316393

Sodium triacetoxyborohydride

97%

• 동의어(들): STAB
• Linear Formula: (CH₃COO)₃BHNa
• CAS Number: 56553-60-7
• Molecular Weight: 211.94
• Beilstein: 4047608
• MDL number: MFCD00012211
• UNSPSC 코드: 12352302
• PubChem Substance ID: 24859012
• NACRES: NA.22

속성

• 분석: 97%
• 반응 적합성: reagent type: reductant
• mp: 116-120 °C (dec.) (lit.)
• SMILES string: [Na+].CC(=O)O[BH-](OC(C)=O)OC(C)=O
• InChI: 1S/C6H10BO6.Na/c1-4(8)11-7(12-5(2)9)13-6(3)10;/h7H,1-3H3;/q-1;+1
• InChI key: HHYFEYBWNZJVFQ-UHFFFAOYSA-N

설명

일반 설명

Sodium triacetoxyborohydride (NaBH(OAc)3) is particularly effective in reductive aminations due to its large scope, mildness, and selectivity. It is preferred to sodium cyanoborohydride(NaBH3CN) in many applications due to reduced toxicity of the side products formed, and better yields and reproducibility during synthesis.

애플리케이션

Sodium triacetoxyborohydride or [NaBH(OAc)₃] can be used as a reagent:

• In the reductive amination of ketones and aldehydes.
• To prepare N-benzyl-γ-valerolactam by reacting with methyl 4-oxopentanoate and benzylamine via reductive amination/lactamization.
• To reduce imines and enamines to corresponding amines.
• To reduce quinolines and isoquinolines to corresponding tetrahydro derivatives.
• In the hydroboration of alkenes.
• To synthesize nitroxide biradicals for creating high relaxivity terminal groups linkage to dendrimers.

Applications using Sodium triacetoxyborohydride

안전성 정보

• 픽토그램: GHS02,GHS08,GHS05,GHS07
• 신호어: Danger
• 유해 및 위험 성명서: H228,H260,H302,H318,H360FD
• 예방조치 성명서: P210 - P231 + P232 - P280 - P301 + P312 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Eye Dam. 1 - Flam. Sol. 1 - Repr. 1B - Water-react 1
• 보충제 위험성: EUH014
• Storage Class Code: 4.3 - Hazardous materials which set free flammable gases upon contact with water
• WGK: WGK 2
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable