4,4'-Thiobis(6-tert-butyl-m-cresol) Chemical Properties

Melting point:

160-165 °C

Boiling point:

460.94°C (rough estimate)

Density 

1.06~1.12g/cm3

vapor pressure 

0.001Pa at 20℃

refractive index 

1.5200 (estimate)

Flash point:

215 °C

storage temp. 

Store below +30°C.

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

10.76±0.36(Predicted)

form 

Fine white to gray powder.

color 

White to Off-White

Water Solubility 

<0.01 g/100 mL at 18 ºC

Stability:

Stable under recommended storage conditions., Stable Under Recommended Storage C

InChIKey

HXIQYSLFEXIOAV-UHFFFAOYSA-N

LogP

5.24 at 25℃

CAS DataBase Reference

96-69-5(CAS DataBase Reference)

NIST Chemistry Reference

4,4'-Thiobis(3-methyl-6-t-butylphenol)(96-69-5)

EPA Substance Registry System

4,4'-Thiobis(6-tert-butyl-m-cresol) (96-69-5)

Safety Information

Hazard Codes 

Xi,N

Risk Statements 

36/37/38-50/53-43

Safety Statements 

37/39-26-61-60-36/37-24/25

OEB

B

OEL

TWA: 10 mg/m3 (total)

WGK Germany 

WGK 2 water endangering

RTECS 

GP3150000

Autoignition Temperature

402 °C

HS Code 

29309070

Hazardous Substances Data

96-69-5(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: 2345 mg/kg

MSDS

• Language:English Provider:1,1'-Thiobis(2-methyl-4-hydroxy-5-tert-butylbenzene)
• Language:English Provider:ACROS

4,4'-Thiobis(6-tert-butyl-m-cresol) Usage And Synthesis

Description

4,4'-Thiobis(6-tert-butyl-m-cresol) (Antioxidant 300), melting point 161-163℃, white powder, low volatility, low toxicity; soluble in organic solvents such as benzene, toluene, acetone, methanol, ethanol, carbon tetrachloride, slightly soluble in petroleum solvents, insoluble in water, is a non-polluting, high-efficiency phenolic antioxidant with low volatility, high antioxidant efficiency, good thermal stability and weather resistance, and little effect on the electrical properties of the product. It also has a synergistic effect when used with carbon black and octadecyl alcohol. It can be used as an antioxidant for polypropylene, ABS, polystyrene, polyphthalamide, polyurethane, etc., and is suitable for white, bright-colored and transparent products. It has very low toxicity and is allowed to be used in plastic products that come into contact with food in many countries.

Chemical Properties

white to almost white crystals or crystalline

Chemical Properties

4,40-Thiobis(6-tert-butyl-m-cresol) is a light gray to tan powder. Aromatic odor.

Uses

4,4''-Thiobis(2-tert-butyl-5-methylphenol) is an antioxidant in the rubber and plastics industry. 4,4''-Thiobis(2-tert-butyl-5-methylphenol) is a radical inhibitor which prevents the thermal decomposition of the peracid. In addition, it is used as a stabilizer in polyethylene and polyolefin packaging materials for foodstuffs. Protection of light-colored rubber from oxidation and of nonstaining neoprene compounds against deterioration.

General Description

White or light gray to tan powder.

Air & Water Reactions

Sensitive to base hydrolysis and may spontaneously oxidize in solution. . Insoluble in water.

Reactivity Profile

4,4'-Thiobis(6-tert-butyl-m-cresol) may be sensitive to light.

Hazard

Toxic by inhalation. Upper respiratory tract irritant. Questionable carcinogen.

Health Hazard

4,4'-Thiobis(6-tert-butyl-mcresol) (TBBC) is of low systemic toxicity in animals; allergic contact dermatitis has been reported in humans.

Fire Hazard

4,4'-Thiobis(6-tert-butyl-m-cresol) is combustible.

Flammability and Explosibility

Non flammable

Safety Profile

Poison by intraperitoneal route and probably by ingestion and inhalation. Mutation data reported. See also SULFIDES. When heated to decomposition it emits highly toxic fumes of SOx.

Synthesis

2-tert-butyl-5-methylphenol (164.2, 1.0mol), silver nitrate (169.9, 1.0mol), iodine (253.8g, 1.0mol) and dichloromethane 0.7L is added to the reactor, stirred at room temperature under light-proof conditions, and the colour of iodine gradually disappears, accompanied by the generation of silver iodide. After 30 min, the generated silver iodide is filtered and recovered, and the filtrate is washed with 1.1L water and recycled for washing Water. After the organic phase is dried with industrial anhydrous magnesium sulfate, Cu (8.2g), thiourea (38.1g, 0.5mol) and triethylamine 200g (about 273ml) are added inside and then reacted for 4 hours under reflux. After the reaction terminates, it is naturally cooled to room temperature, and the Cu catalyst is filtered and recovered; then water is added for dilution and washing, and after separating the aqueous phase, the organic phase is added with water again, and the pH is adjusted to 6-7 with phosphoric acid, and the aqueous phase is separated after standing. The organic phase was washed with saturated sodium chloride aqueous solution and water, respectively, dried with industrial magnesium sulfate, distilled under reduced pressure, and dichloromethane was recovered, then recrystallized with ethanol. 159.5 g of 4,4′-thiobis(6-tert-butyl-3-methylphenol) was obtained.

Potential Exposure

This material is used as an antioxidant in the plastics and rubber industries; in Neoprene and other synthetic rubbers; in polyethylene and polypropylene.

Carcinogenicity

TBBC was not mutagenic in Salmonella typhimurium strains with or without metabolic activation. In Chinese hamster ovary cells, TBBC induced an increase in sister chromatid exchanges but there were no increases in chromosomal aberrations.

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. May evolve explosive hydrogen sulfide upon contact with moisture or acids.

4,4'-Thiobis(6-tert-butyl-m-cresol)(96-69-5)Related Product Information

• Butyl acrylate
• Antioxidant 168
• Methyl acetate
• Thioacetamide
• Antioxidant 1330
• Sodium sulfide
• O,O'-Dioctadecylpentaerythritol bis(phosphite)
• CHLOROPHOSPHONAZO III
• 4-Chloro-3,5-dimethylphenol
• Cyhalofop-butyl
• Dimethyl sulfide
• Antioxidant 1098
• Methylparaben
• 3-Ethylphenol
• tert-Butanol
• 2,2'-Methylenebis(4-methyl-6-tert-butylphenol)
• Bromocresol green
• 2-Butoxyethanol