SODIUM TRIACETOXYHYDROBORATE
Sodium triacetoxyborohydride
CAS: 56553-60-7
Molecular Formula: C6H10BNaO6
SODIUM TRIACETOXYHYDROBORATE - Names and Identifiers
| Name | Sodium triacetoxyborohydride |
| Synonyms | stab STAB Sodium triacetoborohydride Sodium Triacetoxyborohyride sodiumtriacetoxyborohydride SODIUM TRIACETOXYBOROHYDRIDE Sodium triacetoxyborohydride sodium triacetoxyhydroborate SODIUM TRIACETOXYHYDROBORATE Triacetoxyborohydride sodium salt sodiumtriacetoxyborohydride,calselect?stab sodium tris(acetato-kappaO)(hydrido)borate(1-) Sodium triacetohydroborate, Triacetohydroborate sodium salt Borate(1-), tris(acetato-.kappa.O)hydro-, sodium, (T-4)- Sodium triacetate boron hydride |
| CAS | 56553-60-7 |
| EINECS | 411-950-4 |
| InChI | InChI=1/C6H10BO6.Na/c1-11-4(8)7(5(9)12-2)6(10)13-3;/h7H,1-3H3;/q-1;+1/rC6H10BNaO6/c1-12-4(9)7(8,5(10)13-2)6(11)14-3/h7H,1-3H3 |
| InChIKey | HHYFEYBWNZJVFQ-UHFFFAOYSA-N |
SODIUM TRIACETOXYHYDROBORATE - Physico-chemical Properties
| Molecular Formula | C6H10BNaO6 |
| Molar Mass | 211.94 |
| Density | 1.36[at 20℃] |
| Melting Point | 116-120 °C (dec.) (lit.) |
| Boling Point | 111.1℃[at 101 325 Pa] |
| Water Solubility | reacts |
| Solubility | Soluble in dimethyl sulfoxide, methanol, benzene, toluene, terahydrofuran, dioxane and methylene chloride. |
| Vapor Presure | 0Pa at 25℃ |
| Appearance | Powder |
| Color | White |
| Merck | 14,8695 |
| BRN | 4047608 |
| Storage Condition | Inert atmosphere,Room Temperature |
| Sensitive | Moisture Sensitive |
| Physical and Chemical Properties | Melting point 114-118 oC water-soluble reactions |
SODIUM TRIACETOXYHYDROBORATE - Risk and Safety
| Risk Codes | R15 - Contact with water liberates extremely flammable gases R34 - Causes burns R14/15 - R37/38 - Irritating to respiratory system and skin. R11 - Highly Flammable |
| Safety Description | S43 - In case of fire use ... (there follows the type of fire-fighting equipment to be used.) S7/8 - S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| UN IDs | UN 1409 4.3/PG 2 |
| WGK Germany | 3 |
| FLUKA BRAND F CODES | 10-21 |
| TSCA | Yes |
| HS Code | 29319090 |
| Hazard Note | Irritant/Flammable |
| Hazard Class | 4.3 |
| Packing Group | III |
SODIUM TRIACETOXYHYDROBORATE - Reference Information
Open Data Unverified Data
| LogP | -2.88--1.09 at 20℃ |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | sodium triacetoxyborohydride is a new catalyst developed in recent years for reductive amination, because of its excellent universality and selectivity, mild reaction conditions, good catalytic reduction performance, and easy separation and purification, the catalyst itself and by-products are non-toxic, no pollution to the environment, it is the preferred catalyst for reductive amination. |
| Application | sodium triacetoxyborohydride, white crystalline powder; Easily soluble in benzene for amination reduction of ketones and aldehydes, reductive amination/internalization of carbonyl complexes and amines, and reductive amination of aryl aldehydes. Sodium triacetoxyborohydride is mainly used for the amination reduction reaction of ketones and aldehydes, the reductive amination/internalization of carbonyl complexes and amines, and the reductive amination of aryl aldehydes. |
| reducibility | stable under generally acidic conditions, sodium triacetylborohydride NaBH(OAc)3 is used for the reductive amination reaction as is the case for NaBH3CN. In addition, in the case where there is an unprotected methoxy group in the β position, the anti-1, 3-diol is obtained by stereoselective reduction. |
| Application | a novel catalyst for reductive amination with excellent universality and selectivity, mild reaction conditions, catalytic reduction performance is good, and easy to separate and purify, the catalyst itself and by-products are non-toxic, no pollution to the environment, become the preferred catalyst for reductive amination reaction. reagents for the reductive amination reaction of ketones and aldehydes, the reductive amination/lactam reaction of carbonyl complexes and amines, and the reductive amination reaction of aryl aldehydes. |
