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| CAS No.: | 74-88-4 |
|---|---|
| Name: | Methyl Iodide |
| Article Data: | 446 |
| Molecular Structure: | |
|
|
|
| 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: |
 T,  F,  Xn
|
| 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 |
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| Conditions | Yield |
|---|---|
| With Methyltrichlorosilane; sodium iodide In acetonitrile at 25℃; for 9h; | A n/a B 100% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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% |
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methyl iodide
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| In toluene at 50℃; for 10h; | A 100% B n/a |
| Conditions | Yield |
|---|---|
| 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 |
| Conditions | Yield |
|---|---|
| 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% |
| Conditions | Yield |
|---|---|
| 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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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:
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. |