Dimethyl carbonate CAS#616-38-6

Low-toxic and eco-friendly: Dimethyl carbonate is far less toxic than conventional methylating agents like methyl iodide and dimethyl sulfate. Besides, it can be biodegraded, which qualifies it as a greener substitute.

Superior solvent properties: DMC can be mixed freely with most organic solvents such as alcohols, ketones and esters, granting it great adaptability across diverse chemical operations.

High-efficiency methylating agent: It can efficiently methylate aniline, phenol, carboxylic acids and other substances, and thus plays an important role in organic synthesis and chemical production.

Sustainable manufacturing route: State-of-the-art DMC production relies on the catalytic oxidative carbonylation of methanol under oxygen atmosphere. This technique is much more environmentally benign than the classic phosgene-dependent processes.

Product Description of Dimethyl carbonate CAS#616-38-6

Dimethyl carbonate (DMC) appears as a colorless, clear liquid with a distinctive odor under ambient conditions. Its key physical properties include: relative density (D20/4) of 1.0694, melting point at 4 °C, boiling point at 90.3 °C, open-cup flash point of 21.7 °C, closed-cup flash point of 16.7 °C, and refractive index (nD20) of 1.3687.

DMC is a flammable substance with low toxicity. It is fully miscible with the majority of organic solvents such as alcohols, ketones and esters, yet exhibits limited solubility in water. Functioning as a practical methylating agent, DMC outperforms classic methylating agents (methyl iodide, dimethyl sulfate) in terms of reduced toxicity and improved biodegradability.

Phosgene-dependent synthetic routes have fallen out of mainstream use. Modern-day DMC production mainly adopts methanol catalytic oxidative carbonylation with oxygen as the reactant, representing a more eco-conscious manufacturing pathway.

DMC is applicable to carry out methylation on aniline, phenol, carboxylic acids and other substrates. Some reactions demand high-pressure conditions. For the methylation of carboxylic acids with DMC, DBU may be introduced as a catalyst under reflux conditions.

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Dimethyl carbonate CAS#616-38-6

Chemical Properties of Dimethyl carbonate CAS#616-38-6

Melting point 2-4 °C (lit.)
Boiling point 90 °C (lit.)
density 1.069 g/mL at 25 °C (lit.)
vapor density 3.1 (vs air)
vapor pressure 18 mm Hg ( 21.1 °C)
refractive index n20/D 1.368(lit.)
Fp 65 °F
storage temp. Store below +30°C.
solubility 139g/l
form Liquid
color <50(APHA)
OdorPleasant
explosive limit4.22-12.87%(V)
Water Solubility 139 g/L
Sensitive Moisture Sensitive
Merck 143241
BRN 635821
Dielectric constant3.17
Stability:Stable. Highly flammable. Incompatible with strong oxidizing agents, potassium t-butoxide.
InChIKeyIEJIGPNLZYLLBP-UHFFFAOYSA-N
LogP0.23-0.354 at 20-25℃
CAS DataBase Reference616-38-6(CAS DataBase Reference)
NIST Chemistry ReferenceCarbonic acid, dimethyl ester(616-38-6)
EPA Substance Registry SystemCarbonic acid, dimethyl ester (616-38-6)

 

 

 

Safety Information

Hazard Codes F
Risk Statements 11
Safety Statements 9-16-2017/9/16
RIDADR UN 1161 3/PG 2
WGK Germany 1
RTECS FG0450000
Autoignition Temperature458 °C
TSCA Yes
HS Code 2920 90 10
HazardClass 3
PackingGroup II
Hazardous Substances Data616-38-6(Hazardous Substances Data)
ToxicityLD50 in rats (g/kg): 13.8 orally; 2.5 dermally; LC50 (4 hr) in rats (mg/l): 140 by inhalation (Ono)

 

 

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Dimethyl carbonate CAS#616-38-6

Product Application of Dimethyl carbonate CAS#616-38-6

Dimethyl carbonate has extensive applications as a solvent within organic synthesis. As a green solvent option, it can replace methyl ethyl ketone, tert-butyl acetate, parachlorobenzotrifluoride and other comparable solvents.

It acts as a critical intermediate for synthesizing diphenyl carbonate, and diphenyl carbonate is an essential feedstock for producing bisphenol-A-based polycarbonate. Beyond that, DMC works as an eco-friendly methylating agent to carry out methylation of aniline, phenolic compounds and carboxylic acids.

Thanks to its high oxygen content, dimethyl carbonate is also suitable for fuel-additive usage. Additionally, it has gained practical use in supercapacitor and lithium-ion battery sectors.

Being an environmentally safe chemical, dimethyl carbonate serves as a less-hazardous substitute for dimethyl sulfate and methyl halides in methylation reactions. It can also take the place of phosgene for methoxycarbonylation and carbonylation procedures.

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Dimethyl carbonate CAS#616-38-6

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