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.

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(Chloromethyl)Dimethylphenylsilane

Name: (Chloromethyl)Dimethylphenylsilane
SKU: ACM1833518
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Catalog NumberACM1833518

CAS Number1833-51-8

CategorySalt

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

Molecular Weight

184.73 g/mol

Molecular Formula

C9H13ClSi

Boiling Point

223.8ºC at 760mmHg

Flash Point

91.1ºC

Purity

95%+

Density

0.99g/cm³

Appearance

Transparent liquid

Application

(Chloromethyl)dimethylphenylsilane serves multiple purposes in synthetic chemistry. Originally introduced in 1949, its primary use was as a precursor for the corresponding Grignard reagent. Over time, its applications expanded to encompass heteroatom and carbon alkylation, as well as conversion into diverse organometallic and organolanthanide reagents. Compared to its analogue, (chloromethyl)trimethylsilane, it holds the distinct advantage of undergoing Fleming oxidation, thereby functioning effectively as a masked hydroxyl group. This property is valuable for C-substituted and N-substituted adducts. However, it is important to consider its tendency to rearrange under varying conditions, which can limit its utility. A notable application of (chloromethyl)dimethylphenylsilane is as a precursor for (phenyldimethylsilyl)methoxymethyl chloride (SMOM-Cl), used as a hydroxyl protecting group. Furthermore, it can be employed to attach a silylmethyl group onto carbon through base-promoted C-alkylation, working with various substrates such as terminal alkynes and dihydropyrazines. While it can be used directly for alkylation, conversion to the iodide form via Finkelstein displacement may be desired under certain circumstances. Generally, except for reactions involving malonic esters, this transformation requires strong basic conditions and a meticulous temperature control regime.

Exact Mass

184.04800

Hazard Statements

Xi: Irritant;

Packaging

10 g; 100 g;

Safety Description

26-36

WGK Germany

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