Iodomethane CAS No 74-88-4
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- Appearance: Clear liquid
- Assay: 99. 0%min
- Stock: In stock
- Sample: Available
- Zhishang Chemical: Iodomethane Supplement
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Iodomethane: The Complete Guide
Index of Iodomethane Contents
- Item 1: Basic Info of Iodomethane
- Item 2: What is Iodomethane?
- Item 3: Iodomethane Uses
- Item 4: The Manager has Something to Say
- Item 5: What is a Methylation Reaction?
- Item 6: The Preparation Method of Iodomethane
- Item 7: Quality Control of Iodomethane
- Item 8: Hot Sale Products
- Item 9: Get Iodomethane Quotation
Iodomethane for Sale
Basic Info of Iodomethane
Basic Info
Chemical Name: | Iodomethane |
Other Name: | Methyliodide; iodomethane cas 74-88-4; Methyl iodide |
CAS: | 74-88-4 |
EINECS: | 200-819-5 |
Type: | Additives; Pharmaceutical raw materials |
Molecular Formula: | CH3I |
Molecular Weight: | 141.94 |
Chemical Properties
Melting point | −64(lit.) |
Boiling point | 41-43 °C |
density | 2.28 g/mL at 25 °C(lit.) |
vapor density | 4.89 (vs air) |
vapor pressure | 24.09 psi ( 55 °C) |
refractive index | n20/D 1.530 |
storage temp. | 2-8°C |
solubility | water: soluble14g/L at 20°C |
form | Liquid |
Specific Gravity | 2.280 |
color | Clear |
Odor | Sweet, ethereal odor (no threshold data available); inadequate warning properties |
Water Solubility | 14 g/L (20 ºC) |
Sensitive | Light Sensitive |
Other Info
Brand Name: | Zhishang Chemical |
Provide: | Iodomethane MSDS; Iodomethane COA |
What is Iodomethane?
Iodomethane, alias methyliodide, is a halogenated methane (chloromethane, methyl bromide, methyl iodide) compound, often used as an intermediate in organic synthesis in the pharmaceutical industry. Since iodide ion is a good leaving group, methyl iodide is very good Methylation reagents, commonly used in the methylation of alcohols, phenols, ketones, esters, carboxylic acids, amino compounds, cyano compounds, nitroalkanes, sulfones, sulfoxides, imines and hydrazones;
Methyl iodide is also a good initiator for the Grignard reaction, and is often used to initiate the Grignard reaction of inactive halides such as chlorinated aromatic hydrocarbons. It is often used as a raw material for the production of iodomethylmethionine (vitamin U), analgesics, antidote and other drugs and fire extinguishing agents, as well as a synthetic raw material for other organic compounds. It can also be used as a methylating reagent for the inspection of pyridine and the inspection of microscopes. , can also be used as a fumigant disinfectant. In agricultural production, it is used as a fungicide, phytoparasitic nematocide, soil pathogenicide, pre-sowing insecticide and herbicide.
【Precautions】It is toxic, corrosive and may cause cancer. Storage should be placed in a brown bottle to prevent the release of I2 by light. Store at low temperature and use in fume hood.
Iodomethane Uses
- Iodomethane is used as an analytical reagent and also in the pharmaceutical industry.
- Iodomethane is used as a fungicide, herbicide, insecticide or nematicide and as a component of fire extinguishers.
- Methyl iodide also has applications in microscopy due to its refractive index.
- Iodomethane is also a good initiator for Grignard reaction, and it is often used to initiate Grignard reaction of inactive halides such as chlorinated aromatic hydrocarbons. It can be used as the raw material of rhodium iodine catalyst to catalyze methanol carbonylation reaction.
- Iodomethane is often used as a raw material for the production of iodomethylmethionine (vitamin U), analgesics, antidote and other drugs and fire extinguishing agents, as well as a raw material for the synthesis of other organic compounds. It can also be used as a methylating reagent for the inspection of pyridine and for microscopy Inspection of.
- In agricultural production, it is used as a fungicide, phytoparasitic nematocide, soil pathogenicide, pre-sowing insecticide and herbicide.
Iodomethane is often used as an intermediate in organic synthesis in the pharmaceutical industry. It is often used in the methylation of alcohols, phenols, ketones, esters, carboxylic acids, amino compounds, cyano compounds, nitroalkanes, sulfones, sulfoxides, imines and hydrazones.
The Manager has Something to Say
This is William, CEO of Zhishang Chemical Co., Ltd.
Welcome to visit our factory . As the top chemical manufacturer, we have been striving for product quality, innovation , R&D, and customer service for the past 7 years. In the next 10 years or even longer, we are committed to becoming the most reliable chemical supplier in the world , creating a well-known international brand trusted by customers, with the spirit of “one meter wide, ten thousand meters deep”, we continue to focus on product research and development, continue to focus on customer service, continue to improve the supply chain service system, to create a professional chemical supply service team, to achieve win-win long-term cooperation. Please feel free to contact us if you have any questions.
