztiazol-2-tiolis (lt)

benztiazoltiols-2 (lv)

βενζοθειαζολ-2-θειόλ (el)

бензотиазол-2-тиол (bg)

IUPAC names

1,3-benthiazole-2-thiol

1,3-benzothiazol-2-thiol

1,3-Benzothiazole-2(3H)-thione

1,3-benzothiazole-2(3H)-thione

1,3-Benzothiazole-2-thiol

1,3-benzothiazole-2-thiol

2(3H)-Benzothiazolethione

2-Benzothiazolethiol

2-Mercaptobenzothiazol

2-MERCAPTOBENZOTHIAZOLE

2-Mercaptobenzothiazole

3H-1,3-benzothiazole-2-thione

Benzothiazol-2-thiol

Benzothiazole-2-thiol

benzothiazole-2-thiol

Benzothiazole-2-thiol

MBT

Mercaptobenzothiazole

mercaptobenzothiazole

Zinc di(benzothiazol-2-yl) disulphide

Trade names

2(3H)-benzothiazolethione

2-mercaptobenzothiazole

MBT

Rubator MBT

Vulkacit Mekapto

Safety

Mercaptobenzothiazole has a low toxicity in mice, with LD50 of >960 mg/kg

Studies have identified it as a potential human carcinogen.

In 2016, it was identified by the World Health Organization as probably carcinogenic to humans.

It causes allergic contact dermatitis.

The derivative morpholinylmercaptobenzothiazole is a reported allergen in protective gloves, including latex, nitrile, and neoprene gloves.

It becomes air-borne as a result of wear on car tires, and is able to be inhaled.

2-Mercaptobenzothiazole

1,3-Benzothiazol-2(3H)-thion [German] [ACD/IUPAC Name]

1,3-Benzothiazole-2(3H)-thione [ACD/IUPAC Name]

1,3-Benzothiazole-2(3H)-thione [French] [ACD/IUPAC Name]

149-30-4 [RN]

2(3H)-Benzothiazolethione [ACD/Index Name]

205-736-8 [EINECS]

2-sulfanyl-1,3-benzothiazole

5RLR54Z22K

Benzo[d]thiazole-2(3H)-thione

DL6475000

MBT

Mercaptobenzothiazole [Wiki]

MFCD00005781 [MDL number]

T56 BMYSJ CUS [WLN]

T56 BN DSJ CSH [WLN]

“1,3-BENZOTHIAZOLE-2-THIOL”

[149-30-4] [RN]

1,3-Benzothiazol-2-yl hydrosulfide

1,3-benzothiazol-2-ylhydrosulfide

1,3-benzothiazole-2-thione

1346598-64-8 [RN]

158183-05-2 [RN]

2-(dihydroxymethyl)-2,5-dihydrofuran-2,5-diol

2,3-dihydro-1,3-benzothiazole-2-thione

205-736-8MFCD00005781

27157-85-3 [RN]

2-Benzothiazolethiol(9CI)

2-benzothiazolethiol-d4

2-Benzothiazolethione

2-Benzothiazolinethione

2-Benzothiazolyl mercaptan

2-Isopropylimidazole

2-MBT

2-mercaptobenzothiazol

2-Mercaptobenzothiazole (en)

2-Mercaptobenzothiazolyl

2-Mercaptobenzthiazole

2-Mercptobenzothiazole

2-Merkaptobenzotiazol [Polish]

2-Merkaptobenzotiazol

2-Merkaptobenzthiazol [Czech]

2-Merkaptobenzthiazol

2-sulfanylbenzothiazole

2-thiobenzothiazole

36947-68-9 [RN]

3H-1,3-benzothiazole-2-thione

Accel M

Accelerator M

Accelerator Mercapto

benzo[d]thiazole-2-thiol

benzo[d]thiazole-2-thione

Benzothiazole, 2-mercapto-

Benzothiazole, mercapto-

Benzothiazole-2-thiol

Benzothiazole-2-thione

Benzothiazolethiol

benzothiazoline-2-thione

benzothiazolyl mercaptan

C005563

captax

Dermacid

Drmacid

Duodex

Ekagom G

FS-1801

Hermat Zn-mbt

Kaptaks

Kaptax

MBT, captax

MBT;2-Mercaptobenzothiazole

mebetizol

Mebetizole

Mebithizol

Mercaptobenzothiazol

Mercapto-Benzothiazole

Mertax

Methyl 2H-pyrazolo[3,4-b]pyridine-3-carboxylate

MFCD00466105

Nacap

Nocceler M

Nuodeb 84

OXAF

pennac mbt

Pennac MBT powder

Pennac ZT

Perkacit MBT

Pneumax MBT

Pneumax MBT

Rokon [Wiki]

Rotax [Wiki]

Royal MBT

Soxinol M

sulfadene

Thiot ax

Thiotax

Tisperse MB-58

UNII:5RLR54Z22K

UNII-5RLR54Z22K

Vancide 51

Vulkacit M

Vulkacit mercapto

Vulkacit ZM

WLN: T56 BN DSJ CSH

Zenite

Zenite special

Zetax

OTHER PRODUCTS OF ATAMAN CHEMICALS THAT MIGHT BE OF INTEREST:

Thiazole

2-Mercaptobenzothiazole (CAS #: 149-30-4)

Dibenzothiazole disulfide (CAS #: 120-78-5)

2-Mercaptobenzothiazole Zinc salt (CAS #: 155-04-4)

Sulphenamide

N-Cyclohexyl-2-benzothiazole sulfenamide (CAS #: 95-33-0)

N-Oxydienthylene-2-benzothiazole sulfenamide (CAS #: 102-77-2)

N-tert-butyl-2-benzothiazyl sulfenamide (CAS #: 95-31-8)

Guanidine

Diphenyl guanidine (CAS #: 102-06-7)

Di-o-tolylguanidine (CAS #: 97-39-2)

Thiuram

Tetramethyl thiuram disulfide (CAS #: 137-26-8)

Tetraethyl thiuram disulfide (CAS #: 97-77-8)

Tetramethyl thiuram monosulfide (CAS #: 97-74-5)

Isobutyl thiuram disulfide (CAS #: 3064-73-1)

Tetrabenzylthiuram disulfide (CAS #: 10591-85-2)

Dipentamethylene thiuramtetrasulfide (CAS #: 120-54-7)

Dithiocarbamate

Zinc dimethyl dithiocarbamate (CAS #: 137-30-4)

Zinc diethyl dithiocarbamate (CAS #: 14324-55-1)

Zinc dibutyl dithiocarbamate (CAS #: 136-23-2)

Zinc N-ethyl-dithiocarbamate (CAS #: 14634-93-6)

Zinc dibenzyl dithiocarbamate (CAS #: 14726-36-4)

Copper dimethyl dithiocarbamate (CAS #: 137-29-1)

Thiourea

Ethylene thiourea (CAS #: 96-45-7)

N,N’-Diethylthiourea (CAS #: 105-55-5)

N-N’-Diphenylthiourea (CAS #: 102-08-9)

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