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CAS RN: 74-88-4 | Product Number: I0060
Iodomethane (stabilized with Copper chip)
×
Purity: >99.5%(GC)
Synonyms:
- Methyl Iodide (stabilized with Copper chip)
Product Documents:
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| Product Number | I0060 |
Purity / Analysis Method 
|
>99.5%(GC) |
| Molecular Formula / Molecular Weight | CH__3I = 141.94 |
| Physical State (20 deg.C) | Liquid |
| Storage Temperature
|
Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Light Sensitive,Moisture Sensitive |
| CAS RN | 74-88-4 |
| Reaxys Registry Number | 969135 |
| PubChem Substance ID | 125309537 |
| SDBS (AIST Spectral DB) | 3048 |
| Merck Index (14) | 6087 |
| MDL Number | MFCD00001073 |
Specifications
| Appearance | Colorless to Almost colorlessclear liquid |
| Purity(GC) | min. 99.5 % |
Properties (reference)
| Boiling Point | 43 °C |
| Specific Gravity (20/20) | 2.28 |
| Refractive Index | 1.53 |
| Solubility in water | Slightly soluble |
| Degree of solubility in water | 14 g/l 20 °C |
| Solubility (miscible with) | Alcohol, Ether |
| Solubility (soluble in) | Acetone |
GHS
| Pictogram |
|
| Signal Word | Danger |
| Hazard Statements | H330 : Fatal if inhaled. H301 : Toxic if swallowed. H315 : Causes skin irritation. H319 : Causes serious eye irritation. H370 : Causes damage to organs. H372 : Causes damage to organs through prolonged or repeated exposure. H373 : May cause damage to organs through prolonged or repeated exposure. H351 : Suspected of causing cancer. H335 : May cause respiratory irritation. |
| Precautionary Statements | P501 : Dispose of contents/ container to an approved waste disposal plant. P270 : Do not eat, drink or smoke when using this product. P202 : Do not handle until all safety precautions have been read and understood. P260 : Do not breathe mist or vapours. P201 : Obtain special instructions before use. P271 : Use only outdoors or in a well-ventilated area. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P284 : Wear respiratory protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P337 + P313 : If eye irritation persists: Get medical advice/ attention. P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. P308 + P311 : IF exposed or concerned: Call a POISON CENTER/doctor. P362 + P364 : Take off contaminated clothing and wash it before reuse. P332 + P313 : If skin irritation occurs: Get medical advice/ attention. P301 + P310 + P330 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. Rinse mouth. P304 + P340 + P310 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Immediately call a POISON CENTER/doctor. P403 + P233 : Store in a well-ventilated place. Keep container tightly closed. P405 : Store locked up. |
Related Laws:
| RTECS# | PA9450000 |
Transport Information:
| UN Number | UN2644 |
| Class | 6.1 |
| Packing Group | I |
| Air Transportation | Forbidden for Air Transport |
| H.S.code* | 2903.69-000 |
Application
Methylation of Carboxylic Acids
References
- W. Craig, J. Chen, D. Richardson, R. Thorpe, Y. Yuan, Org. Lett. 2015, 17, 4620.
- S. Dhanasekaran, V. Bisai, R. A. Unhale, A. Suneja, V. K. Singh, Org. Lett. 2014, 16, 6068.
Application
Olefin Synthesis through Chugaev Elimination
Typical Procedure:
To a stirred solution of alcohol 1 (100 mg, 0.25 mmol) in THF (20 mL) is added 60% NaH (100 mg,) at 0 ℃. The reaction mixture is stirred for 2 h, followed by addition of carbon disulfie (1 mL), and the reaction mixture is stirred for an additional 1.5 h. After this period, MeI (0.5 mL) is added and the reaction mixture is allowed to come to room temperature and stirred overnight. Then ether (20 mL) is added, followed by ice-water (10 mL). The aqueous phase is extracted three times with ether. The combined organic layers are washed with brine, dried, and evaporated. The residue is purified by flash chromatography (AcOEt : Petroleum Ether = 1 : 9) to give 2 (61 mg, 0.13 mmol, Y. 51%) as a colorless oil. A solution of degassed and freshly distilled dodecane (5 mL) and 2 (61 mg, 0.13 mmol) is refluxed for 48 h at 216 ℃. Then the solvent is evaporated until 1 mL of the volume remained, followed by flash chromatography (AcOEt : Petroleum Ether = 1 : 9) to give 3 (35 mg, Y. 74%) as a colorless oil.
To a stirred solution of alcohol 1 (100 mg, 0.25 mmol) in THF (20 mL) is added 60% NaH (100 mg,) at 0 ℃. The reaction mixture is stirred for 2 h, followed by addition of carbon disulfie (1 mL), and the reaction mixture is stirred for an additional 1.5 h. After this period, MeI (0.5 mL) is added and the reaction mixture is allowed to come to room temperature and stirred overnight. Then ether (20 mL) is added, followed by ice-water (10 mL). The aqueous phase is extracted three times with ether. The combined organic layers are washed with brine, dried, and evaporated. The residue is purified by flash chromatography (AcOEt : Petroleum Ether = 1 : 9) to give 2 (61 mg, 0.13 mmol, Y. 51%) as a colorless oil. A solution of degassed and freshly distilled dodecane (5 mL) and 2 (61 mg, 0.13 mmol) is refluxed for 48 h at 216 ℃. Then the solvent is evaporated until 1 mL of the volume remained, followed by flash chromatography (AcOEt : Petroleum Ether = 1 : 9) to give 3 (35 mg, Y. 74%) as a colorless oil.
References
- Total Synthesis of Dihydroclerodin from (R)-(-)-Carvone
Application
Methylation of Alcohols using Methyl Iodide
Reference
- Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
- P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
Application
Methylation of Alcohols using Silver(I) Oxide and Methyl Iodide
Reference
- Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
- P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
Application
Methylation of Alcohols using Silver(II) Oxide and Methyl Iodide
Reference
- Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
- P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
Application
Methylation of Alcohols using Silver(I) Triflate and Methyl Iodide
Reference
- Protection for the Hydroxyl Group, Including 1,2- and 1,3-Diols
- P. G. M. Wuts, in Greene’s Protective Groups in Organic Synthesis, 5th ed., ed. by P. G. M. Wuts, John Wiley & Sons, Inc., Hoboken, New Jersey, 2014, Chap. 2, 17.
PubMed Literature
Documents
Product Articles
[TCIMAIL No.157] Short Topic: More ways to use reagents | Hydrolysis of Thioacetals Using Oxidizing Reagents
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