Dimethyl Carbonate CAS 616-38-6

CAS Number

616-38-6

Grade

Highly Purified

MDL Number

MFCD00008420

Molecular Formula

C3H6O3

Molecular Weight

90.08

EU Commodity Code

38220090

Shipping Temp

Storage Temp

AK 100; AK 100 (carbonate); Dimethyl carbonate; Methyl carbonate; Methyl carbonate ((MeO)2CO); NSC 9371; Carbonic acid dimethyl ester

Dimethyl Carbonate is used in the synthesis of phosphine-boranes in the preparation of new bidentate ligands. Also used in the synthesis of flavonoid analogs. Dimethyl carbonate is used as a solvent in organic synthesis and considered as a replacement for solvent like methyl ethyl ketone, tert-butyl acetate and parachlorobenzotrifluoride. It is involved as an intermediate in the preparation of diphenylcarbonate, which in turn is used as a key raw material for the synthesis of Bisphenol-A-polycarbonate. It is also used as a 'green' methylating agent involved in the methylation of aniline, phenols and carboxylic acids. It can be used as a fuel additive due to its high oxygen content. It also finds applications related to supercapacitors and lithium batteries.

Synonyms

AK 100; AK 100 (carbonate); Dimethyl carbonate; Methyl carbonate; Methyl carbonate ((MeO)2CO); NSC 9371; Carbonic acid dimethyl ester

CAS No

616-38-6

Molecular Formula

C3H6O3

Molecular Weight

90.08

Appearance

Colorless oil

Purity

≥99%

Melting Point

4°C

Boiling Point

90°C

Flash Point

16°C

Density

1.070

Refractive Index

1.3680

Storage and Stability

May be stored at RT for short-term only. Long-term storage is recommended at RT. For maximum recovery of product, centrifuge the original vial prior to removing the cap.

Note

Air and moisture sensitive. Keep container tightly closed in a dry and well-ventilated place. Incompatible with oxidizing agents, strong acids and strong bases.

References

1. Imamoto, T. et al.: J. Am. Chem. Soc., 112, 5244 (1990)|2. Cushman, M. et al.: J. Med. Chem., 34, 798 (1991)|3. Conversion of a ketone to its methoxycarbonyl derivative has been used to change the preferred site of chlorination to the less-substituted carbon atom: Synthesis, 188 (1987):|4. Grignard reagents react in THF to give methyl esters, providing a high-yield, one-pot synthesis of carboxylic esters from alkyl or aryl halides: Synth. Commun., 20, 3273 (1990).|5. Useful alkylating agent. Although less reactive, dimethyl carbonate has the advantage of much lower toxicity than the more usual sulfate or iodide. In the presence of K2CO3 and 18-crown-6, alcohols, phenols, thiols, imidazoles, etc. can be methylated: Synthesis, 382 (1986). |6. For K2CO3 promoted alkylation of active methylene compounds at 180-220o (pressure), see: Rec. Trav. Chim., 115, 256 (1996); Org. Synth., 76, 169 (1998). Other dialkyl carbonates behave similarly.|7. Nale, D. B.; Bhanage, B. M. Copper-catalyzed efficient synthesis of a 2-benzimidazolone scaffold from 2-nitroaniline and dimethyl carbonate via a hydrosilylation reaction. Green Chem. 2015, 17 (4), 2480-2486.|Earle, M. J.; Noe, M.; Perosa, A.; Seddon, K. R. Improved synthesis of tadalafil using dimethyl carbonate and ionic liquids. RSC Adv. 2014, 4 (3), 1204-1211.

USBio References

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163863 Dimethyl Carbonate CAS: 616-38-6

CAS Number

Grade

MDL Number

Molecular Formula

Molecular Weight

EU Commodity Code

Shipping Temp

Storage Temp

AK 100; AK 100 (carbonate); Dimethyl carbonate; Methyl carbonate; Methyl carbonate ((MeO)2CO); NSC 9371; Carbonic acid dimethyl ester

References

USBio References

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