Sodium triacetoxyborohydride
Grundinformationen
- CAS
56553-60-7- Standard-SMILES
CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+]- InChIKey
HHYFEYBWNZJVFQ-UHFFFAOYSA-N- Summenformel
- C6H10BNaO6
- Durchschnittliche Molmasse
- 211,94 g/mol
- Monoisotopische Masse
- 212,0468125
Namen und Bezeichner
- Bevorzugter Name
- Sodium triacetoxyborohydride
- IUPAC
- sodium triacetyloxyboranuide
- Englischer Name
- Sodium triacetoxyborohydride
- Summenformel
- C6H10BNaO6
- Molmasse
- 211.94
Namen und Synonyme
4VU0JE4YSKDTXSID8074368Borate(1-), tris(acetato-kappaO)hydro-, sodium (1:1), (T-4)-RefChem:887964DTXCID5042089611-401-056553-60-7Borate(1-), tris(acetato-kappaO)hydro-, sodium, (T-4)-Sodium triacetoxyborohydrideSodium Triacetoxyborohydride (Technical Grade)C6H10BNaO6sodium trisacetoxyborohydride
Weitere Namen anzeigen
stabNaBH（OAc）3sodium tris(acetoxy)borohydrideSODIUM TRIACETOXYHYDROBORATESodium TriacetoxyborohyrideSodium triacetoborohydridesodium bis(acetyloxy)boranuidyl acetateSodium triacetoxySodium triacetoboroSodium triacetoboroh
sodium triacetoxy-borohydrideNa(OAc)3BHNaB(OAc)3HNaBH(AcO)3NaBH(OAc)3sodium tnacetoxyborohydndesodium;triacetoxyboranuideUNII-4VU0JE4YSK
Datenbank-Bezeichner
- CAS
56553-60-7
Eigenschaften
Berechnete Struktureigenschaften
- Polarare Oberfläche (TPSA)
- 78,9 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 6
- Schwere Atome
- 14
- Formalladung
- 0
- Komplexität
- 192
Experimentelle und physikochemische Eigenschaften
Physical DescriptionWhite crystalline powder; [Alfa Aesar MSDS]
Physikochemische Eigenschaften
- Schmelzpunkt
- 116 · 116-120 °C (dec.) (lit.)
- Siedepunkt
- 111.1 ℃[at · 111.1℃[at 101 325 Pa]
- Dichte
- 1.36 · 1.36[at 20℃]
- Dampfdruck
- 0 Pa · 0Pa at 25℃
- storage temp.
- Inert atmosphere,Room Temperature
- Löslichkeit
- Soluble in dimethyl sulfoxide, methanol, benzene, toluene, terahydrofuran, dioxane and methylene chloride.
- Aggregatzustand
- Powder
- Farbe
- White
- Wasserlöslichkeit
- reacts
- Merck
- 14 · 14,8695
- BRN
- 4047608 · 4047608
- InChI
- 1S/C6H10BO6.Na/c1-4(8)11-7(12-5(2)9)13-6(3)10;/h7H,1-3H3;/q-1;+1
- InChIKey
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H228 (38.3%): Flammable solid [Danger Flammable solids]；H260 (68.9%): In contact with water releases flammable gases which may ignite spontaneously [Danger Substances and mixtures which in contact with water, emit flammable gases]；H261 (31.1%): In contact with water releases flammable gas [Danger Substances and mixtures which in contact with water, emit flammable gases]；H314 (11.1%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]；H315 (83%): Causes skin irritation [Warning Skin corrosion/irritation]；H318 (65.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation]；H335 (26%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]；H360 (50.2%): May damage fertility or the unborn child [Danger Reproductive toxicity]
P203, P210, P223, P231+P232, P240, P241, P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P335+P334, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P318, P319, P321, P332+P317, P362+P364, P363, P370+P378, P402+P404, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 235 reports by companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Regulatory Information
Status: Active Update: 22-02-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/20512；Status: Active Update: 11-11-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/17743
Borate(1-), tris(acetato-.kappa.O)hydro-, sodium, (T-4)-: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryReacts with water evolving flammable gases; An irritant that may cause serious eye injury; [Alfa Aesar MSDS] See Lithium borohydride and Sodium borohydride. See Boric acid.
Chemie und Industrie
Verwendung und Herstellung
UsesUsed as a selective reducing agent in organic synthesis; [Merck Index]
Anwendungen
VerwendenSodium Triacetoxyborohydride(STAB) is a hydride reagent used in stereoselective reductive amination. It is able to replace toxic sodium cyanoborohydride under most conditions. It is selective in reducing aldehydes to alcohols in the presence of ketones. STAB is also stable in anhydrous acids, which enables reductive amination of aldehydes and ketones. It used in reductive amination of ketones and aldehydes and reductive amination/lactamization of carbonyl compounds with amines. The advantage of STAB compared to sodium cyanoborohydride is evident. STAB, being non-toxic, is easier to handle and forms no toxic by-products, making the treatment of process waste after the reaction simple and less costly.
Vor- und nachgelagerte Produkte
Vorgelagerte Rohstoffe
Nachgelagerte Produkte
Zugehörige Reaktionen
14.364
Notizen zur Verbindung
Wird geladen…