dimethyl dicarbonate

• ChemBase ID: 127076
• Molecular Formular: C4H6O5
• Molecular Mass: 134.08744
• Monoisotopic Mass: 134.02152329
• SMILES: O=C(OC(=O)OC)OC
• Canonical SMILES: COC(=O)OC(=O)OC
• InChI: InChI=1S/C4H6O5/c1-7-3(5)9-4(6)8-2/h1-2H3
• InChIKey: GZDFHIJNHHMENY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl dicarbonate
• IUPAC Traditional name: dimethyl dicarbonate
• Synonyms: DMDC; Dicarbonic acid dimethyl ester; Dimethyl pyrocarbonate; Velcorin; Dimethyl dicarbonate; DMPC; Pyrocarbonic acid dimethyl ester; Dimethyl dicarbonate

Database IDs

• CAS Number: 4525-33-1
• EC Number: 224-859-8
• MDL Number: MFCD00008419
• Beilstein Number: 956715
• PubChem SID: 162221399; 24865003; 24893938
• PubChem CID: 3086
• Chemspider ID: 2976
• Wikipedia Title: Dimethyl_dicarbonate

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.9260629
• LogD (pH = 7.4): 0.9260629
• Log P: 0.9260629
• Molar Refractivity: 25.3292 cm^3
• Polarizability: 10.615823 Å^3
• Polar Surface Area: 61.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Colorless liquid
• Melting Point: 16 - 18°C
• Boiling Point: 172°C; 45-46 °C/5 mmHg(lit.)
• Flash Point: 176 °F; 80 °C
• Density: 1.25 g/mL; 1.25 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.392(lit.); n20/D 1.393
• Viscosity: 2.1 Pa·s (20 °C)

Safety Information

• RTECS: HT0362500
• European Hazard Symbols: Toxic (T)
• UN Number: 2927
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2
• Risk Statements: 21/22-23-34; R22 R23 R34
• Safety Statements: 18-26-28-36/37/39-38-45; S7/9 S26 S36/37/39 S45
• GHS Pictograms: GHS05; GHS06
• GHS Signal Word: Danger
• Main Hazard: Toxic
• GHS Hazard statements: H302 + H312-H314-H330
• GHS Precautionary statements: P260-P280-P284-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 2927 6.1/PG 2
• Storage Temperature: room temp

Product Information

• Purity: ≥97.0% (T)
• Shelf Life: (limited shelf life, expiry date on the label)
• Linear Formula: (CH3OCO)2O

DETAILS

Sigma Aldrich - D5520

Application
Methylates one or two histidine residues at the active site of PEP carboxykinase; the resulting inhibition is only partially reversible.1
包装
25, 100 mL in PVC coated

Sigma Aldrich - 40130

Other Notes
Methoxycarbonylating agent, e.g. for aminobenzimidazoles and aminoisoxazoles3
Application
Antimicrobial agent effective for producing pathogen-free apple cider.1 Also useful for killing yeast (but not acetogenic bacteria) in wine before bottling.2