1,1,1,3,3,3-HEXAMETHYLDISILAZANE LITHIUM SALT
Lithium bis(trimethylsilyl)amide
CAS: 4039-32-1
Molecular Formula: C6H18LiNSi2
1,1,1,3,3,3-HEXAMETHYLDISILAZANE LITHIUM SALT - Names and Identifiers
| Name | Lithium bis(trimethylsilyl)amide |
| Synonyms | LHMDS LIHMDS LiHMDS LITHIUM HEXAMETHYLDISILAZIDE Lithium hexamethyldisilazide LITHIUM HEXAMETHYLDISILAZANE Lithium bis(trimethylsilyl)amide LITHIUM-BIS-(TRIMETHYLSILYL)-AMID HEXAMETHYLDISILAZANE LITHIUM SALT 1,1,1,3,3,3-HEXAMETHYLDISILAZAN LITHIUMSALZ lithium 1,1,1,3,3,3-hexamethyldisilazan-2-ide 1,1,1,3,3,3-HEXAMETHYLDISILAZANE LITHIUM SALT |
| CAS | 4039-32-1 |
| EINECS | 223-725-6 |
| InChI | InChI=1/C6H19NSi2.Li/c1-8(2,3)7-9(4,5)6;/h7H,1-6H3;/q;+1 |
| InChIKey | YNESATAKKCNGOF-UHFFFAOYSA-N |
1,1,1,3,3,3-HEXAMETHYLDISILAZANE LITHIUM SALT - Physico-chemical Properties
| Molecular Formula | C6H18LiNSi2 |
| Molar Mass | 167.33 |
| Density | 0.860 g/mL at 25 °C (lit.) |
| Melting Point | 73°C |
| Boling Point | 55-56°C |
| Flash Point | 48°F |
| Water Solubility | hydrolysis |
| Solubility | hydrolysis |
| Appearance | Powder |
| Specific Gravity | 0.716 |
| Color | White |
| Exposure Limit | ACGIH: TWA 50 ppm; STEL 100 ppm (Skin)OSHA: TWA 200 ppm(590 mg/m3)NIOSH: IDLH 2000 ppm; TWA 200 ppm(590 mg/m3); STEL 250 ppm(735 mg/m3) |
| BRN | 3567910 |
| Storage Condition | Store below +30°C. |
| Sensitive | 8: reacts rapidly with moisture, water, protic solvents |
| Refractive Index | n20/D 1.425(lit.) |
| Physical and Chemical Properties | Trait solid. melting point 71~72 ℃ boiling point 114~116 ℃(133.322) |
| Use | Used for aldehyde alcohol condensation, is a commonly used organic base |
1,1,1,3,3,3-HEXAMETHYLDISILAZANE LITHIUM SALT - Risk and Safety
| Risk Codes | R11 - Highly Flammable R34 - Causes burns R48/20 - R63 - Possible risk of harm to the unborn child R65 - Harmful: May cause lung damage if swallowed R67 - Vapors may cause drowsiness and dizziness R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R35 - Causes severe burns R20 - Harmful by inhalation R62 - Possible risk of impaired fertility R14 - Reacts violently with water R40 - Limited evidence of a carcinogenic effect R37 - Irritating to the respiratory system R19 - May form explosive peroxides |
| Safety Description | S9 - Keep container in a well-ventilated place. S16 - Keep away from sources of ignition. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S29 - Do not empty into drains. S33 - Take precautionary measures against static discharges. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S62 - If swallowed, do not induce vomitting; seek medical advice immediately and show this container or label. S57 - Use appropriate container to avoid environmental contamination. S43 - In case of fire use ... (there follows the type of fire-fighting equipment to be used.) |
| UN IDs | UN 2925 4.1/PG 2 |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 10-23 |
| TSCA | Yes |
| HS Code | 29319090 |
| Hazard Class | 4.3 |
| Packing Group | II |
1,1,1,3,3,3-HEXAMETHYLDISILAZANE LITHIUM SALT - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| Overview | Bistrimethylsilylamine lithium is also called lithium hexamethyldisilamide (LiHMDS). Bistrimethylsilylamine lithium can be used to prepare metal complexes with low coordination numbers because of the large steric hindrance of ligand (TMS)2N. Such examples are M[N(TMS)2]3(M = SC, Ti,V,Fe;TMS =(CH3)3Si)). Reacts with trimethylchlorosilane to produce tris (trimethylsilyl) amine, in which the coordination number of nitrogen is 3, and the spatial configuration is a plane regular triangle. In organic synthesis or drug synthesis, double trimethylsilylamine lithium is usually used as a strong base to form various lithium salts through exchange reactions such as the formation of lithium acetylene, or the preparation of lithium enol salts, etc., and then further complete the functional group conversion. |
| Application | Bistrimethylsilylamine lithium (LiHMDS) can be used as a non-nucleophilic strong base, which can be used to form enol reactions, enol ester stereospecific Claisen rearrangement reaction, the reaction of converting aldehyde into silimine, the reaction of glycidyl ester, the reaction of β lactam, the selective cleavage reaction of aryl alkyl ether, it is mainly used in laboratory research and development process and organic synthesis process. |
| prepare | to ensure that the 500L reactor is clean and dry, the pressure gauge and thermometer are within the validity period, the bottom valve is closed, and the reactor is replaced three times with argon; Add 180kg of tetrahydrofuran and 100kg of hexamethyldisilazane to the reactor through the high-level tank, cool down to -15 ℃ 5 ℃, maintain this temperature, and open the balance pipe valve, the n-butyl lithium solution (2.5M n-hexane solution) with a mass of 171kg and a molar concentration of 1.6M-2.5M was added dropwise through a high-level tank for about 6 hours, the temperature was raised to 10 ℃, and the temperature was kept for 1 hour to obtain the lithium hexamethyldisilamide solution. The concentration was sampled and the yield was 98%. |
| Use | Used for aldehyde-alcohol condensation, it is a commonly used organic base Non-nucleophilic strong base, which can be used to form enol reactions, enol ester stereospecific Claisen rearrangement reaction, the reaction of converting aldehyde into silimine, the reaction of glycidyl ester, the reaction of β-lactam, and the selective cleavage reaction of aryl alkyl ether. |
Last Update：2024-04-10 22:29:15
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