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74-88-4

Basic Information
CAS No.: 74-88-4
Name: Iodomethane
Article Data: 446
Cas Database
Molecular Structure:
Molecular Structure of 74-88-4 (Iodomethane)
Formula: CH3I
Molecular Weight: 141.939
Synonyms: Ioguard;Methyl iodide;Methyl iodide (CH3I);Monoiodomethane;NSC 9366;
EINECS: 200-819-5
Density: 2.279 g/cm3
Melting Point: -64(lit.)
Boiling Point: 40.313 °C at 760 mmHg
Flash Point: 7.798 °C
Solubility: 14 g/L (20 °C) in water
Appearance: Clear colourless liquid with acrid odor
Hazard Symbols: ToxicT, FlammableF, HarmfulXn
Risk Codes: 21-23/25-37/38-40-11-39/23/24/25-23/24/25-38-20/22
Safety: 36/37-38-45-9-24-16
Transport Information: UN 2644 6.1/PG 1
PSA: 0.00000
LogP: 1.05120
Synthetic route
7289-51-2

methyl n-nonyl ether

A

74-88-4

methyl iodide

B

143-08-8

nonyl alcohol

Conditions
ConditionsYield
With Methyltrichlorosilane; sodium iodide In acetonitrile at 25℃; for 9h;A n/a
B 100%
80-48-8

methyl p-toluene sulfonate

methylphosphinobis(triethylammonium iodide)

A

C13H33N2P(2+)*2C7H7O3S(1-)

B

74-88-4

methyl iodide

Conditions
ConditionsYield
A 100%
B n/a

trans-(CH3)2Co(11-hydroxy-2,3,9,10-tetramethyl-1,4,8,11-tetraazaundeca-1,3,8,10-tetraen-1-olate)

7553-56-2

iodine

A

34557-54-5

methane

B

74-84-0

ethane

C

74-88-4

methyl iodide

Conditions
ConditionsYield
In tetrachloromethane Irradiation (UV/VIS); Irradiation at 509 nm in CCl4; Estimation of the quantum yield of the photochemical reaction. Yield of the products estimated by g.l.c.;A 0.02%
B <1
C 100%

trans-(CH3)2Co(11-hydroxy-2,3,9,10-tetramethyl-1,4,8,11-tetraazaundeca-1,3,8,10-tetraen-1-olate)

7553-56-2

iodine

trans-methyl iodo cobalt (III) 3,9-dimethyl-4,8-diazaundecane-3,8-diene-2,10-dione dioximate

B

74-88-4

methyl iodide

Conditions
ConditionsYield
In tetrachloromethane Kinetics; byproducts: C2H6, CH4; Irradiation (UV/VIS); Kinetics of the reaction of Co(CH3)2(H3CCNOHC(CH3)NC3H6NC(CH3)CNOCH3) with I2 under irradiation with light at 517 nm is investigated.; MeI and Co(CH3)I(H3CCNOHC(CH3)NC3H6NC(CH3)CNOCH3) are the main products, C2H6 and CH4 are byproducts.;A n/a
B 100%
23642-14-0

CoMe(pyridine)(dimethylglyoxime(-1H))2

7553-56-2

iodine

A

iodobisdimethylglyoximepyridine cobalt(III)

B

74-88-4

methyl iodide

Conditions
ConditionsYield
In tetrachloromethane Kinetics; Irradiation (UV/VIS); Kinetics of the reaction of Co(CH3)(H3CCNOHONCCH3)2(C5H5N) with I2 under irradiation with light at 517 nm is investigated.; MeI and CoI(H3CCNOHONCCH3)2(C5H5N) are the products.;A n/a
B 100%
23642-14-0

CoMe(pyridine)(dimethylglyoxime(-1H))2

74-88-4

methyl iodide

Conditions
ConditionsYield
With iodine In acetonitrile Kinetics; byproducts: {Co(bis(dimethylglyoximato))py(I)}; one-electron oxidn. of Co complex by I2 at 298 K; monitored by (1)H-NMR and UV spect. (361 nm);100%

C10H8I3InO2

A

C9H5I2InO2

B

74-88-4

methyl iodide

Conditions
ConditionsYield
In toluene at 50℃; for 10h;A 100%
B n/a
67-56-1

methanol

74-88-4

methyl iodide

Conditions
ConditionsYield
With iron; sodium iodide In water at 70℃; Reagent/catalyst; Temperature; Inert atmosphere;99.6%
With hydrogen iodide at 120℃; for 2h;76%
With hydrogen iodide

cis-{(CH3)2Co(2,2'-bipyridine)}(ClO4)

