dimethyl(phenyl)silane

• ChemBase ID: 139981
• Molecular Formular: C8H12Si
• Molecular Mass: 136.26638
• Monoisotopic Mass: 136.07082692
• SMILES: C[SiH](C)c1ccccc1
• Canonical SMILES: C[SiH](c1ccccc1)C
• InChI: InChI=1S/C8H12Si/c1-9(2)8-6-4-3-5-7-8/h3-7,9H,1-2H3
• InChIKey: ZISUALSZTAEPJH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl(phenyl)silane
• IUPAC Traditional name: silane, dimethyl phenyl
• Synonyms: Phenyldimethylsilane; Dimethylphenylsilane; 苯基二甲基硅烷; 二甲基苯基硅烷

Database IDs

• CAS Number: 766-77-8
• EC Number: 212-170-5
• MDL Number: MFCD00008257
• Beilstein Number: 2204906
• PubChem SID: 162234227; 24865899; 24854073
• PubChem CID: 6327656

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 1.8072
• LogD (pH = 7.4): 1.8072
• Log P: 1.8072
• Molar Refractivity: 37.3725 cm^3
• Polarizability: 16.987373 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: -124°C
• Boiling Point: 156-157°C; 157 °C/744 mmHg(lit.)
• Flash Point: 100.4 °F; 35°C(95°F); 38 °C
• Density: 0.879; 0.889 g/mL at 25 °C(lit.)
• Refractive Index: 1.4970; n20/D 1.497(lit.); n20/D 1.499

Safety Information

• European Hazard Symbols: Irritant (Xi)
• UN Number: 1993; UN1993
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3; III
• Risk Statements: 10; 10-36
• Safety Statements: 26-36/39
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H226; H226-H318
• GHS Precautionary statements: P210-P241-P280-P303+P361+P353-P403+P235-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3

Product Information

• Purity: ≥98%; ≥98.0% (GC); 97%
• Grade: purum
• Linear Formula: C6H5SiH(CH3)2

DETAILS

Sigma Aldrich - 235016

Packaging
5, 25 g in glass bottle
Application
Reagent for enol ether synthesis.

Sigma Aldrich - 41418

Other Notes
F-- and H+-catalyzed reduction of ketones 1; Silylating agent 2,3

REFERENCES

• For a review of silane reductions, see: Org. Prep. Proced. Int., 12, 13 (1980).
• For an example of reduction of a ?-keto amide to a ?-hydroxy amide, see: Org. Synth. Coll., 8, 326 (1993).
• Silylation of hydroxyl groups gives DMPS ethers under very mild conditions using TBAF catalysis: Tetrahedron Lett., 35, 8413 (1994). See also Chlorodimethylphenylsilane, A15638 and Appendix 4.
• Reagent for the highly diastereoselective reduction of ketones to alcohols, in the presence of TBAF or TFA: J. Am. Chem. Soc., 106, 4629 (1984); J. Org. Chem., 53, 5415 (1988):