Sodium Triacetoxyborohydride 三乙酰氧基硼氢化钠

CAS 56553-60-7 MFCD00012211

化学结构图

56553-60-7
SMILES: CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+]

化学属性

Mol. FormulaNa(CH3CO2)3BH
Mol. Weight212
Melting Point110-120
TSCAYes
Density1.54
Appearance 白色固体。
Stability对空气敏感，对湿度敏感
RedoxOxidation

别名和识别编码

Chemical NameSodium Triacetoxyborohydride
CAS Number56553-60-7
Synonym STAB Sodium (T-4)-Tris(acetato-O)hydroborate(1-) Sodium triacetatohydroborate
MDL NumberMFCD00012211
EC Number000-000-0
Beilstein Registry Number4047608
PubChem Substance ID87575901
Chemical Name Translation三乙酰氧基硼氢化钠
Reaxys-RN4047608
Merck Number8695
LabNetwork Molecule IDLN00244284
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分类

  • {SNA} Borohydrides, Chemical Synthesis, Reduction, Synthetic Reagents
  • Miscellaneous Reagents

产品应用

  • 试剂，用于酮和醛的还原胺化反应，羰基复合物和胺类的还原胺化/内酰胺化，以及芳基醛的还原胺化反应。

相关文献及参考

  • Selective reducing agent; review: Org. Prep. Proced. Int., 17, 317 (1985). Reduces aldehydes in the presence of ketones: J. Chem. Soc., Chem. Commun., 535 (1975). For stereoselective reduction of ketones in AcOH, see: Tetrahedron Lett., 273 (1983). Reduces ß-hydroxy ketones diastereoselectively to anti-diols: J. Am. Chem. Soc., 110, 3560 (1988), and cyclic ß-enamino esters selectively to the cis-amino esters: J. Org. Chem., 59, 5328 (1994); Tetrahedron: Asymmetry, 5, 1455 (1994).
  • Merck:8695
  • McGill, J.M. et al.: Tetrahed. Lett., 37, 3977 (1996); Carlson, M. et al.: J. Chem. Edu., 77, 270 (2000);
  • Excellent reagent for reductive amination of aldehydes and ketones with a wide variety of amines: J. Org. Chem., 61, 3849 (1996); Tetrahedron Lett., 37, 3977 (1996); review: A.C.S. Symp. Ser., 641, 201 (1996).

安全信息

Safety Statements
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后，立即用大量水冲洗并征求医生意见；
  • S33 Take precautionary measures against static discharges 对静电采取预防措施；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护；
  • S43 In case of fire use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add -?Never use water) 着火时使用（指明具体的消防器材种类，如果用水增加危险，注明“禁止用水”
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置；
  • S7/8 Keep container tightly closed and dry 保存在严格密闭容器中，保持干燥；
UN Number 1409 2813
Risk Statements
  • R11 Highly flammable 非常易燃
  • R14/15 Reacts violently with water, liberating extremely flammable gases 遇水剧烈反应，释放出高度可燃气体
  • R15 Contact with water liberates extremely flammable gases 遇水会释放出极端易燃的气体
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R37/38 Irritating to respiratory system and skin 对呼吸系统和皮肤有刺激性
Storage condition Moisture Sensitive 充氩保存 还原剂，遇湿遇氧变质，密封保存
GHS Symbol
Precautionary statements
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • P223 Keep away from any possible contact with water, because of violent reaction and possible flash fire. 远离任何与水接触的可能，因为会剧烈反应可能产生闪火。
  • P231+P232
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P370+P378
  • P402+P404
  • P422 Store contents under… 存储目录在…之下。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H228 Flammable solid 易燃固体
  • H261 In contact with water releases flammable gas 与水接触时释放可燃气体。
  • H315 Causes skin irritation 会刺激皮肤
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
WGK Germany3
Signal word Danger
Packing GroupII
Hazard Codes 4.3 F F,Xi,C
Hazard Class4.3

其他信息

  • 易溶于苯及四氢呋喃。是较温和的选择性硼氢化试剂。和水反应，溶于THF、乙腈和1,2-二氯乙烷

系列性分类

  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Reduction - Synthetic Reagents
  1. Chemical Synthesis 化学合成
  2. Organometallic Reagents 金属有机试剂
  3. Boronic Acids and Derivatives 硼酸和硼酸衍生物
  4. Boronic Acids 硼酸
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Reduction - Synthetic Reagents
  4. Boranes - Reduction
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Reduction - Synthetic Reagents
  4. Borohydrides - Reduction
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Reduction - Synthetic Reagents
  4. Metal Hydrides 金属氢化物
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Chemicals by Class 化学分类法
  4. Metal Compounds 金属化合物