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289566

Sigma-Aldrich

Iodomethane

contains copper as stabilizer, ReagentPlus®, 99.5%

Synonym(s):

Methyl iodide

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About This Item

Empirical Formula (Hill Notation):
CH3I
CAS Number:
Molecular Weight:
141.94
Beilstein:
969135
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.21

vapor density

4.89 (vs air)

Quality Level

vapor pressure

24.09 psi ( 55 °C)
7.89 psi ( 20 °C)

product line

ReagentPlus®

Assay

99.5%

form

liquid

contains

copper as stabilizer

refractive index

n20/D 1.531 (lit.)

bp

41-43 °C (lit.)

mp

−64 (lit.)

solubility

water: soluble 14 g/L at 20 °C

density

2.28 g/mL at 25 °C (lit.)

storage temp.

2-8°C

SMILES string

CI

InChI

1S/CH3I/c1-2/h1H3

InChI key

INQOMBQAUSQDDS-UHFFFAOYSA-N

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General description

Iodomethane is an alkyl halide commonly employed as methylating agent.

Application

Iodomethane has been used as a methylating agent to synthesize:
  • N,N-dodecyl,methyl-polyethylenimine (PEI), a microbicidal polymer with potential application in microbicidal coatings.
  • Methylated-pyridine derivatives that can be used as RNA-specific fluorescent probes for live cell imaging.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Acute Tox. 4 Dermal - Aquatic Acute 1 - Aquatic Chronic 2 - Carc. 2 - Eye Dam. 1 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

89.8 °F - closed cup

Flash Point(C)

32.1 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A protocol for preparing, characterizing and using three RNA-specific, live cell imaging probes: E36, E144 and F22
Li Q & Chang YT
Nature Protocols, 1(6), 2922-2922 (2006)
Interaction of tris (triphenylphosphine) chlororhodium (I) with iodomethane, methylallyl, and allyl chloride.
Lawson DN, et al.
J. Chem. Soc. Sect. A, 1733-1736 (1966)
Iodomethane oxidation by dimethyldioxirane: a new route to hypoiodous acid and iodohydrines.
Asensio G, et al.
Organic Letters, 1(13), 2125-2128 (1999)
Efficient methylation of carboxylic acids with potassium hydroxide/methyl sulfoxide and iodomethane.
Avila-Zarraga JG and Martinez R.
Synthetic Communications, 31(14), 2177-2183 (2001)

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