(4S,5S)-2-chloro-3,4-dimethyl-2,5-diphenyl-1,3,2-oxazasilolidine

• ChemBase ID: 143333
• Molecular Formular: C16H18ClNOSi
• Molecular Mass: 303.85872
• Monoisotopic Mass: 303.08461841
• SMILES: C[C@H]1[C@@H](O[Si](N1C)(c1ccccc1)Cl)c1ccccc1
• Canonical SMILES: C[C@H]1[C@@H](O[Si](N1C)(Cl)c1ccccc1)c1ccccc1
• InChI: InChI=1S/C16H18ClNOSi/c1-13-16(14-9-5-3-6-10-14)19-20(17,18(13)2)15-11-7-4-8-12-15/h3-13,16H,1-2H3/t13-,16+,20?/m0/s1
• InChIKey: NSZWPVQENFHZEA-DAHSEZPTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-2-chloro-3,4-dimethyl-2,5-diphenyl-1,3,2-oxazasilolidine
• IUPAC Traditional name: (4S,5S)-2-chloro-3,4-dimethyl-2,5-diphenyl-1,3,2-oxazasilolidine
• Synonyms: (1S,2S)-pseudoephedrine phenylchlorosilane; (4S,5S)-2-Chloro-3,4-dimethyl-2,5-diphenyl-1,3,2-oxazasilolidine; (4S,5S)-2-Chloro-3,4-dimethyl-2,5-diphenyl-1-oxa-3-aza-2-silacyclopentane; (1S,2S)-伪麻黄碱苯基氯硅烷; (4S,5S)-2-氯-3,4-二甲基-2,5-二苯基-1,3,2-氧氮杂硅杂环戊烷; (4S,5S)-2-氯-3,4-二甲基-2,5-二苯基-1-氧杂-3-氮杂-2-硅杂环戊烷

Database IDs

• CAS Number: 680592-40-9
• MDL Number: MFCD09953883
• PubChem SID: 162237554
• PubChem CID: 12164643

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.0712286
• LogD (pH = 7.4): 1.1367586
• Log P: 4.3441
• Molar Refractivity: 79.2835 cm^3
• Polarizability: 33.521835 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: >110 °C; >230 °F
• Density: 1.146 g/mL at 25 °C

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36/37/39
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338

Product Information

• Purity: 97%
• Empirical Formula (Hill Notation): C16H18ClNOSi

DETAILS

Sigma Aldrich - 720380

Packaging
1, 5 g in glass bottle
Legal Information
Patent pending. U.S. Patent Application No. 11/810,920
Application
Leighton’s Strained Silacycles: Powerful Enantioselective Allylation Reagents
• Friedel-Crafts Alkylation with Acylhydrazones1
• Acylhydrazone-Alkene [3+2] Cycloaddition Reactions2