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What is a Methylation Reaction?
Methyl iodide and dimethyl carbonate, dimethyl sulfate, and methyl trifluoromethanesulfonate are common methylating reagents.
According to the theory of soft and hard acid-base, iodine is a “soft” anion, so the methylation reaction in which methyl iodide participates should also occur in the “softer” segment of the two nucleophiles. For example, when reacting with thiocyanate ion, S is softer, so the possibility of attack from S atom is greater than that from N atom, and the product is mainly methyl thiocyanate (CH3SCN) rather than CH3NCS. Furthermore, the reaction between methyl iodide and the enolate formed from the 1,3-dicarbonyl compound can also be explained by the above theory. Oxygen atoms are harder than carbon atoms, and almost all reactions involving methyl iodide generate C-methylated products.
Iodomethane methylation has some of the following disadvantages:
- Its relative molecular mass is relatively large, the mass of one mole of MeI is almost equal to the mass of three moles of CH3Cl;
- Iodine compounds are still more expensive than chlorides and bromides, so dimethyl sulfate, which is cheaper in industry, still has many applications, although its toxicity is much higher than that of methyl iodide;
- The iodide ion leaving group may cause side reactions;
- Methyl iodide is more toxic than the corresponding chlorine and bromine compounds, and is very unfavorable to production workers.
Therefore, when selecting methylation reagents, many factors such as price, source, toxicity, chemical selectivity, and ease of reaction should be considered in a balanced manner.
The Preparation Method of Iodomethane
Halogen atom exchange method
The halogen atom exchange method is a common method for preparing iodohydrocarbons from chlorinated hydrocarbons and brominated hydrocarbons. However, due to the low boiling point of methyl bromide and methyl chloride, they are both gases at room temperature, so it is not very convenient to obtain in the laboratory. , and the reaction has high requirements on equipment, so the preparation of methyl iodide in the laboratory by this method is limited.
Reaction formula of halogen atom exchange method
The reaction of methanol
Iodine element method alcohol and iodine element in the presence of phosphorus is another method for the preparation of iodoalkane, but this method is more suitable for the preparation of secondary iodo hydrocarbons or tertiary iodo hydrocarbons from secondary alcohols or tertiary alcohols, Therefore, it is also limited in the preparation of iodomethane.
Reaction formula of methanol and iodine element method
Acetic acid, iodine element method
Carboxylic acid reacts with iodine and lead tetraacetate under light initiation to generate iodoalkane, this method can synthesize primary and secondary iodoalkanes in high yield, but there are poor atom economy and Environmentally unfriendly features.
Reaction formula of acetic acid and iodine element method
Methanol hydroiodic acid method
The reaction of alcohol and hydroiodic acid is a common method for the preparation of iodoalkane, and hydroiodic acid is usually generated by iodide alkali salt and acid in the reaction process. This method has convenient sources of reagents and simple operation.
Reaction formula of methanol hydroiodic acid method
The specific experimental steps are as follows: add 33.2g potassium iodide (0.2mol), 18-36mL water, 9.6g methanol (0.3mol) to a 100mL flask, add 0.1-0.22mol of acid at one time, install a fractionation device, heat, and control the reaction The temperature in the bottle is about 90 ℃, and the reaction is stopped when there is no more distillate. The reaction time is about 3-5h. The distillate is washed with 10 mL of water and dried with calcium chloride to obtain about 11.4 g of crude product with a purity of 95.0 %, the yield is about 40%. 5. Dimethyl sulfate method Dimethyl sulfate is a commonly used methylation reagent in industry. When using this method to prepare methyl iodide, due to the difference in boiling point between the raw material dimethyl sulfate and the product methyl iodide This method has the characteristics of convenient post-processing and good product purity.
Dimethyl sulfate method
Reaction formula of dimethyl sulfate method
The specific experimental steps are as follows: add 33.2g potassium iodide (0.2mol) and 0-18.0mL water to a 100mL three-necked flask equipped with a dropping funnel, a thermometer and a distillation device while reacting, then add 0-2.0g calcium carbonate, stir, Heating, keep the temperature at 60～65℃, add 12.6～25.2g dimethyl sulfate (0.1～0.2mol) in the dropping funnel, slowly add it dropwise, control the dripping speed to keep the continuous distillate distilling out, until the distillate distillate is continuously distilled out. Stop the reaction when there is no distillate after the methyl ester is added, and the dropwise addition time is about 1h. The distillate is washed with 20mL of water and dried with calcium chloride to obtain about 26.4g of crude product with a purity of 98.6% and a yield of about 93.0%.
Renference
- Iodomethane – WikiPedia
- Iodomethane – PubChem
- Yang Zhenping, Sheng Weijian, Jia Jianhong, Gao Jianrong.Comparison of different methods for preparing methyl iodide[J].Journal of Zhejiang University of Technology,2008,36(06):619-621.
Quality Control of Iodomethane
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