| production method | 1. Four equivalents of Sodium Borohydride were suspended in benzene, 3.25 equivalents of glacial acetic acid were added and the mixture was refluxed under nitrogen for 15 minutes. When the initially generated large amount of gas (about 3 moles of hydrogen) subsided, a clear solution of sodium triacetoxyborohydride in benzene was obtained. |
Last Update：2024-04-09 19:43:38
SODIUM TRIACETOXYHYDROBORATE - Nature
| melting point | 116-120°C (dec.) (lit.) |
| storage conditions | Inert atmosphere,Room Temperature |
| solubility | Soluble in dimethyl sulfoxide, methanol, benzene, toluene, terahydrofuran, dioxane and methylene chloride. |
| morphology | Powder |
| color | White |
| water solubility | reacts |
| sensitivity | Moisture Sensitive |
| Merck | 14,8695 |
| BRN | 4047608 |
| InChIKey | HHYFEYBWNZJVFQ-UHFFFAOYSA-N |
| EPA chemical information | Borate(1-), tris(acetato-.kappa.O)hydro-, sodium, (T-4)- (56553-60-7) |
Last Update：2024-04-10 22:29:15
SODIUM TRIACETOXYHYDROBORATE - Security information
| dangerous goods mark | F,Xi,C |
| hazard category code | 15-34-14/15-37/38-11 |
| safety instructions | 43-7/8-45-36/37/39-26 |
| dangerous goods transport number | UN 1409 4.3/PG 2 |
| WGK Germany | 3 |
| F | 10-21 |
| Hazard Note | Irritant/Flammable |
| TSCA | Yes |
| HazardClass | 4.3 |
| PackingGroup | III |
| customs code | 29319090 |
Last Update：2024-04-10 22:29:15
SODIUM TRIACETOXYHYDROBORATE - Uses and synthesis methods
| overview |
Sodium triacetoxyborohydride is a new catalyst for reducing amination developed in recent years. Because of its excellent universality and selectivity, mild reaction conditions, good catalytic reduction performance, and It is easy to separate and purify. The catalyst itself and by-products are non-toxic and have no pollution to the environment. It has become the preferred catalyst for reducing amination reaction. |
| application | Sodium triacetoxyborohydride, white crystalline powder; easily soluble in benzene, used for the amination reduction reaction of ketones and aldehydes, the reductive amination/lacamination of carbonyl complexes and amines, and the reduction of aryl aldehydes Amination. Sodium triacetoxyborohydride is mainly used for the amination reduction reaction of ketones and aldehydes, the reductive amination/lacamidation of carbonyl complexes and amines, and the reductive amination of aryl aldehydes. |
| reducibility | It is stable under general acidic conditions. Sodium triacetylborohydride NaBH(OAc)3 is used for reductive amination like NaBH3CN. In addition, in the case of unprotected methoxy at the β position, anti-1, 3-diol is obtained by stereoselective reduction. |
| chemical properties | white solid. |
| use | The new catalyst for reductive amination has excellent universality and selectivity, mild reaction conditions, good catalytic reduction performance, and easy separation and purification. The catalyst itself and by-products are non-toxic and have no environmental pollution. It has become the preferred catalyst for reductive amination reaction. |
| use | Reagent, used for the reductive amination of ketones and aldehydes, the reductive amination/lacamination of carbonyl complexes and amines, and the reductive amination of aryl aldehydes. |
| production method |
1. Suspend 4 equivalents of sodium boron hydride in benzene, add 3.25 equivalents of glacial acetic acid, and return the mixture under nitrogen protection for 15 minutes. When the initial large amount of gas (about 3 moles of hydrogen) subsided, a clear solution of sodium triacetoxy boron hydride benzene was obtained. |
Last Update：2024-04-09 21:11:58
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