(2R)-oxiran-2-ylmethanol

• ChemBase ID: 88792
• Molecular Formular: C3H6O2
• Molecular Mass: 74.07854
• Monoisotopic Mass: 74.03677943
• SMILES: O1C[C@H]1CO
• Canonical SMILES: OC[C@@H]1CO1
• InChI: InChI=1S/C3H6O2/c4-1-3-2-5-3/h3-4H,1-2H2/t3-/m1/s1
• InChIKey: CTKINSOISVBQLD-GSVOUGTGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-oxiran-2-ylmethanol; [(2R)-oxiran-2-yl]methanol
• IUPAC Traditional name: (+)-glycidol
• Synonyms: (2S)-Oxiran-2-ylmethanol; (2S)-(-)-2,3-Epoxypropan-1-ol; (2S)-(-)-3-Hydroxy-1,2-propenoxide 97%; (R)-(+)-Oxirane-2-methanol; (R)-(+)-Glycidol; (2R)-oxiran-2-ylmethanol; R-Glycidol; (R)-(+)-Glycidol; (R)-Oxiran-2-ylmethanol; (R)-(+)-环氧乙烷-2-甲醇; (R)-(+)-缩水甘油

Database IDs

• CAS Number: 57044-25-4; 60456-23-7
• EC Number: 404-660-4
• MDL Number: MFCD00074873
• Beilstein Number: 79782
• PubChem SID: 24895208; 24871720; 162075698
• PubChem CID: 5460455

CALCULATED PROPERTIES

• Acid pKa: 14.602878
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.67731047
• LogD (pH = 7.4): -0.67731047
• Log P: -0.67731047
• Molar Refractivity: 17.006 cm^3
• Polarizability: 6.8989635 Å^3
• Polar Surface Area: 32.76 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 56-57 °C/11 mmHg(lit.); 66-67°C/19mm
• Flash Point: 150.8 °F; 66 °C
• Density: 1.116; 1.116 g/mL at 20 °C(lit.)
• Refractive Index: n20/D 1.43(lit.)
• Optical Rotation: [α]23/D +15°, neat
• Hydrophobicity(logP): -0.96

Safety Information

• Storage Warning: Toxic/Store at -20°C
• RTECS: RR0508000
• European Hazard Symbols: Explosive (E); Toxic (T)
• UN Number: 2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 45-60-2-21/22-23-34; 45-60-2-21/22-23-34-68
• Safety Statements: 53-45
• GHS Pictograms: GHS02; GHS05; GHS06; GHS08
• GHS Signal Word: Danger
• GHS Hazard statements: H242-H302-H312-H314-H331-H341-H350-H360F
• GHS Precautionary statements: P201-P261-P280-P305 + P351 + P338-P310; P201-P280-P305 + P351 + P338-P310
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 3
• Storage Temperature: -20°C; 2-8°C

Product Information

• Purity: 95%; 95+%; 97%; 98%
• Optical Purity: ee: 98% (GLC)
• Impurities: <3% dichloromethane
• Empirical Formula (Hill Notation): C3H6O2

DETAILS

Sigma Aldrich - 480819

Application
Chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.1
Packaging
1, 5 g in glass bottle