18508-61-7

Basic information

• Product Name: 2,2'-thiobis[4,6-xylenol]
• Synonyms: 2,2'-thiobis[4,6-xylenol];2,2'-Thiobis(4,6-dimethylphenol);Einecs 242-391-2
• CAS NO: 18508-61-7
• Molecular Formula: C₁₆H₁₈O₂S
• Molecular Weight: 274.37792
• EINECS: 242-391-2
• Mol File: 18508-61-7.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 376.1°Cat760mmHg
• Flash Point: 182.8°C
• Appearance: /
• Density: 1.23g/cm³
• CAS DataBase Reference: 2,2'-thiobis[4,6-xylenol](CAS DataBase Reference)
• NIST Chemistry Reference: 2,2'-thiobis[4,6-xylenol](18508-61-7)
• EPA Substance Registry System: 2,2'-thiobis[4,6-xylenol](18508-61-7)

Safety Data

• Hazardous Substances Data: 18508-61-7(Hazardous Substances Data)

Usage

General Description

2,2'-thiobis[4,6-xylenol], also known as Bis(3,5-dimethyl-4-hydroxyphenyl) sulfide, is a chemical compound derived from the thioether class. It is a white to yellowish powder that is insoluble in water but soluble in organic solvents. 2,2'-thiobis[4,6-xylenol] is commonly used as an antioxidant and stabilizer in polymers, plastics, and rubber products to prevent degradation and extend their shelf life. It works by inhibiting the oxidation process and protecting the material from degradation caused by heat, light, and oxygen exposure. Additionally, it is also used in the production of adhesives, sealants, and coatings. However, it is important to handle this chemical with care and follow safety guidelines, as it may be harmful if ingested, inhaled, or comes into contact with skin or eyes.

Upstream product

• 10545-99-0 sulfur dichloride 
• 105-67-9 2,4-Xylenol 
• 75-15-0 carbon disulfide 

Relevant articles and documents

Organoaluminum catalyst

An organoaluminum reaction product of A.) a ligand of the formula I, wherein R1 represents an alkyl, aryl, arylalkyl, or alkylaryl group, a C3-24 silyl group, or hydrogen, R2, R3, R4, R5, R6, R7, R12, and R13 are the same or different and represent an alkyl, aryl, arylalkyl, or alkylaryl group, a C3-24 silyl group, halide, or hydrogen, with the proviso that at least one of the groups R4 and R13 represents hydrogen, R8 represents an alkoxy, alkyl, aryl, arylalkyl, or alkylaryl group, a C3-24 silyl group, halide, hydroxyl radical, or hydrogen, E represents O, S, Se, or Te, and n is an integer from 1 to 4, and B.) an aluminum compound of formula AlR9R10R11, wherein R9 and R10 are the same or different and represent C1-20 alkyl, aryl, arylalkyl, or alkylaryl group, or hydrogen, and R11 is a C1-20 alkyl, aryl, arylalkyl, alkylaryl or alkoxy group, hydrogen, or halogen is useful as a polymerization catalyst, particularly for the homopolymerization or copolymerization of an alkylene oxide.

CONFORMATION OF EIGHT-MEMBERED DIOXATHIASILOCIN HETEROCYCLES IN SOLUTION

The dibenzodioxathiasilocin derivatives 3a-f were prepared by the reaction of the thiobisphenols 1a-b with the corresponding dichlorosilanes 2a-e using triethylamine as an acid acceptor.The free energy of activation for ring inversion of the 2,4,8,10-tetra-tert-butyl-substituted 3a was determined by variable temperature 1H NMR to be 13.9 kcal/mol.The 1H NMR spectal data of 3a requires that the ring conformer possess a ? plane of symmetry passing through the silicon and bridging sulfur atoms.In the variable temperature 1H NMR spectra of the 2,4,8,10-tetramethyl-substituted 3b no evidence was observed for the slowing of ring inversion at -55 deg C, suggesting that the energy of activation for ring inversion is less than 10.9 kcal/mol.The 1H NMR spectral data of 3e-f indicates the presence of equilibrating conformational isomers.The results of this study support the suggestion that steric factors are a major contributor to the barrier of ring inversion for the dibenzo-dioxathiasilocin ring system.