LITHIUM TRI-SEC-BUTYLBOROHYDRIDE
Lithium tri-sec-butylborohydride
CAS: 38721-52-7
Molecular Formula: C12H25BLi
LITHIUM TRI-SEC-BUTYLBOROHYDRIDE - Names and Identifiers
| Name | Lithium tri-sec-butylborohydride |
| Synonyms | L-selectride L-SELECTRIDE(R) l-selectride solution Lithiumbutylborohydride LITHIUM TRI-S-BUTYLHYDROBORATE LITHIUM TRIISOBUTYLHYDROBORATE Lithium triisobutylhydroborate lithium tri-sec-butylhydroborate LITHIUM TRI-SEC-BUTYLBOROHYDRIDE Lithium tri-sec-butylborohydride LITHIUM TRI-SEC-BUTYLHYDRIDOBORATE LITHIUM TRI-SEC-BUTYLBOROHYDRIDE, 1M IN THF lithium hydrido[tris(1-methylpropyl)]borate(1-) (beta-4)-borate(1-hydrotris(1-methylpropyl)-lithium |
| CAS | 38721-52-7 |
| EINECS | 254-101-1 |
| InChI | InChI=1/C12H28B.Li/c1-7-10(4)13(11(5)8-2)12(6)9-3;/h10-13H,7-9H2,1-6H3;/q-1;+1 |
| InChIKey | ACJKNTZKEFMEAK-UHFFFAOYSA-N |
LITHIUM TRI-SEC-BUTYLBOROHYDRIDE - Physico-chemical Properties
| Molecular Formula | C12H25BLi |
| Molar Mass | 187.08 |
| Density | 0.89g/mLat 25°C |
| Flash Point | 1°F |
| Water Solubility | reacts |
| Solubility | Miscible with tetrahydrofuran. |
| Appearance | Liquid |
| Color | Colorless to yellow |
| BRN | 4007327 |
| Storage Condition | Flammables area |
| Sensitive | Moisture Sensitive |
LITHIUM TRI-SEC-BUTYLBOROHYDRIDE - Risk and Safety
| Risk Codes | R11 - Highly Flammable R14/15 - R17 - Spontaneously flammable in air R34 - Causes burns R35 - Causes severe burns R19 - May form explosive peroxides R40 - Limited evidence of a carcinogenic effect R37 - Irritating to the respiratory system |
| 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.) S7/8 - S30 - Never add water to this product. |
| UN IDs | UN 3394 4.2/PG 1 |
| WGK Germany | 1 |
| FLUKA BRAND F CODES | 10 |
| TSCA | Yes |
| HS Code | 29319090 |
| Hazard Class | 4.3 |
| Packing Group | II |
LITHIUM TRI-SEC-BUTYLBOROHYDRIDE - Reference Information
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| product description | lithium tri-sec-butyl borohydride, the commercial form of this product is one mole solution dissolved in tetrahydrofuran. This product is widely used as a mild and highly stereoselective strong reducing agent in organic synthesis. It is used for asymmetric selective reduction of ketones to obtain alcohols. It can also be used for conjugated addition and reduction of enols 1 and 4 to obtain ketones or alcohols. It is used for selective reduction of conjugated double bonds and iodides of extracyclic propylene fine derivatives. For diesters, dehalogenated monocyclic pyrimidine, in the rearrangement of 5-trimethylsilylbain and deprotected N-methoxycarbonyl opioid substitution of N-non-opioid reactions, it is an effective de-racemization reagent, under low temperature conditions, Can effectively reduce conjugated carbonyl compounds. |
| characteristics | lithium tri-sec-butyl borohydride is a new type of hydride reducing agent, which has the characteristics of strong reduction ability, high regional and stereoselectivity. |
| preparation | in a 3000ml three-mouth bottle, add 1000ml of 1mol/L tri-sec-butyl boron tetrahydrofuran solution, add 1000ml of 1mol/L triethylenediamine tetrahydrofuran solution at the same time, add nitrogen to start stirring, and cool the mixture of the two to 0 ℃ in an ice water bath, 1000ml of 1mol/L lithium aluminum hydride tetrahydrofuran solution with a constant pressure funnel is slowly added to the mixture for about 10 hours. It must be kept in an ice water bath throughout the drip process. When about 500ml of lithium aluminum hydride tetrahydrofuran solution is added dropwise, white suspended matter appears in the solution. The appearance of white suspended matter is the characteristic phenomenon of this experiment. If there is no white suspended matter in the experiment, this experiment is not successful. After adding the lithium aluminum hydride tetrahydrofuran solution, continue to stir for half an hour, and filter in a 800 filter device to obtain a colorless and transparent liquid, which is detected as a product of about 0.32mol/L. |
| Use | Lithium tri-sec-butyl borohydride is a particularly powerful and highly stereoselective reducing agent for diastereoselective reduction of ketone compounds, so that alcohol compounds are selectively reduced. It is also an effective de-racemization reagent, which can effectively reduce conjugated carbonyl compounds under low temperature conditions, and can be used in the pharmaceutical industry and perfume industry. |
Last Update：2024-04-10 22:29:15
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