oxiran-2-ylmethanol

• ChemBase ID: 87948
• Molecular Formular: C3H6O2
• Molecular Mass: 74.07854
• Monoisotopic Mass: 74.03677943
• SMILES: O1CC1CO
• Canonical SMILES: OCC1CO1
• InChI: InChI=1S/C3H6O2/c4-1-3-2-5-3/h3-4H,1-2H2
• InChIKey: CTKINSOISVBQLD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: oxiran-2-ylmethanol
• IUPAC Traditional name: glycidol
• Synonyms: (±)-Glycidol; (±)-Oxirane-2-methanol; Glycidol; (±)-Glycidol; Glycidol; 2,3-Epoxypropan-1-ol; 2-(Hydroxymethyl)oxirane; Epihydrin alcohol; 3-Hydroxy-1,2-propenoxide; (±)-Glycidol, (±)-Oxirane-2-methanol; 2,3-Epoxy-1-propanol; Glycerolglycide; 2,3-EPOXYPROPANOL-1; 3-Hydroxypropylene oxide; Glycidol; oxiran-2-ylmethanol; 2-Oxiranemethanol; Oxiranemethanol; (RS)-Glycidol; (+/-)-2,3-Epoxy-1-propanol; (+/-)-Glycidol; 1-Hydroxy-2,3-epoxypropane; Epiol OH; Glycide; Glycidyl Alcohol; NSC 46096; Oxiran-2-ylmethanol; Oxiranylmethanol; Racemic Glycidol; dl-Glycidol; 2,3-环氧-1-丙醇; 环氧乙烷甲醇; 缩水甘油; 缩水甘油

Database IDs

• CAS Number: 556-52-5
• EC Number: 209-128-3
• MDL Number: MFCD00005147
• Beilstein Number: 383562
• PubChem SID: 162074988; 24873271; 24895233
• PubChem CID: 11164
• CHEBI ID: 30966
• Chemspider ID: 10691
• KEGG ID: C10920
• Wikipedia Title: Glycidol

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

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Clear Colorless Liquid; Viscous liquid
• Melting Point: 34 - 36°C; -54°C
• Boiling Point: 167°C (decomp.); 61-62 °C/15 mmHg(lit.); 61-62°C/15mm
• Flash Point: 177.8 °F; 66°C (150.8°F); 81 °C; 81°C
• Auto Ignition Point: 780 °F
• Density: 1.1143 g/cm3; 1.117; 1.117 g/mL at 25 °C(lit.)
• Refractive Index: 1.433; n20/D 1.432; n20/D 1.433(lit.)
• Vapor Pressure: 0.9 mmHg ( 25 °C)
• Vapor Density: 2.15 (vs air)
• Hydrophobicity(logP): -0.96

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Toxic/Mutagenic/Carcinogenic/Teratogenic/Moisture Sensitive/Store under Argon/Keep Cold
• European Hazard Symbols: Toxic (T)
• UN Number: 2810
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 45-60-21/22-23-36/37/38-68
• Safety Statements: 53-26-36/37-45
• GHS Pictograms: GHS06; GHS08
• GHS Signal Word: Danger
• NFPA704:
  

  2

  4

  3
• LD50: 420 mg/kg (oral, rat); 1980 mg/kg (dermal, rabbit)
• GHS Hazard statements: H302-H312-H315-H319-H331-H335-H341-H350-H360F
• GHS Precautionary statements: P201-P261-P280-P305 + P351 + P338-P311
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2810 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥85% (T); 95%; 96%
• Grade: technical
• Impurities: ≤2% diglycidyl ether
• Empirical Formula (Hill Notation): C3H6O2

DETAILS

MP Biomedicals - 05214658

MP Biomedicals Rare Chemical collection

Sigma Aldrich - G5809

Packaging
5, 100, 500 g in glass bottle

Sigma Aldrich - 49931

Other Notes
Review1,2

Toronto Research Chemicals - G615700

Stabilizer in manufacturing of vinyl polymers; intermediate in synthesis of glycerol, glycidyl ethers, and amines; additive for oil and synthetic hydraulic fluids; epoxy resin diluent.

REFERENCES

• Hiles, R.A., et al.: Food Cosmet. Toxicol., 19, 347 (1981)
• Thompson, E.D., et al.: Food Chem. Toxicol., 22, 665 (1981)