三甲基硅基化碘
Iodotrimethylsilane
CAS: 16029-98-4
Molecular Formula: C3H9ISi
三甲基硅基化碘 - Names and Identifiers
| Name | Iodotrimethylsilane |
| Synonyms | TMIS CT3610 TMS iodide Iodotrmethylsilane iodotrimethyl-silan TRIMETHYLIODOSILANE Trimethyliodosilane IODOTRIMETHYLSILANE Iodotrimethylsilane Trimethylsilyl iodide Silane, iodotrimethyl- Tri methyl silyl iodide IODOTRIMETHYLSILYL IODIDE trimethyliodosilane(tmis) Trimethyliodosilanestabilizedwithcoppergranules |
| CAS | 16029-98-4 |
| EINECS | 240-171-0 |
| InChI | InChI=1/C3H9ISi/c1-5(2,3)4/h1-3H3 |
| InChIKey | CSRZQMIRAZTJOY-UHFFFAOYSA-N |
三甲基硅基化碘 - Physico-chemical Properties
| Molecular Formula | C3H9ISi |
| Molar Mass | 200.09 |
| Density | 1.406g/mLat 25°C(lit.) |
| Boling Point | 106°C(lit.) |
| Flash Point | −25°F |
| Water Solubility | reacts |
| Solubility | reacts |
| Vapor Presure | 40.5mmHg at 25°C |
| Appearance | Liquid |
| Specific Gravity | 1.47 |
| Color | Clear colorless to reddish |
| BRN | 1731136 |
| Storage Condition | -20°C |
| Sensitive | Moisture & Light Sensitive |
| Refractive Index | n20/D 1.471(lit.) |
| Physical and Chemical Properties | Density 1.406 boiling point 106°C ND20 1.47-1.48 flash point -31°C water-soluble reactions |
| Use | Silylation reagent |
三甲基硅基化碘 - Risk and Safety
| Risk Codes | R11 - Highly Flammable R14 - Reacts violently with water R34 - Causes burns |
| Safety Description | S16 - Keep away from sources of ignition. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S43 - In case of fire use ... (there follows the type of fire-fighting equipment to be used.) S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S25 - Avoid contact with eyes. |
| UN IDs | UN 2924 3/PG 2 |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 8-21 |
| TSCA | Yes |
| HS Code | 29310095 |
| Hazard Class | 3 |
| Packing Group | II |
三甲基硅基化碘 - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | trimethyliodosilane, the compounds of carboxyl and amino groups form organosilicon reagents that are easily dissociated derivatives. These reagents are often used to protect hydroxyl groups in organic synthesis. The application of trimethyliodosilane is very wide and plays an important role in organic reactions. The demand for trimethyliodosilane as an intermediate for the production of Western medicine ceftazidime is increasing year by year. |
| Application | trimethyliodosilane can introduce trimethylsilyl into alcohols (ROH): r-OH TMSI → R-OTMS HI since the resulting Silicon ether is more volatile than the starting material (alcohol), this type of reaction may be useful for gas chromatography analysis. However, a material for preparing a bulk trimethylsilyl halide is preferable because of the low cost of trimethylchlorosilane. TMSI will react with the ether (ror') to form an iodohydrocarbon and trimethylsilyl ether (ROSiMe3), which can be hydrolyzed to form an alcohol. Trimethyliodosilane can be used to remove the tert-butoxycarbonyl group and is suitable for situations where other deprotection methods are not feasible. |
| preparation | trimethyliodosilane may be prepared by reacting hexamethylsilane with iodine. It can also be generated by the reaction of hexamethyldisiloxane and aluminum triiodide: TMS-TMS I2 → 2 TMSI (TMS = (CH3)3Si)3 TMS-O-TMS 2 AlI3 → 6 TMSI Al2O3 |
| Use | for organic synthesis. It is an efficient reagent mainly used in dealkylation and related reactions. It can be used as a protective agent for some active groups (Amino, hydroxyl) and can be used in the synthesis of cephalosporins. Note: The storage is easy to turn red (mainly to decompose the elemental iodine), so the copper powder is added in the storage. It is easy to smoke in the air and causes the solution to be red (cause: reaction with water) effective reagents for cleavage of ethers, esters, carbamates, ketals, lactones. important synthetic reagents for the synthesis of ceftazidime |
| production method | 5.6g(0.21mol) aluminum powder and 16.2g(0.10mol) hexamethyldisiloxane was added to the reactor and the air was replaced with nitrogen. Heated to 60 °c, 50.8g(0.2mol) of iodine was added with stirring, and the temperature was raised to 140 °c and refluxed for 1.5h. By distillation at atmospheric pressure, 32.6-35.3g of trimethyliodosilane was obtained in a yield of 82-88%. |
Last Update：2024-04-10 22:29:15
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三甲基硅基化碘
2-苯氧基乙基氯甲酸酯
地夸磷索杂质
TRIMETHYLOCTADECYLAMMONIUM BROMIDE
(1,10-PHENANTHROLINE)BIS(TRIPHENYLPHOSPHINE)COPPER (I) NITRATE DICHLOROMETHANE ADDUCT
diboranylidynetitanium
5-AMINOINDOLE MONOHYDROCHLORIDE
3-氯-6-甲基苯并噻吩-2-甲酸
N-(2-AMINOETHYL)DODECANAMIDE
双(5-硝基呋喃亚甲基)丙酮丙脒腙
2-苯氧基乙基氯甲酸酯
地夸磷索杂质
TRIMETHYLOCTADECYLAMMONIUM BROMIDE
(1,10-PHENANTHROLINE)BIS(TRIPHENYLPHOSPHINE)COPPER (I) NITRATE DICHLOROMETHANE ADDUCT
diboranylidynetitanium
5-AMINOINDOLE MONOHYDROCHLORIDE
3-氯-6-甲基苯并噻吩-2-甲酸
N-(2-AMINOETHYL)DODECANAMIDE
双(5-硝基呋喃亚甲基)丙酮丙脒腙