(2S)-2-[(benzyloxy)methyl]oxirane

• ChemBase ID: 70178
• Molecular Formular: C10H12O2
• Molecular Mass: 164.20108
• Monoisotopic Mass: 164.08372962
• SMILES: O1[C@@H](C1)COCc1ccccc1
• Canonical SMILES: O(Cc1ccccc1)C[C@H]1OC1
• InChI: InChI=1S/C10H12O2/c1-2-4-9(5-3-1)6-11-7-10-8-12-10/h1-5,10H,6-8H2/t10-/m1/s1
• InChIKey: QNYBOILAKBSWFG-SNVBAGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-[(benzyloxy)methyl]oxirane
• IUPAC Traditional name: (2S)-2-[(benzyloxy)methyl]oxirane
• Synonyms: (S)-2-((Benzyloxy)methyl)oxirane; (R)-(-)-2-(Benzyloxymethyl)oxirane; Benzyl (R)-(-)-glycidyl ether; (2S)-2-[(benzyloxy)methyl]oxirane; (S)-(+)-2-(Benzyloxymethyl)oxirane; (S)-(+)-Glycidyl benzyl ether; S-Benzylglycidyl ether; 苄基 (R)-(-)-缩水甘油基 醚; (S)-苄氧甲基环氧乙烷; 苄基 (S)-(+)-缩水甘油基醚

Database IDs

• CAS Number: 16495-13-9; 14618-80-5
• MDL Number: MFCD00054428; MFCD00068409
• Beilstein Number: 5246494; 3588399
• PubChem SID: 162035902; 24862202
• PubChem CID: 146296

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.6902891
• LogD (pH = 7.4): 1.6902891
• Log P: 1.6902891
• Molar Refractivity: 46.3698 cm^3
• Polarizability: 18.342747 Å^3
• Polar Surface Area: 21.76 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 130°C/0.1mm
• Flash Point: >110°C(230°F); 110 °C; 230 °F
• Density: 1.072; 1.072 g/mL at 20 °C(lit.)
• Refractive Index: 1.5170; n20/D 1.517
• Optical Rotation: [α]20/D +5.1±0.5°, c = 5% in toluene; [α]20/D +5.1°, c = 5 in toluene; -5.1 (c=5 in toluene)
• Hydrophobicity(logP): 1.548

Safety Information

• Storage Warning: IRRITANT
• RTECS: TX2860030
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38; 36/38-68
• Safety Statements: 26-36; 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H341-H315-H319
• GHS Precautionary statements: P261-P305 + P351 + P338; P280-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99.0% (sum of enantiomers, GC); 95%; 95+%; 98%; 98+%; 99%
• Grade: puriss.
• Empirical Formula (Hill Notation): C10H12O2

DETAILS

Sigma Aldrich - 13423

Other Notes
Important chiral building block reacting with nucleophiles at C-3 of the oxirane ring1,2,3,4,5,6,7,8

Sigma Aldrich - 363537

Packaging
1 g in glass bottle