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616-38-6 - Dimethyl carbonate, 99% - Carbonic acid dimethyl ester - Methyl carbonate - A13104 - Alfa Aesar

A13104 Dimethyl carbonate, 99%

Numéro de CAS
616-38-6
Synonymes
Carbonic acid dimethyl ester
Methyl carbonate

Conditionnement Prix ($) Quantité Disponibilité
100g 16,00
500g 35,80
2500g 115,00
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Dimethyl carbonate, 99%

MDL
MFCD00008420
EINECS
210-478-4

Propriétés chimiques

Formule
C3H6O3
Poids moleculaire
90.08
Point de fusion
ca 4°
Point d'ébullition
90°
Point d'éclair
16°(61°F)
Densité
1.070
Indice de réfraction
1.3680
Sensibilité
Moisture Sensitive
Solubilité
Miscible with alcohol and ether. Immiscible with water.

Applications

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.

Notes

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

Références bibliographiques

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):

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).

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). 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.

For other reactions of dialkyl carbonates, see Diethyl­ carbonate, A12477.

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.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H225

Highly flammable liquid and vapour.

Mentions de prudence: P210-P280a-P240-P241-P303+P361+P353-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Wear protective gloves and eye/face protection. Ground/bond container and receiving equipment. Use explosion-proof electrical/ventilating/lighting/ equipment. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Merck
14,3241
Beilstein
635821
Classe de danger
3
Groupe d'emballage
II
Code tarifaire harmonisé
2920.90
TSCA
Yes
RTECS
FG0450000

Recommandé

  • A12477

    Diethyl carbonate, 99+%
  • A15735

    Ethylene carbonate, 99%
  • 10769

    Lithium foil, 0.75mm (0.03in) thick x 19mm (0.75in) wide, 99.9% (metals basis)
  • 11529

    Lithium hexafluorophosphate, 98%
  • 44225

    Lithium perchlorate, anhydrous, 99%

Consulté récemment

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Analytique et matériel de laboratoire