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Tetramethoxymethane

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Tetramethoxymethane Basic information

Product Name:
Tetramethoxymethane
Synonyms:
  • Tetramethyl orthocarbonate 98%
  • Dimethoxymethylal
  • NSC 359558
  • Orthocarbonic acid, tetramethyl ester
  • Methane, tetramethoxy-
  • TETRAMETHYL ORTHOCARBONATE
  • TETRAMETHOXYMETHANE
CAS:
1850-14-2
MF:
C5H12O4
MW:
136.15
EINECS:
217-438-5
Product Categories:
  • Acetals/Ketals/Ortho Esters
  • Building Blocks
  • Acetals/Ketals/Ortho Esters
  • Chemical Synthesis
  • Organic Building Blocks
  • Oxygen Compounds
  • Organic Building Blocks
  • Oxygen Compounds
Mol File:
1850-14-2.mol
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Tetramethoxymethane Chemical Properties

Melting point:
-5 °C (lit.)
Boiling point:
114 °C (lit.)
Density 
1.023 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.385(lit.)
Flash point:
44 °F
storage temp. 
Refrigerator
solubility 
Chloroform, Ethyl Acetate, Methanol
form 
Liquid
color 
Colorless
Sensitive 
Moisture Sensitive
BRN 
1737682
CAS DataBase Reference
1850-14-2(CAS DataBase Reference)
NIST Chemistry Reference
Tetramethoxymethane(1850-14-2)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
10-36/37/38
Safety Statements 
26-37
RIDADR 
UN 3272 3/PG 2
WGK Germany 
3
21
HS Code 
2909.19.6000
HazardClass 
3.1
PackingGroup 
II

MSDS

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Tetramethoxymethane Usage And Synthesis

Description

Tetramethoxymethane can be usede in ?CO2 fixation, formation of orthocarbonates from diols and electrophilic introduction of an ester functionality.

Uses

Tetramethoxymethane has application within an electrolyte solution for the use of rechargeable lithium batteries. It has also been used as a reactant in the synthesis of novel anti-HIV-1 compounds.

Synthesis

Tetramethoxymethane has been prepared by heating a solution of Sodium Methoxide in methanol with chloropicrin, Trichloroacetonitrile, or thiocarbonyl perchlorate; the best yields have been obtained with the perchlorate. Alternatively, disodium hexamethoxystannate (prepared in situ from sodium methoxide and tetrachlorostannane) can be refluxed with Carbon Disulfide in methanol to form the orthocarbonate.

Purification Methods

Tetramethyl orthocarbonate (methyl orthocarbonate, tetramethoxy methane) [1850-14-2] M 136.2, m -5.6o, -5o, -2o, b 113.5o/760mm, 113.5 -114o/755mm, 112-114o/atm, d 4 1.0202, n D 1.3860. Purify it in the same way as for tetraethyl orthocarbonate. [Smith Acta Chem Scand 10 1006 1956, Tiekelmann & Post J Org Chem 13 266 1948, Kantlehner et al. Synthesis 73 1977, Beilstein 3 IV 4.]

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