(Chloromethyl)Dimethylphenylsilane

• CAS: 1833-51-8
• Catalog Number: ACM1833518
• Category: Alkyl Silane
• Molecular Weight: 184.73 g/mol
• Molecular Formula: C9H13ClSi
• Synonyms: chloromethyl-phenyldimethylsilane; dimethylphenylchloromethylsilane; (dimethylphenylsilyl)-methyl chloride; (Chloromethyl)dimethyl(phenyl)silane; PhMe2SiCH2Cl; Dichloromethyldimethylphenylsilane; Phenyldimethyl(chloromethyl)silane; Me2PhSiCH2Cl; ChloroMethyldiMethylphenylsilane; (Chloromethyl)dimethylphenylsilane; Silane,(chloromethyl)dimethylphenyl
• IUPAC Name: chloromethyl-dimethyl-phenylsilane
• Boiling Point: 223.8ºC at 760mmHg
• Flash Point: 91.1ºC
• Density: 0.99g/cm³
• Appearance: Transparent liquid
• Application: (Chloromethyl)dimethylphenylsilane is primarily utilized as a versatile starting material in organic synthesis Initially reported in 1949 its main use was to convert into corresponding Grignard reagents Over time its applications have broadened to include heteroatom and carbon alkylation as well as the formation of various organometallic and organolanthanide reagents One of its distinct advantages over similar compounds like (chloromethyl)trimethylsilane is its capacity for Fleming oxidation which allows it to act as a masked hydroxyl group This property is especially useful for creating C- and N-substituted adducts However users must be cautious of its tendency to rearrange under certain conditions Additionally (chloromethyl)dimethylphenylsilane serves as a precursor for synthesizing (phenyldimethylsilyl)methoxymethyl chloride a hydroxyl protecting group known as SMOM-Cl It is effectively employed in the silylmethyl group installation on carbon through base-promoted C-alkylation working well with substrates like terminal alkynes dihydropyrazines malonic esters phenylacetonitriles sulfoxides and imines Occasionally conversion to its iodide form is preferred before alkylation These transformations typically require strong basic conditions and careful temperature control
• Exact Mass: 184.04800
• Hazard Statements: Xi: Irritant
• Packaging: 10 g; 100 g
• Safety Description: 26-36
• WGK Germany: 3

Custom Q&A

What is the IUPAC Name of (Chloromethyl)dimethylphenylsilane?

The IUPAC Name of (Chloromethyl)dimethylphenylsilane is chloromethyl-dimethyl-phenylsilane.

What is the molecular formula of (Chloromethyl)dimethylphenylsilane?

The molecular formula of (Chloromethyl)dimethylphenylsilane is C9H13ClSi.

What is the molecular weight of (Chloromethyl)dimethylphenylsilane?

The molecular weight of (Chloromethyl)dimethylphenylsilane is 184.74 g/mol.

What is the Canonical SMILES of (Chloromethyl)dimethylphenylsilane?

The Canonical SMILES of (Chloromethyl)dimethylphenylsilane is C[Si](C)(CCl)C1=CC=CC=C1.

What is the CAS number of (Chloromethyl)dimethylphenylsilane?

The CAS number of (Chloromethyl)dimethylphenylsilane is 1833-51-8.

What is the European Community (EC) number of (Chloromethyl)dimethylphenylsilane?

The European Community (EC) number of (Chloromethyl)dimethylphenylsilane is 217-392-6.

What is the UNII of (Chloromethyl)dimethylphenylsilane?

The UNII of (Chloromethyl)dimethylphenylsilane is U4HQR9AEB4.

What is the DSSTox Substance ID of (Chloromethyl)dimethylphenylsilane?

The DSSTox Substance ID of (Chloromethyl)dimethylphenylsilane is DTXSID9062013.

Is (Chloromethyl)dimethylphenylsilane a canonicalized compound?

Yes, (Chloromethyl)dimethylphenylsilane is a canonicalized compound.

Synthetic Use

Downstream Synthesis Route 1

• 1833-51-8

• 769-00-6

Reference: [1]Organ, Michael G.; Mallik, Debasis
[Canadian Journal of Chemistry, 2006, vol. 84, # 10, p. 1259 - 1262]

Downstream Synthesis Route 2

• 1833-51-8

• 62257-76-5

Reference: [1]Wilt,J.W. et al.
[Journal of the American Chemical Society, 1969, vol. 91, p. 2624 - 2631]

* For details of the synthesis route, please refer to the original source to ensure accuracy.