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706671

Sigma-Aldrich

(4S,5S)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1-oxa-3-aza-2-silacyclopentane

Synonym(s):

(1S,2S)-pseudoephedrine allylchlorosilane, (4S,5S)-2-Allyl-2-chloro-3,4-dimethyl-5-phenyl-1,3,2-oxazasilolidine, (4S,5S)-2-Chloro-3,4-dimethyl-5-phenyl-2-(2-propenyl)-1-oxa-3-aza-2-silacyclopentane

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About This Item

Empirical Formula (Hill Notation):
C13H18ClNOSi
CAS Number:
Molecular Weight:
267.83
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:

form

liquid

optical activity

[α]20/D 72.5°, c = 0.6 in ethanol (200 proof)

refractive index

n20/D 1.517

bp

120 °C/5 mmHg

density

1.095 g/mL at 25 °C

SMILES string

C[C@H]1[C@@H](O[Si](Cl)(CC=C)N1C)c2ccccc2

InChI

1S/C13H18ClNOSi/c1-4-10-17(14)15(3)11(2)13(16-17)12-8-6-5-7-9-12/h4-9,11,13H,1,10H2,2-3H3/t11-,13+,17?/m0/s1

InChI key

XHCRAANIMMYPDV-APBZJUGRSA-N

General description

This product is a mixture of diastereomers.

Application

Leighton′s Strained Silacycles: Powerful Enantioselective Allylation Reagents

  • Practical, enantioselective allylation of acylhydrazones
  • Enantioselective allylation of ketimines: synthesis of tertiary carbinamines
Reagent used in the enantioselective allylation of aldehydes

Legal Information

U.S. Patent No. 7,534,905

Pictograms

FlameExclamation mark

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3 - Water-react 2

Target Organs

Respiratory system

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

100.4 °F

Flash Point(C)

38 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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