10075-90-8

Basic information

• Product Name: 1,1'-Biphenyl, 4,4'-bis(methylthio)-
• CAS NO: 10075-90-8
• Molecular Formula: C14H14S2
• Molecular Weight: 246.397
• Mol File: 10075-90-8.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: 1,1'-Biphenyl, 4,4'-bis(methylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-Biphenyl, 4,4'-bis(methylthio)-(10075-90-8)
• EPA Substance Registry System: 1,1'-Biphenyl, 4,4'-bis(methylthio)-(10075-90-8)

Safety Data

• Hazardous Substances Data: 10075-90-8(Hazardous Substances Data)

Usage

Appearance

Colorless to light yellow solid

Uses

a. Optical brighteners in laundry detergents
b. Building block in the synthesis of various organic compounds and materials

Stability

Relatively stable

Toxicity

Low toxicity, but precautions should be taken

Hazards

a. Harmful if ingested or inhaled
b. Causes irritation upon contact with skin and eyes

Precautions

Avoid contact with skin and eyes, and handle with care to prevent ingestion or inhalation

Industrial applications

Versatile compound with various uses in the chemical and manufacturing industries

Upstream product

• 104-95-0 (4-bromophenyl)thioanisole 
• 98-56-6 4-chlorobenzotrifluoride 
• 124-38-9 carbon dioxide 
• 371-15-3 p-fluorothioanisole 
• 123-09-1 4-chlorophenyl methyl sulfide 
• 1068-55-9 isopropylmagnesium chloride 
• 35371-03-0 4-iodothioanisole 
• 694-53-1 phenylsilane 
• 593-60-2 Vinyl bromide 
• 98546-51-1 (4-thiomethoxyphenyl)boronic acid 
• 624-92-0 Dimethyldisulphide 
• 92-86-4 4-(4-bromophenyl)bromobenzene 
• 62674-12-8 3,4-dichloro-5H-furan-2-one 
• 149418-41-7 3,4-dibromo-2(5H)-furanone 

Downstream Products

• 92-52-4 biphenyl 

Relevant articles and documents

Magnesiation of Aryl Fluorides Catalyzed by a Rhodium-Aluminum Complex

We report the magnesiation of aryl fluorides catalyzed by an Al-Rh heterobimetallic complex. We show that the complex is highly reactive to cleave the C-F bonds across the polarized Al-Rh bond under mild conditions. The reaction allows the use of an easy-to-handle magnesium powder to generate a range of arylmagnesium reagents from aryl fluorides, which are conventionally inert to such metalation compared with other aryl halides.

Integrated palladium-catalyzed arylation of heavier groupa 14 hydrides

A convenient procedure has been developed for the preparation of Groupa 14 compounds by integrated palladium-catalyzed cross-coupling of aromatic iodides with the corresponding Groupa 14 hydrides in the presence of a base. The reaction conditions can be applied to the cross-coupling of tertiary, secondary, and primary Groupa 14 compounds. In most cases, the desired arylated products were obtained in synthetically useful yields. Even in the case of aryl iodides containing OH, NH2, CN, or CO2R groups, the reactions proceeded with good to high yields with tolerance of these reactive functional groups. A possible application of this method is the unique synthesis of a fungicidal diarylmethyl(1H-1,2,4-triazol-1-ylmethyl)silane derivative. A convenient procedure has been developed for the preparation of Groupa 14 compounds by integrated palladium-catalyzed cross-coupling of aromatic iodides with the corresponding Groupa 14 hydrides in the presence of a base (see picture). Application of this method in the synthesis of a fungicidal diarylmethyl(1H-1,2,4-triazol-1-yl-methyl)silane derivative is demonstrated. Copyright

Selective metal-halogen exchange of 4,4′-dibromobiphenyl mediated by lithium tributylmagnesiate

A selective metal-halogen exchange/electrophilic quench protocol on 4,4′-dibromobiphenyl 4 that proceeds under non-cryogenic conditions is reported. This method provides an economic alternative to traditional transition-metal catalyzed cross-coupling chemistry to prepare various biaryls 7a-g. This novel route to functionalized biaryls was used as the basis for the kg-scale preparation of a biphenyl ketone 1, a key intermediate in the synthesis of a potent cathepsin K inhibitor.