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Iodomethane information


Iodomethane
Stereo skeletal formula of iodomethane with all explicit hydrogens added
Ball and stick model of iodomethane
Ball and stick model of iodomethane
Spacefill model of iodomethane
Spacefill model of iodomethane
Names
Preferred IUPAC name
Iodomethane[1]
Other names
  • Methyl iodide[1]
  • Methyl iodine
  • Monoiodomethane
Identifiers
CAS Number
  • 74-88-4 checkY
3D model (JSmol)
  • Interactive image
Abbreviations
  • Halon 10001
  • MeI
Beilstein Reference
969135
ChEBI
  • CHEBI:39282 checkY
ChEMBL
  • ChEMBL115849 checkY
ChemSpider
  • 6088 checkY
ECHA InfoCard 100.000.745 Edit this at Wikidata
EC Number
  • 200-819-5
Gmelin Reference
1233
KEGG
  • C18448 checkY
MeSH methyl+iodide
PubChem CID
  • 6328
RTECS number
  • PA9450000
UNII
  • DAT010ZJSR checkY
UN number 2644
CompTox Dashboard (EPA)
  • DTXSID0024187 Edit this at Wikidata
InChI
  • InChI=1S/CH3I/c1-2/h1H3 checkY
    Key: INQOMBQAUSQDDS-UHFFFAOYSA-N checkY
SMILES
  • CI
Properties
Chemical formula
CH3I
Molar mass 141.939 g·mol−1
Appearance Colorless liquid
Odor Pungent, ether-like[2]
Density 2.28 g·mL−1
Melting point −66.5 °C; −87.6 °F; 206.7 K
Boiling point 42.4 to 42.8 °C; 108.2 to 108.9 °F; 315.5 to 315.9 K
Solubility in water
14 g·L−1 (at 20 °C, 68 °F)[3]
log P 1.609
Vapor pressure 54.4 kPa (at 20 °C, 68 °F)
Henry's law
constant (kH)
1.4 μmol·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)
82.75 J·K−1·mol−1
Std enthalpy of
formation fH298)
−14.1 – −13.1 kJ·mol−1
Std enthalpy of
combustion cH298)
−808.9 – −808.3 kJ·mol−1
Hazards
GHS labelling:
Pictograms
GHS06: Toxic GHS08: Health hazard
Signal word
Danger
Hazard statements
H301, H312, H315, H331, H335, H351
Precautionary statements
P261, P280, P301+P310, P311
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 3: Short exposure could cause serious temporary or residual injury. E.g. chlorine gasFlammability 0: Will not burn. E.g. waterInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
3
0
0
Lethal dose or concentration (LD, LC):
LD50 (median dose)
  • 76 mg·kg−1 (oral, rat)[3]
  • 800 mg·kg−1 (dermal, guinea pig)
LC50 (median concentration)
  • 1550 ppm (rat, 30 min)
  • 860 ppm (mouse, 57 min)
  • 220 ppm (rat, 4 hr)[4]
LCLo (lowest published)
3800 ppm (rat, 15 min)[4]
NIOSH (US health exposure limits):
PEL (Permissible)
TWA 5 ppm (28 mg/m3) [skin][2]
REL (Recommended)
Ca TWA 2 ppm (10 mg/m3) [skin][2]
IDLH (Immediate danger)
Ca [100 ppm][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).
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Infobox references

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.

  1. ^ a b "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.
  2. ^ a b c d NIOSH Pocket Guide to Chemical Hazards. "#0420". National Institute for Occupational Safety and Health (NIOSH).
  3. ^ a b Record in the GESTIS Substance Database of the Institute for Occupational Safety and Health
  4. ^ a b "Methyl iodide". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  5. ^ 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.

and 28 Related for: Iodomethane information

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Iodomethane

Last Update:

Iodomethane, also called methyl iodide, and commonly abbreviated "MeI", is the chemical compound with the formula CH3I. It is a dense, colorless, volatile...

