42.4 to 42.8 °C; 108.2 to 108.9 °F; 315.5 to 315.9 K
Solubility in water
14g·L−1 (at 20 °C, 68 °F)[3]
log P
1.609
Vapor pressure
54.4kPa (at 20 °C, 68 °F)
Henry's law constant (kH)
1.4μmol·Pa−1·kg−1
Magnetic susceptibility (χ)
−57.2·10−6 cm3·mol−1
Refractive index (nD)
1.530–1.531
Structure
Molecular shape
Tetrahedron
Thermochemistry
Heat capacity (C)
82.75J·K−1·mol−1
Std enthalpy of formation (ΔfH⦵298)
−14.1 – −13.1kJ·mol−1
Std enthalpy of combustion (ΔcH⦵298)
−808.9 – −808.3kJ·mol−1
Hazards
GHS labelling:
Pictograms
Signal word
Danger
Hazard statements
H301, H312, H315, H331, H335, H351
Precautionary statements
P261, P280, P301+P310, P311
NFPA 704 (fire diamond)
3
0
0
Lethal dose or concentration (LD, LC):
LD50 (median dose)
76mg·kg−1 (oral, rat)[3]
800mg·kg−1 (dermal, guinea pig)
LC50 (median concentration)
1550ppm (rat, 30min)
860ppm (mouse, 57min)
220ppm (rat, 4hr)[4]
LCLo (lowest published)
3800ppm (rat, 15min)[4]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 5ppm (28mg/m3) [skin][2]
REL (Recommended)
Ca TWA 2ppm (10mg/m3) [skin][2]
IDLH (Immediate danger)
Ca [100ppm][2]
Related compounds
Related iodomethanes
Methane
Diiodomethane
Iodoform
Carbon tetraiodide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Yverify (what is YN ?)
Infobox references
Chemical compound
Iodomethane, also called methyl iodide, and commonly abbreviated "MeI", is the chemical compound with the formula CH3I. 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 by rice plantations in small amounts.[5] 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.
^ ab"Front Matter". Nomenclature of Organic Chemistry : IUPAC Recommendations and Preferred Names 2013 (Blue Book). Cambridge: The Royal Society of Chemistry. 2014. p. 657. doi:10.1039/9781849733069-FP001. ISBN 978-0-85404-182-4.
^ abcdNIOSH Pocket Guide to Chemical Hazards. "#0420". National Institute for Occupational Safety and Health (NIOSH).
^ abRecord in the GESTIS Substance Database of the Institute for Occupational Safety and Health
^ ab"Methyl iodide". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
^K. R. Redeker; N.-Y. Wang; J. C. Low; A. McMillan; S. C. Tyler & R. J. Cicerone (2000). "Emissions of Methyl Halides and Methane from Rice Paddies". Science. 290 (5493): 966–969. Bibcode:2000Sci...290..966R. doi:10.1126/science.290.5493.966. PMID 11062125. S2CID 2830653.
Iodomethane, also called methyl iodide, and commonly abbreviated "MeI", is the chemical compound with the formula CH3I. It is a dense, colorless, volatile...
Diiodomethane or methylene iodide, commonly abbreviated "MI", is an organoiodine compound. Diiodomethane is a very dense colorless liquid; however, it...
Methyl nitrite can be prepared by the reaction of silver nitrite with iodomethane: Silver nitrite (AgNO2) exists in solution as the silver ion, Ag+ and...
available. It may be prepared by the reaction of dimethyl sulfoxide and iodomethane: (CH3)2SO + CH3I → (CH3)3SO+I− Corey, E. J.; Chaykovsky, Michael. "Methylenecyclohexane...
Methylations are commonly performed using electrophilic methyl sources such as iodomethane, dimethyl sulfate, dimethyl carbonate, or tetramethylammonium chloride...
New York: Wiley-Interscience, ISBN 978-0-471-72091-1 "Safety data for iodomethane". Oxford University. Archived from the original on 10 August 2010. Retrieved...
exposure to the vapor can cause death. It can be prepared by treating iodomethane with a solution of silver perchlorate in benzene. Urben, Peter (2017)...
dehydration with benzaldehyde gives CID:12640087 (5). Alkylation with iodomethane led to CID:10058106 (6). Halogenation with thionyl chloride gave CID:129921490...
discovered plakohypaphorines from the sponge Plakortis simplex. The sum of iodomethane produced by the marine environment, microbial activity in rice paddies...
oxide: 2 IO + 2 NO → I2 + 2 NO2 Atmospheric iodine atoms (e.g. from iodomethane) can react with ozone to produce the iodine monoxide radical: I2 + 2...
methylphosphonate can be prepared from trimethyl phosphite and a halomethane (e.g. iodomethane) via the Michaelis–Arbuzov reaction. Dimethyl methylphosphonate is a...
presence of the alcohol; for example, the conversion of methanol to give iodomethane: PI3 + 3 CH 3OH → 3 CH 3I + " H 3PO 3" These alkyl iodides are useful...
Mercury, a family of grenades developed by Martin Electronics, Inc. Iodomethane (methyl iodide, MeI), a halomethane Multivariate ENSO index 4-Methylimidazole...
out of the alkoxide and carbon disulfide (CS2). With the addition of iodomethane, the alkoxide is transformed into a methyl xanthate. At about 200 °C...
agricultural commodities in order to prevent the spread of invasive species. Iodomethane Propargyl bromide Ozone Brief exposure to high concentrations and prolonged...
least 3 equivalents of an activated halide (such as allyl bromide or iodomethane) and CDI yields the corresponding halide with good yield. Bromination...
German chemist A. W. Hofmann, who prepared it by heating aniline and iodomethane: C6H5NH2 + 2 CH3I → C6H5N(CH3)2 + 2 HI DMA is produced industrially by...
Dimethyl carbonate's main benefit over other methylating reagents such as iodomethane and dimethyl sulfate is its low toxicity. Additionally, it is biodegradable...
produce acetic acid according to the equation: The process involves iodomethane as an intermediate, and occurs in three steps. A metal carbonyl catalyst...
acid to form chlorine dioxide. This compound explodes in contact with iodomethane and iodoethane. Silver chlorite can react with anhydrous ammonia to form...
nucleophilic. Treating this conjugate base with an electrophile such as iodomethane gives N-methylpyrrole. N-Metalated pyrrole can react with electrophiles...
with alkyl halides. For example, the reaction of dimethyl sulfide with iodomethane yields trimethylsulfonium iodide: CH 3–S–CH 3 + CH 3–I → (CH 3) 3S+ I−...
four common members are fluoromethane, chloromethane, bromomethane and iodomethane. Historical name for this group is methyl halides; it's still widely...