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305472 Sigma-Aldrich

Trimethyl orthoformate

anhydrous, 99.8%

Synonym: TMOF, Trimethoxymethane

  • CAS Number 149-73-5

  • Linear Formula CH(OCH3)3

  • Molecular Weight 106.12

  •  Beilstein/REAXYS Number 969215

  •  EC Number 205-745-7

  •  MDL number MFCD00008483

  •  eCl@ss 39021015

  •  PubChem Substance ID 24858434

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Properties

Related Categories Chemical Synthesis, Other Protecting and Derivatizing Reagents, Protecting and Derivatizing Reagents, Protection and Derivatization, Solvent Bottles,
grade   anhydrous
vapor density   3.67 (vs air)
vapor pressure   23.5 mmHg ( 20 °C)
  40 mmHg ( 30 °C)
  57 mmHg ( 40 °C)
InChI Key   PYOKUURKVVELLB-UHFFFAOYSA-N
assay   99.8%
expl. lim.   5.1 %
impurities   <0.002% water
  <0.005% water (100 mL pkg)
evapn. residue   <0.0005%
refractive index   n20/D 1.379 (lit.)
bp   101-102 °C (lit.)
density   0.97 g/mL at 25 °C (lit.)

Description

Application

Trimethyl orthoformate can be used:
• To convert sulfonic acids to methyl esters.
• To convert 2-acylcyclohexanones to the corresponding acetal derivatives.
• To mediate Pinacol reaction of various 1,2-diols with tin(IV) chloride without the formation of water.
• To synthesize 1-substituted-1H-1,2,3,4-tetrazoles via a three-component condensation with amine and sodium azide catalyzed by indium triflate under solvent-free conditions.
• For the N-methylation of amines in the presence of sulfuric acid.

Packaging

1, 2 L in Sure/Seal™

100 mL in Sure/Seal™

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 3272 3 / PGII
WGK Germany 
1
RTECS 
RM6650000
Flash Point(F) 
48.2 °F
Flash Point(C) 
9 °C

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Pressure-Temperature Calculator for Solvents

*Calculations provide estimated results based on Antoine's Coefficients and their associated temperature range values. Antoine's Coefficients were obtained from the National Institute of Standards an...

Peer-Reviewed Papers
15

References

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