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Merck
CN

V001467

Sigma-Aldrich

Methanol

p.a., 99.9%

Synonym(s):

Methyl alcohol

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About This Item

Linear Formula:
CH3OH
CAS Number:
67-56-1
Molecular Weight:
32.04
Beilstein:
1098229
EC Number:
200-659-6
MDL number:
MFCD00004595
PubChem Substance ID:
329828644

Key Documents

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vapor density

1.11 (vs air)

vapor pressure

410 mmHg ( 50 °C)
97.68 mmHg ( 20 °C)

grade

p.a.

Assay

99.9%

autoignition temp.

725 °F

expl. lim.

36 %

refractive index

n20/D 1.329 (lit.)

bp

64.7 °C (lit.)

mp

−98 °C (lit.)

density

0.791 g/mL at 25 °C (lit.)

SMILES string

CO

InChI

1S/CH4O/c1-2/h2H,1H3

InChI key

OKKJLVBELUTLKV-UHFFFAOYSA-N

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General description

Methanol (carbinol or methyl alcohol or wood alcohol) is a primary aliphatic alcohol miscible in water. It′s a polar solvent used in many organic synthesis reactions. Recently, it has been used in direct methanol fuel cell (DMFC) technology and in the production of gasoline, olefins, and hydrocarbons.

Application

Methanol can be used:
  • In combination with magnesium as a reagent for the reduction of ozonides and peroxides chemoselectively.
  • In combination with NaNO2 and HCl as a reagent in the diazotization of arylamines.
  • As a solvent in many organic reactions like C-C bond cleavage, reduction, cycloaddition, and amination.

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Target Organs

Eyes,Central nervous system

Storage Class Code

3 - Flammable liquids

WGK

WGK 2

Flash Point(F)

49.5 °F - closed cup

Flash Point(C)

9.7 °C - closed cup

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
DCBD6220V

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A new simplified protocol for copper (I) alkyne-azide cycloaddition reactions using low substoichiometric amounts of copper (II) precatalysts in methanol
Buckley B, et al.
Synlett, 27(01), 51-56 (2016)
Magnesium/methanol: An effective reducing agent for peroxides
Dai P, et al.
The Journal of Organic Chemistry, 69(8), 2851-2852 (2004)
One-pot sequential 1, 4-and 1, 2-reductions of α,β-unsaturated δ-lactones to the corresponding δ-lactols with CuCl and NaBH4 in methanol
Matsumoto Y and Yonaga M
Synlett, 25(12), 1764-1768 (2014)
A reductive amination of carbonyls with amines using decaborane in methanol
Bae J, et al.
Journal of the Chemical Society, Part 1, 27(2), 145-146 (2000)
Methanol-promoted Borylation of Arylamines: A simple and green synthetic method to Arylboronic acids and Arylboronates
Zhao C, et al.
Synlett, 25(11), 1577-1584 (2014)
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