706671

(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
• Empirical Formula (Hill Notation): C₁₃H₁₈ClNOSi
• CAS Number: 447440-43-9
• Molecular Weight: 267.83
• MDL number: MFCD09953823
• UNSPSC Code: 12352103
• PubChem Substance ID: 329762661

Properties

• 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

Description

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

Safety Information

• pictograms: GHS02,GHS07
• signalword: Danger
• hcodes: H226,H261,H315,H319,H335
• pcodes: P210 - P223 - P231 + P232 - P233 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3 - Water-react 2
• target_organs: Respiratory system
• Storage Class: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• wgk_germany: WGK 3
• flash_point_f: 100.4 °F
• flash_point_c: 38 °C
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter