Benzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate (BOP) 卡特缩合剂

CAS 56602-33-6 MFCD00011948

化学结构图

56602-33-6
SMILES: CN(C)[P+](On1nnc2ccccc21)(N(C)C)N(C)C.F[P-](F)(F)(F)(F)F

化学属性

Mol. FormulaC12H22F6N6OP2
Mol. Weight442.28
Melting Point>130°C
TSCANo
Density1.422
Stability对光和湿度敏感
SolubilitySoluble in water (hydrolyses), acetone, and dichloromethane.

别名和识别编码

Chemical NameBenzotriazol-1-yloxytris(dimethylamino)phosphonium Hexafluorophosphate (BOP)
CAS Number56602-33-6
Synonym BOP (hexafluorophosphate) {LY} BOP (hexafluorophosphate) {} {LY} BOP (hexafluorophosphate) {} {} {LY} BOP (hexafluorophosphate) {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} BOP (hexafluorophosphate) {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
PubChem Substance ID87564552
EC Number260-279-1
Beilstein Registry Number4287025
MDL NumberMFCD00011948
Reaxys-RN4287025
Chemical Name Translation卡特缩合剂
InChIKeyMGEVGECQZUIPSV-UHFFFAOYSA-N
LabNetwork Molecule IDLN00169062
Canonical SMILESF[P-](F)(F)(F)(F)F.CN(C)[P+](N(C)C)(N(C)C)ON1C2=CC=CC=C2N=N1
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分类

  • Miscellaneous Reagents
  • {SNA} Chemical Biology, Chemical Synthesis, Coupling, Peptide Chemistry, Peptide Coupling, Phosphonium/Uronium/Formamidinium, Synthetic Reagents

产品应用

  • Usually used as reagent for Peptide coupling,Synthesis of esters,Esterification of carboxylic acids,Plasmid CAN-encapsulating liposomes,Synthesis of magnolamide for antioxidative activity,Catalyst for preparation of 9-acridinecaroboxamide derivative.

相关文献及参考

  • Mild and efficient reagent for the preparation of esters from carboxylic acids and alcohols: Tetrahedron Lett., 36, 4253 (1995); for esterification of amino acids at low temperatures, see: Tetrahedron Lett., 35, 5603 (1994); for use in formation of mixed phosphonate diesters, see: J. Org. Chem., 60, 5214 (1995).
  • Reagent for high yield, low racemization peptide coupling: Tetrahedron Lett., 1219 (1975). See Appendix 6.
  • Mild and efficient reagent for the p
  • Reagent for high yield, low racemization peptide coupling: Tetrahedron Lett., 1219 (1975). See Appendix 6.
  • The carboxyphosphonium salts formed by reaction with carboxylic acids can be reduced with NaBH4, providng a mild method for reduction of acids to alcohols: Tetrahedron lett., 39, 3319 (1998).
  • Promotes the reaction of aliphatic primary amines with CS2 to give isothiocyanates which can be isolated in high yield or reacted in situ with nucleophiles: J. Chem. Soc., Chem. Commun., 1995 (1995).
  • Kenner, G.W., Seely, J., J. Am. Chem. Soc., 94, 3259 (1972),
  • 6. W. Chiou, et al., Heterocycles 65 , 1215-1220, (2005)

安全信息

GHS Symbol
WGK Germany3
Hazard Codes 4.1
Hazard statements
  • H315 Causes skin irritation 会刺激皮肤
  • H228 Flammable solid 易燃固体
  • H335 May cause respiratory irritation 可能导致呼吸道刺激
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Precautionary statements
  • 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。
  • P362 Take off contaminated clothing and wash before reuse. 脱掉污染的衣服,清洗后方可重新使用
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P305+P351+P338
  • P332+P313
  • P305+P351+P338+P337+P313
  • 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。
  • P302+P350
  • P337+P313
  • P302+P352+P332+P313+P362+P364
Signal word
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;
  • S37 Wear suitable gloves 戴适当手套;
  • 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;
Risk Statements
  • R11 Highly flammable 非常易燃
  • R37/38 Irritating to respiratory system and skin 对呼吸系统和皮肤有刺激性
  • R44 Risk of explosion if heated under confinement 密封下加热有爆炸危险
  • R2 Risk of explosion by shock, friction, fire or other sources of ignition 遇到震动、摩擦、火焰或者其它引燃物有爆炸危险
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Storage condition 2-8°C, sealed storage, away from moisture {LY} 2-8°C, sealed storage, away from moisture Moisture & Light Sensitive Store at room temperature {} {LY} 2-8°C, sealed storage, away from moisture {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away from moisture {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, sealed storage, away f
Packing GroupII
UN Number UN1325

其他信息

  • 在甲醇中25mg/ml,溶液澄清。对光敏感;对潮湿敏感磷正离子型多肽缩合剂[1.2];内酯化及酯化试剂[3.4]。

系列性分类