Methyl (triphenylphosphoranylidene)acetate 甲氧甲酰基亚甲基三苯基膦

CAS 2605-67-6 MFCD00008455

化学结构图

2605-67-6
SMILES: COC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1

化学属性

Mol. FormulaC21H19O2P
Mol. Weight334.35
Melting Point168-172°C
TSCAYes
Density1.17
Solubility不溶
Stability对空气敏感
Boiling Point479.1°C at 760 mmHg

别名和识别编码

Chemical NameMethyl (Triphenylphosphoranylidene)Acetate
CAS Number2605-67-6
Alfabeta NameCARBOMETHOXYMETHYLENETRIPHENYLPHOSPHORANE
MDL NumberMFCD00008455
Synonym Methyl 2-(triphenylphosphoranylidene)acetate {LY} Methyl 2-(triphenylphosphoranylidene)acetate {} {LY} Methyl 2-(triphenylphosphoranylidene)acetate {} {} {LY} Methyl 2-(triphenylphosphoranylidene)acetate {} {} {} {LY} Methyl 2-(triphenylphosphoranylidene)acetate {} {} {} {} {LY} Methyl 2-(triphenylphosphoranylidene)acetate {} {} {} {} {} {LY} Methyl 2-(triphenylphosphoranylidene)acetate {} {} {} {} {} {} {} {} {} {} {} {} {LY} Methyl 2-(triphenylphosphoranylidene)acetate {} {} {} {} {} {} {} {LY} Methyl 2-(triphenylphosphoranylidene)acetate {} {} {} {} {} {} {} {} {LY} Methyl 2-(triphenylphosphoranylidene)acetate {} {} {} {} {} {} {} {} {} {LY} Methyl 2-(triphenylphosphoranylidene)acetate {} {} {} {} {} {} {} {} {} {} {LY} Methyl 2-(triphenylphosphoranylidene)acetate {} {} {} {} {} {} {} {} {} {} {} {LY} Methyl 2-(triphenylphosphoranylidene)acetate {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {LY} Methyl 2-(triphenylphosphoranylidene)a
Beilstein Registry Number618430
PubChem Substance ID17453
EC Number220-018-4
Reaxys-RN618430
Chemical Name Translation甲氧甲酰基亚甲基三苯基膦
InChIKeyNTNUDYROPUKXNA-UHFFFAOYSA-N
InChIInChI=1S/C21H19O2P/c1-23-21(22)17-24(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20/h2-17H,1H3
LabNetwork Molecule IDLN00171711
Canonical SMILESO=C(C=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3)OC
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分类

  • Wittig Reagents
  • {SNA} C-C Bond Formation, Chemical Synthesis, Olefination, Synthetic Reagents, Wittig Reagents
  • {uni_hamburg}

产品应用

  • Wittig试剂，用于把二碳醛合成α，β-不饱和酯。也可用在三乙胺存在下，高效合成与甲基吡唑的重氮反应

相关文献及参考

  • Beilstein: 16,IV,977
  • Stable ylide which undergoes the Wittig reaction with aldehydes to give substituted methyl acrylates. See also (Ethoxycarbonyl­methyl­ene)­triphenyl­phosphorane, A12896 and Appendix 1. For a detailed study of the reaction with benzaldehyde, see J. Org. Chem., 59, 1126 (1994). For use of high pressure to increase the yield and trans-selectivity of reaction with aromatic aldehydes, see: Liebigs Ann. Chem., 2135 (1983).
  • Short: III/10b
  • For tandem Wittig reaction and Cope rearrangement, see: J. Chem. Soc., Chem. Commun., 381 (1995):
  • Review of phosphacumulene ylides: Angew. Chem. Int. Ed., 16, 349 (1977).
  • Short: EINECS
  • Strong base, for example Na bis(TMS)amide, brings about elimination of methanol, giving ketenylidenetriphenylphosphorane, which reacts with ɑ-hydroxy-ketones, e.g. in the steroid series, to give butenolides, by acylation and Wittig cyclization: Chem. Ber., 113, 2038 (1980):

安全信息

Warnings IRRITANT
WGK Germany3
Personal Protective Equipment Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
Storage condition 2-8°C, stored under nitrogen {LY} 2-8°C, stored under nitrogen Air Sensitive Refrigerator (+4°C) {} {LY} 2-8°C, stored under nitrogen {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored under nitrogen {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C, stored un
Signal word Warning
GHS Symbol
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；
  • 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；
  • S22 Do not breathe dust 不要吸入粉尘；
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
Risk Statements
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R25 Toxic if swallowed 吞咽有毒
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P264+P265
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • 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。
  • P301+P310
  • P301+P316
  • P302+P352
  • P304+P340
  • P305+P351+P338
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适，呼叫解毒中心或医生/医师。
  • P319
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P332+P317
  • P337+P313
  • P337+P317
  • 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
  • P362+P364
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard Codes T,Xi
Hazard statements
  • H301 Toxic if swallowed 吞食有毒
  • H315 Causes skin irritation 会刺激皮肤
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H335 May cause respiratory irritation 可能导致呼吸道刺激

其他信息

  • 敏感性:Air Sensitive
  • Alfa Aesar:(甲氧基羰基亚甲基）三苯基,98% (Methoxycarbonylmethylene)triphenylphosphorane, 98%(2605-67-6)
  • 甲氧甲酰基亚甲基三苯基膦价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 T1363 (三苯基膦烯)乙酸甲酯 Methyl (Triphenylphosphoranylidene)acetate 25G 903元 2010/06/21 169560250 甲氧甲酰基亚甲基三苯基膦 Methyl (triphenylphosphoranylidene)acetate 98% 25 GR 1001元 2010/06/21 169561000 甲氧甲酰基亚甲基三苯基膦 Methyl (triphenylphosphoranylidene)acetate 98% 100 GR 3168元
  • MOL 文件:2605-67-6.mol
  • Hazard Note:Irritant
  • 下游产品:2-(7-羟基苯并呋喃-3-基)乙酸甲酯
  • MSDS 信息:Methyl (triphenylphosphoranylidene)acetate(2605-67-6).msds
  • Acros Organics:（三苯基膦烯）乙酸甲酯 Methyl (triphenylphosphoranylidene)acetate, 98%(2605-67-6)
  • TCI Shanghai:三苯基亚正磷基乙酸甲酯 Methyl (Triphenylphosphoranylidene)acetate,>;98.0%(LC)(N)(2605-67-6)
  • Sigma Aldrich:2605-67-6(sigmaaldrich)
  • 图谱信息:甲氧甲酰基亚甲基三苯基膦(2605-67-6)红外图谱(IR2) 甲氧甲酰基亚甲基三苯基膦(2605-67-6)红外图谱(IR1)

系列性分类

  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Organic Building Blocks 有机砌块
  4. Phosphorus Compounds 磷化合物
  5. Others - Phosphorus Compounds
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. C-C Bond Formation - Synthetic Reagents
  4. Olefination - C-C Bond Formation
  5. Wittig Reagents - Olefination
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. C-C Bond Formation - Synthetic Reagents
  4. Olefination - C-C Bond Formation
  5. Wittig Reagents - Olefination
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. C-C Bond Formation - Synthetic Reagents
  4. Olefination - C-C Bond Formation
  5. Others - Olefination
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Wittig & Horner-Emmons Reaction

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