N-(1,1-Dimethylethyl)-2-benzothiazolesulfenamide

TBBS · BBTS · 2-(tert-Butylaminothio)benzothiazole · NTBBTS · accelbns · Delac NS · VANAX NS · Accel bns

Identifiers & Physical Properties

CAS No.	95-31-8
Molecular formula	C11H14N2S2
Average molar mass	238.4 g/mol
Monoisotopic mass	238.05984045 g/mol
SMILES	CC(C)(C)NSc1nc2ccccc2s1
InChIKey	IUJLOAKJZQBENM-UHFFFAOYSA-N
PubChem CID	7230
ChEMBL	CHEMBL3182037
EC No.	202-409-1
DTXSID	DTXSID7026572

Chemical & Physical Properties

XLogP	3.4
Topological polar surface area	78.5
Hydrogen bond donors	1
Hydrogen bond acceptors	4
Rotatable bonds	3
Heavy atoms	15
Formal charge	0
Complexity	215
Polymers	Plastics & Rubber -> Rubber Additives
Density	1.29 @ 25 °C1,29 g/cm3
Color/Form	LIGHT BUFF POWDER OR FLAKESSOMETIMES COLORED BLUE
Solubility	SOL IN MOST ORG SOLVENTS1.74mg/L at 20℃
Melting point	104 °C (MIN)105°C
Food Contact Substances	FCS -> FDA Inventory of Food Contact Substances Listed in 21 CFR
Physical Description	Dry PowderLarge CrystalsOther SolidLight beige solidSometimes blue[HSDB] Light buff to tan powder[MSDSonline]
Boiling point	344.1±25.0 °C(Predicted)
Vapor pressure	0Pa at 25℃
Refractive index	1.5500 (estimate)
Flash point	165°C
Storage conditions	Keep in dark place,Sealed in dry,Room Temperature
pKa (acidity coefficient)	1.25±0.70(Predicted)
Appearance	White to off-white Solid
BRN	158370
InChI	InChI=1S/C11H14N2S2/c1-11(2,3)13-15-10-12-8-6-4-5-7-9(8)14-10/h4-7,13H,1-3H3
InChIKey	IUJLOAKJZQBENM-UHFFFAOYSA-N
SMILES	S1C2=CC=CC=C2N=C1SNC(C)(C)C
LogP (partition coefficient)	3.36 at 25℃
CAS DataBase Reference	95-31-8(CAS DataBase Reference)
Indirect Additives used in Food Contact Substances	N-TERT-BUTYL-2-BENZOTHIAZOLESULFENAMIDE
FDA 21 CFR	177.2600
EWG's Food Scores	1
FDA UNII	W468IFJ99C
NIST Chemistry Reference	2-Benzothiazolesulfenamide, n-(1,1-dimethylethyl)-(95-31-8)
EPA Substance Registry System	N-tert-Butyl-2-benzothiazolesulfenamide (95-31-8)
GHS pictogram	GHS07
Signal word	Warning
GHS hazard statements	H317-H413
GHS precautionary statements	P262-P273-P280g
Risk statements (R)	43-53
Safety statements (S)	36-45-61-37-24
UN transport number	3077
RTECS number	DL6200000
TSCA inventory status	TSCA listed
Hazard class	9
Packing group	III
Customs code	29342000
Hazardous substances data	95-31-8(Hazardous Substances Data)
REACH registrations	Active

Safety & Regulations

GHS classification	WarningH317 (99.6%): May cause an allergic skin reaction [Warning Sensitization, Skin]P261, P272, P273, P280, P302+P352, P321, P333+P317, P362+P364, P391, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 244 reports by companies from 14 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.H317: May cause an allergic skin reaction [Warning Sensitization, Skin]
Regulatory information	Chemical: 2-Benzothiazolesulfenamide, N-(1,1-dimethylethyl)-2-Benzothiazolesulfenamide, N-(1,1-dimethylethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Benzothiazolesulfenamide, N-(1,1-dimethylethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)REACH registered substance: N-tert-butylbenzothiazole-2-sulphenamide (EC: 202-409-1)N-tert-butyl-2-benzothiazolesulfenamide: Does not have an individual approval but may be used under an appropriate group standard
Other safety information	IMAP assessments - 2-Benzothiazolesulfenamide, N-(1,1-dimethylethyl)-: Human health tier I assessment
Hazards summary	High dose oral studies with rats showed effects on the liver, kidneys, and erythrocytes (hemolysis)The LOAEL for anemia was 40 mg/kg/day by gavageMild irritation to skin and eyes was observed in rabbit studiesA product of hydrolysis, mercaptobenzothiazole, is a potent skin sensitizer[eChemPortal: SIDSUNEP] A mild irritantMay cause skin sensitization[MSDSonline] See Mercaptobenzothiazole.
Hazard Classes and Categories	Skin Sens. 1A (99.6%)Skin sensitization - Category 1
Disposal methods	SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Adverse effects	Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
TSCA inventory status	TSCA listed
RTECS number	DL6200000
UN transport number	3077
Customs code	29342000
Risk statements (R)	43-53
Signal word	Warning
GHS pictogram	GHS07
Safety statements (S)	36-45-61-37-24
Hazard class	9
Packing group	III
GHS hazard statements	H317-H413
REACH registrations	Active
GHS precautionary statements	P262-P273-P280g
Hazardous substances data	95-31-8(Hazardous Substances Data)

Applications & Uses

Description

N-tert-Butyl-2-benzothiazolesulfenamide (TBBS) is one of the essential kinds of sulfenamide vulcanization accelerator, have anti-incipient scorch and the large advantage of vulcanization rate fast two concurrently for natural rubber, styrene-butadiene rubber(SBR), cis-1,4-polybutadiene rubber, in polyisoprene rubber, be particularly useful for the furnace treated black sizing material that alkalescence is higher, variable color and pollution are slight, the alternative NOBS(N-morpholinyl benzothiaolesulfenamide having carinogenicity possible containing secondary amine), the NOBS of tire industry is replaced with CBS (CZ) or TBBS in l994 law-making stipulation by Germany.

Uses

N-tert-Butyl-2-benzothiazolesulfenamide is used as an accelerator for natural and synthetic isoprene and butadiene rubbers.