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Diiodomethane

Last Update:

Diiodomethane or methylene iodide, commonly abbreviated "MI", is an organoiodine compound. Diiodomethane is a very dense colorless liquid; however, it...

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Halon

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bromine-containing haloalkanes) Halomethane compounds: Halon 10001 (iodomethane) Halon 1001 (bromomethane) Halon 1011 (bromochloromethane, CH2BrCl) Halon...

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Methyl nitrite

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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...

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Trimethylsulfoxonium iodide

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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...

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Methylation

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Methylations are commonly performed using electrophilic methyl sources such as iodomethane, dimethyl sulfate, dimethyl carbonate, or tetramethylammonium chloride...

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Functional group

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bromo- alkyl bromide Bromomethane (Methyl bromide) iodoalkane iodo RI R − I {\displaystyle {\ce {R-I}}} iodo- alkyl iodide Iodomethane (Methyl iodide)...

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Iodine

Last Update:

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...

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Methyl perchlorate

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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)...

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Mephentermine

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dehydration with benzaldehyde gives CID:12640087 (5). Alkylation with iodomethane led to CID:10058106 (6). Halogenation with thionyl chloride gave CID:129921490...

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Organoiodine chemistry

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discovered plakohypaphorines from the sponge Plakortis simplex. The sum of iodomethane produced by the marine environment, microbial activity in rice paddies...

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Iodine monoxide

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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...

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Dimethyl methylphosphonate

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methylphosphonate can be prepared from trimethyl phosphite and a halomethane (e.g. iodomethane) via the Michaelis–Arbuzov reaction. Dimethyl methylphosphonate is a...

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Glossary of chemical formulae

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chloromethane methyl chloride 74-87-3 CH3HgCH3 dimethylmercury 593-74-8 CH3I iodomethane methyl iodide 74-88-4 CH3OCH3 dimethyl ether 115-10-6 CH3NH2 methylamine...

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Phosphorus triiodide

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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...

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MEI

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Mercury, a family of grenades developed by Martin Electronics, Inc. Iodomethane (methyl iodide, MeI), a halomethane Multivariate ENSO index 4-Methylimidazole...

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Chugaev elimination

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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...

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Bromomethane

Last Update:

agricultural commodities in order to prevent the spread of invasive species. Iodomethane Propargyl bromide Ozone Brief exposure to high concentrations and prolonged...

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Carbonyldiimidazole

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least 3 equivalents of an activated halide (such as allyl bromide or iodomethane) and CDI yields the corresponding halide with good yield. Bromination...

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Dimethylaniline

Last Update:

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...

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Dimethyl carbonate

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Dimethyl carbonate's main benefit over other methylating reagents such as iodomethane and dimethyl sulfate is its low toxicity. Additionally, it is biodegradable...

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Atmospheric chemistry

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p41 532.3 Chloromethane, CH3Cl 503 Bromomethane, CH3Br 9–10 p44 7.7 Iodomethane, CH3I 0.36 Carbonyl sulfide, OCS 510 p26 413 Sulfur dioxide, SO2 70–200...

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Acetic acid

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produce acetic acid according to the equation: The process involves iodomethane as an intermediate, and occurs in three steps. A metal carbonyl catalyst...

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Silver chlorite

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acid to form chlorine dioxide. This compound explodes in contact with iodomethane and iodoethane. Silver chlorite can react with anhydrous ammonia to form...

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Halomethane

Last Update:

13BI Halon 1301 CBrF3 Trifluoroiodomethane Trifluoromethyl iodide Freon 13T1 Organic synthesis CF3I Iodomethane Methyl iodide Organic synthesis CH3I...

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Pyrrole

Last Update:

nucleophilic. Treating this conjugate base with an electrophile such as iodomethane gives N-methylpyrrole. N-Metalated pyrrole can react with electrophiles...

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Sulfonium

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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−...

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Monohalomethane

Last Update:

four common members are fluoromethane, chloromethane, bromomethane and iodomethane. Historical name for this group is methyl halides; it's still widely...

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