tert-Butyldimethylsilyl glycidyl ether

HCID 3605359

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Basic information

CAS: 78906-15-7
Standard SMILES: CC(C)(C)[Si](C)(C)OCC1CO1
InChIKey: YANSSVVGZPNSKD-UHFFFAOYSA-N
Molecular formula: C9H20O2Si
Average molar mass: 188.34 g/mol
Monoisotopic mass: 188.12325641

Names & identifiers

Preferred name: tert-Butyldimethylsilyl glycidyl ether
IUPAC: tert-butyl-dimethyl-(oxiran-2-ylmethoxy)silane
English name: TERT-BUTYLDIMETHYLSILYL GLYCIDYL ETHER
Molecular formula: C9H20O2Si
Molecular weight: 188.34

Names & synonyms

tert-Butyldimethylsilyl glycidyl ether78906-15-7DTXSID80394090RefChem:383918DTXCID40344950tert-butyl-dimethyl-(oxiran-2-ylmethoxy)silaneOxirane, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-tert-butyldimethyl(oxiran-2-ylmethoxy)silaneCTK5E6209SCHEMBL111369YANSSVVGZPNSKD-UHFFFAOYSA-NOxirane,2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-

Show more names

tert-Butyldimethylsilyl glycidyl ether 98%ert-butyl-dimethyl-(oxiran-2-ylmethoxy)silane

AKOS025295761(S)-t-Butyldimethylsilyl Glycidyl EtherAS-91641DA-02761t-butyldimethyl(oxiran-2-ylmethoxy)silanetert-Butyldimethylsilyl glycidyl ether, 98%H57233(+/-)-(tert-butyldimethylsilyl) glycidyl ether

Database identifiers

CAS: 78906-15-7
PubChem CID: 3605359
DTXSID: DTXSID80394090
Nikkaji: J1.244.035I

Properties

Computed structural properties

Topological polar surface area: 21.8 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 4
Heavy atoms: 12
Formal charge: 0
Complexity: 160

Physicochemical properties

Boiling point: 195 · 195-197 °C (lit.)
Density: 0.901 g/mL · 0.901 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.531(lit.)
Flash point: 70 °C · 70 °C
InChI: 1S/C9H20O2Si/c1-9(2,3)12(4,5)11-7-8-6-10-8/h8H,6-7H2,1-5H3
InChIKey: YANSSVVGZPNSKD-UHFFFAOYSA-N
SMILES: CC(C)(C)[Si](C)(C)OCC1CO1
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
WGK Germany: 3 · 3
Storage Class: 10 · 10 - Combustible liquids

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)
wgk: 3
Storage Class: 10 - Combustible liquids

Chemistry & industry

Applications

Usestert-Butyldimethylsilyl glycidyl ether may be used to synthesize (R/S)-1-benzylamino-3-(tert-butyldimethylsilyloxy)propan-2-ol and (2R/2S)-1-(tert-butyldimethylsilyloxy)-3-{[(4S)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl]amino}propan-2-ol.

General Descriptiontert-Butyldimethylsilyl glycidyl ether [tert-butyl-dimethyl-(oxiran-2-ylmethoxy)silane] can be synthesized from glycidol, via hydrolytic kinetic resolution (HKR) in the presence of R-(salen)Co complex and water.