7553-56-2

iodine

cis-methyl iodo bis(2,2'-bipyridyl) cobalt(II) perchlorate

B

74-88-4

methyl iodide

Conditions
ConditionsYield
In tetrachloromethane Kinetics; byproducts: C2H6, CH4; Irradiation (UV/VIS); Kinetics of the reaction of Co(CH3)2(bipy)2ClO4 with I2 under irradiation with light at 517 nm is investigated.; MeI and Co(CH3)I(bipy)2ClO4 are the main products, C2H6 and CH4 are byproducts.;A n/a
B 99%

cis-{(CH3)2Co(2,2'-bipyridine)}(ClO4)

A

34557-54-5

methane

B

74-84-0

ethane

C

74-88-4

methyl iodide

Conditions
ConditionsYield
With iodine In acetonitrile Kinetics; byproducts: I3(1-), (CH3Co(2,2'-bipyridine)2I)(1+); one-electron oxidn. of cis-Co complex by I2 at 298 K; monitored by (1)H-NMR and UV spect. (361 nm);A <1
B 0.6%
C 99%
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  • Iodomethane 74-88-4

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    Iodomethane 74-88-4

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Specification

The Iodomethane, also known as Iodure de methyle, is the chemical compound with the formula CH3I. It belongs to the product categories of Organics; Piperazine Derivates. Its EINECS registry number is 200-819-5. With the CAS registry number 74-88-4, its IUPAC name is iodomethane. Iodomethane is used in organic synthesis as a source of methyl groups, and was approved for use as a pesticide in a controversial decision by the United States Environmental Protection Agency in 2007. It can be used for the methylation of carboxylic acids or phenols. Iodomethane has also been proposed for use as a fungicide, herbicide, insecticide, nematicide, and as a soil disinfectant, replacing bromomethane (banned under the Montreal Protocol). 

Physical properties of Iodomethane: (1)ACD/LogP: 1.61; (2)ACD/LogD (pH 5.5): 1.609; (3)ACD/LogD (pH 7.4): 1.609; (4)ACD/BCF (pH 5.5): 9.841; (5)ACD/BCF (pH 7.4): 9.841; (6)ACD/KOC (pH 5.5): 178.832; (7)ACD/KOC (pH 7.4): 178.832; (8)Index of Refraction: 1.528; (9)Molar Refractivity: 19.651 cm3; (10)Molar Volume: 63.868 cm3; (11)Surface Tension: 27.25 dyne/cm; (12)Density: 2.222 g/cm3; (13)Flash Point: 7.798 °C; (14)Enthalpy of Vaporization: 27.298 kJ/mol; (15)Boiling Point: 40.313 °C at 760 mmHg; (16)Vapour Pressure: 437.086 mmHg at 25°C.

Preparation: 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:

3 CH3OH + PI3 → 3 CH3I + H3PO3

Uses of Iodomethane: it can be used for the methylation of carboxylic acids or phenols:

Iodomethane can be used for the methylation of carboxylic acids or phenols

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health. It is harmful by inhalation, in contact with skin and if swallowed. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CI
(2)InChI: InChI=1S/CH3I/c1-2/h1H3
(3)InChIKey: INQOMBQAUSQDDS-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 51mg/kg (51mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 84, 1982.
guinea pig LD50 skin 800mg/kg (800mg/kg)   Kodak Company Reports. Vol. 21MAY1971,
mouse LC50 inhalation 5gm/m3/57M-C (5000mg/m3)   British Journal of Industrial Medicine. Vol. 7, Pg. 122, 1950.
mouse LD50 intraperitoneal 172mg/kg (172mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 84, 1982.
mouse LD50 subcutaneous 110mg/kg (110mg/kg)   Toxicology and Applied Pharmacology. Vol. 4, Pg. 354, 1962.
rabbit LDLo oral 70mg/kg (70mg/kg)   "Patty's Industrial Hygiene and Toxicology," 3rd rev. ed., Clayton, G.D., and F.E. Clayton, eds., New York, John Wiley & Sons, Inc., 1978-82. Vol. 3 originally pub. in 1979; pub. as 2n rev. ed. in 1985.Vol. 2B, Pg. 3447, 1981.
rabbit LDLo skin 794mg/kg (794mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

GASTROINTESTINAL: OTHER CHANGES

BLOOD: HEMORRHAGE
National Technical Information Service. Vol. OTS0570629,
rat LC50 inhalation 1300mg/m3/4H (1300mg/m3)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 756, 1969.
rat LD50 intraperitoneal 101mg/kg (101mg/kg)   "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 84, 1982.
rat LD50 oral 76mg/kg (76mg/kg)   Biochemical Journal. Vol. 98, Pg. 38, 1966.
rat LD50 subcutaneous 110mg/kg (110mg/kg)   Zeitschrift fuer Krebsforschung. Vol. 74, Pg. 241, 1970.