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methyl iodide

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methyl iodide

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Also known as monoiodomethane, MeI, CH3I, iodomethane, Halon 10001

Iodomethane, also called methyl iodide, and commonly abbreviated "MeI", is the chemical compound with the formula . It is a dense, colorless, volatile liquid. In terms of chemical structure, it is related to methane by replacement of one hydrogen atom by an atom of iodine. It is naturally emitted in small amounts by rice plantations. It is also produced in vast quantities estimated to be greater than 214,000 tons annually by algae and kelp in the world's temperate oceans, and in lesser amounts on land by terrestrial fungi and bacteria. It is used in organic synthesis as a source of methyl grou

Chemical data

Formula
CH3I
Molecular weight
141.939 g/mol
IUPAC name
iodomethane
SMILES
CI
InChIKey
INQOMBQAUSQDDS-UHFFFAOYSA-N
XLogP
1.5
Polar surface area
0 Ų
H-bond donors
0
H-bond acceptors
0
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Subclass of
halon
Has part
carbon
Mass
141.928
Show 14 more facts
canonical SMILES
CI
chemical formula
CH₃I
NIOSH Pocket Guide ID
0420
density
2.28
immediately dangerous to life or health
580
melting point
-66.45
boiling point
42.55
vapor pressure
400
solubility
1
ionization energy
9.54
time-weighted average exposure limit
28
standard molar entropy
254.1
Commons category
Iodomethane
electric dipole moment
1.62
Sources (5)

via Wikidata · CC0

~13 min read

Encyclopedic overview

17 sections
Contents
  • Preparation and handling
  • Storage and purification
  • Biogenic iodomethane
  • Reactions
  • Methylation reagent
  • Other reactions
  • Trideuteroiodomethane
  • Use as a pesticide
  • United States
  • California
  • Safety
  • Toxicity and biological effects
  • Carcinogenicity in mammals
  • See also
  • References
  • Additional sources
  • External links

Iodomethane, also called methyl iodide, and commonly abbreviated "MeI", is the chemical compound with the formula . It is a dense, colorless, volatile liquid. In terms of chemical structure, it is related to methane by replacement of one hydrogen atom by an atom of iodine. It is naturally emitted in small amounts by rice plantations. It is also produced in vast quantities estimated to be greater than 214,000 tons annually by algae and kelp in the world's temperate oceans, and in lesser amounts on land by terrestrial fungi and bacteria. It is used in organic synthesis as a source of methyl groups.

==Preparation and handling== Iodomethane is formed via the exothermic reaction that occurs when iodine is added to a mixture of methanol with red phosphorus. The iodinating reagent is phosphorus triiodide that is formed in situ:

Excerpted from Wikipedia’s “methyl iodide” article, available under the CC BY-SA 4.0 licence.

Gallery (2)