N-TERT-BUTYL-2-BENZOTHIAZOLESULFENAMIDE

PRODUCT IDENTIFICATION

CAS NO. 95-31-8

N-TERT-BUTYL-2-BENZOTHIAZOLESULFENAMIDE

EINECS NO. 202-409-1
FORMULA C11H14N2S2
MOL WT. 238.37
H.S. CODE 2934.20
TOXICITY Mouse LD50 (intravenous): 180mg/kg
SYNONYMS N-tert-Butyl-2-Benzothiazolesulfenamide; TBBS;
2-(tert-Butylaminothio)benzothiazole; N-(1,1-Dimethylethyl)-2-benzothiazolesulfenamide; Benzothiazolyl-2-tert-butylsulfenamide; N-(1,1-Dimethylethyl)benzothiazolesulfenamide; Santocure NS vulcanization accelerator; Vanax NS; Vulkacit NZ; Other RN: 40860-78-4; 172451-95-5; 179095-45-5
SMILES

c12c(sc(n1)SNC(C)(C)C)cccc2

CLASSIFICATION

Vulcanization accelerator

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE

off white to tan powder

MELTING POINT 105 C
BOILING POINT  
SPECIFIC GRAVITY

 

SOLUBILITY IN WATER  
AUTOIGNITION

 

pH  
VAPOR DENSITY  
NFPA RATINGS Health: 1; Flammability: 0; Reactivity: 0
FLASH POINT

 

STABILITY Stable under ordinary conditions

APPLICATIONS

Sulfur combines with nearly all elements. Sulfur forms ring and chain structures as it is the second only to carbon in exhibiting catenation. The 8-membered ring and shorter chain structure of sulfur molecule is important in vulcanization process which individual polymers are linked to other polymer molecules by atomic bridges. This process produces thermoset materials which are cross-linked and irreversible substances. The term thermoplastic is for high molecular weight polymers which can undergo melting-freezing cycle. Thermosets are not melted and re-molded on heating after cured. The split of sulfur 8-membered ring structure into shorter chains provides rubber vulcanization process. The split are liked with cure sites (some of the solid bonds in the molecule) on rubber molecules, resulting in forming sulfur bridges typically between 2 and 10 atoms long. Vulcanization makes rubber harder, more durable and more resistant to heating, aging and chemical attacks. The number of sulfur atoms in the sulfur bridges varies physical properties of the end products. Short bridges containing one or two sulfur atoms offer heat resistance and long bridges offer flexible property. Vulcanization can also be accomplished with certain peroxides, gamma radiation, and several other organic compounds. The principal classes of peroxide cross-linking agents are dialkyl and diaralkyl peroxides, peroxyketals and peroxyesters. Other vulcanizing agents include amine compounds for the cross-linking of fluorocarbon rubbers, metal oxides for chlorine-containing rubbers (notably zinc oxide for chloroprene rubber) and phenol-formaldehyde resins for the production of heat-resistant butyl rubber vulcanizates. Accelerator, in the rubber industry, is added with a curing agent to speed the vulcanization. Accelerators contain sulfur and nitrogen like derivatives of benzothiazole and thiocarbanilides. The popular accelerators are sulfenamides (as a delayed-action accelerators), thiazoles, thiuram sulfides, dithocarbamates and guanidines.

There are some types of rubber accelerators. They are used in combination with each other in accordance with vulcanizing and/or acid-base conditions. Some examples classified by chemical structure are as below;


  • 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)
SALES SPECIFICATION

APPEARANCE

off white to tan dust suppressed powder

ASSAY

95.0% min

MELTING POINT

105 C (Initial), 107 - 112 C (final)

MOISTURE

0.4% max

ASH

0.4% max

INSOLUBLES

0.5% max (in methanol)

PARTICLE SIZE

0.1% max (+150 µm), 0.5% max (+65 µm)

TRANSPORTATION
PACKING  
HAZARD CLASS  
UN NO.  
GENERAL DESCRIPTION & THIAZOLE
Thiazole is a heterocyclic organic compound that has a five-member ring molecular structure, C3H3NS, containing three carbon atoms, one sulphur atom, and one nitrogen atom. It is a clear to yellowish liquid with a pyridine like odor. It is soluble in alcohol and ether and slightly soluble in water. It is parent material for numerous of chemical compounds including sulfur drugs, biocides, fungicides, dyes, chemcal reaction accelerators. Thiazole dyes contain  the color radicals of =C=N- and -S-C= which decide colors to a compound . Azo dyes contain -N=N- radical. Thiazole dyes are useful in dying cotton. Benzothiazole is a thiazole fused to a benzene ring. Benzothiazole derivatives are important in the industry of dyes, photographic chemicals, sulfa drugs and rubber. Thiabendazole, a substituted derivative of benzimidazole, is used as broad-spectrum anthelmintic and presevative. Some thiazole derivatives, belong to a class of cyclic sulfur organo products containing sulfur atom (S) and often oxygen (O), nitrogen (N), hydrogen (H), as well as other elements, can find application for making biological activitive agents such as antiviral, antibacterial, antifungal , antituberculous, antbody and antifungal agents. Thiazole and its derivatives are also used as thiol flavouring substances.