Ethyl 2-(triphenylphosphoranylidene)acetate 乙基(三苯基膦)乙酸酯

CAS 1099-45-2 MFCD00009183

化学结构图

1099-45-2
SMILES: CCOC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1

化学属性

Mol. FormulaC22H21O2P
Mol. Weight348.37
Melting Point128-131°C
TSCAYes
Density1.15
Solubility不溶于水。
Stability对空气敏感
Boiling Point490.4°C at 760 mmHg

别名和识别编码

Chemical NameEthyl 2-(triphenylphosphoranylidene)acetate
CAS Number1099-45-2
Alfabeta NameCARBETHOXYMETHYLENETRIPHENYLPHOSPHORANE ()
MDL NumberMFCD00009183
Synonym Ethyl (triphenylphosphoranylidene) acetate {LY} Ethyl (triphenylphosphoranylidene) acetate {} {LY} (Carbethoxymethylene)triphenylphosphorane {} {} {LY} (Carbethoxymethylene)triphenylphosphorane {} {} {} {LY} (Carbethoxymethylene)triphenylphosphorane {} {} {} {} {LY} (Carbethoxymethylene)triphenylphosphorane {} {} {} {} {} { {} {} {} {} {} {LY} (Carbethoxymethylene)triphenylphosphorane {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Carbethoxymethylene)triphenylphosphorane {} {} {} {} {} {} {} {LY} (Carbethoxymethylene)triphenylphosphorane {} {} {} {} {} {} {} {} {LY} (Carbethoxymethylene)triphenylphosphorane {} {} {} {} {} {} {} {} {} {LY} (Carbethoxymethylene)triphenylphosphorane {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Carbethoxymethylene)triphenylphosphorane {} {} {} {} {} {} {} {} {} {} {} {LY} (Carbethoxymethylene)triphenylphosphorane {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (Carbethoxymethylene)triphen
Beilstein Registry Number754639
PubChem Substance ID70670
EC Number214-151-7
Reaxys-RN754639
Chemical Name Translation乙基(三苯基膦)乙酸酯
InChIKeyIIHPVYJPDKJYOU-UHFFFAOYSA-N
LabNetwork Molecule IDLN00174330
Canonical SMILESO=C(OCC)C=P(C1=CC=CC=C1)(C2=CC=CC=C2)C3=CC=CC=C3
InChIInChI=1S/C22H21O2P/c1-2-24-22(23)18-25(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21/h3-18H,2H2,1H3
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分类

  • Pharmaceuticals
  • {SNA} C-C Bond Formation, Chemical Synthesis, Horner-Wadsworth-Emmons Reagents, Olefination, Synthetic Reagents
  • {uni_hamburg} no charge; carbocycle; aromatic; 6RingOnly; 6ring; ester; 1fragment
  • Intermediates & Fine Chemicals

产品应用

  • A common Wittig reagent. A cholinesterase inhibitor.

相关文献及参考

  • Beilstein:16(4)977
  • Coumarins have been synthesized from o-hydroxy acetophenones: Monatsh. Chem., 115, 765 (1984); o-hydroxy aldehydes give the 4-unsubstituted analogues: Chem. Pharm. Bull., 39, 3100 (1991); 42, 2032 (1994); Indian J. Chem. B, 32, 1159 (1993):
  • More highly-substituted ylides can be prepared by alkylation (e.g. with benzyl bromide) and abstraction of a proton by NaOH. See, e.g.: Synth. Commun., 19, 1899 (1989).
  • Naito, T., et al.: Chem. Pharm. Bull., 44, 624 (1996),
  • Reaction with acid chlorides leads to esters of allenic acids. See, e.g.: Org. Synth. Coll., 7, 232 (1990).
  • See also (Methoxycarbonyl­methyl­ene)­triphenyl­phosphorane, A14020, and Appendix 1.
  • Short: III/35E
  • Stable crystalline ylide which reacts with aldehydes giving substituted ethyl acrylates. This reaction has been used in an indole synthesis from o-nitrobenzaldehydes: Synthesis, 862 (1984); 401 (1987):

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 {} {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, s
Signal word Warning
GHS Symbol
Safety Statements
  • 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；
  • 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；
  • S37/39 Wear suitable gloves and eye/face protection 穿戴适当的手套和眼睛/面保护；
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时，立即求医（可能时出示标签）；
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
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • 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。
  • 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。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • 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
  • 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。
  • P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医，如果你觉得不舒服
  • P321 Specific treatment (see … on this label). 具体治疗（见本标签上的）。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P333+P313
  • P337+P313
  • 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
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
  • 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 T
Hazard statements
  • H300 Fatal if swallowed 吞食致命
  • H301 Toxic if swallowed 吞食有毒
  • H315 Causes skin irritation 会刺激皮肤
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • 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
  • H373 May causes damage to organs through prolonged or repeated exposure 长期或频繁接触可能会损伤器官
  • H411 Toxictoaquaticlifewithlonglastingeffects 对水生生物有毒性并具有长期影响。

其他信息

  • 海关编码:29310095
  • 图谱信息:乙氧甲酰基亚甲基三苯基膦(1099-45-2)红外图谱(IR1) 乙氧甲酰基亚甲基三苯基膦(1099-45-2)红外图谱(IR2) 乙氧甲酰基亚甲基三苯基膦(1099-45-2)质谱(MS)
  • 敏感性:Air Sensitive
  • MSDS 信息:(Carbethoxymethylene)triphenylphosphorane(1099-45-2).msds
  • MOL 文件:1099-45-2.mol
  • Sigma Aldrich:1099-45-2(sigmaaldrich)
  • Hazard Note:Irritant
  • Acros Organics:(Carbethoxymethylene)triphenylphosphorane, 98+%(1099-45-2)
  • Alfa Aesar:(乙氧基羰基亚甲基）三苯基磷烷,98+% (Ethoxycarbonylmethylene)triphenylphosphorane, 98+%(1099-45-2)
  • 乙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 T1944 (三苯基膦烯)乙酸乙酯 Ethyl (Triphenylphosphoranylidene)acetate 25G 578元 2014/06/02 T1944 (三苯基膦烯)乙酸乙酯 Ethyl (Triphenylphosphoranylidene)acetate 250G 3830元 2010/06/21 108291000 乙氧甲酰基亚甲基三苯基膦 (Carbethoxymethylene)triphenylphosphorane 98+% 100 GR 2317元
  • 下游产品:异补骨脂素 --> 瑞香素-7-甲醚 --> 东莨菪内酯
  • TCI Shanghai:乙氧甲酰基亚甲基三苯基膦 * Ethyl (Triphenylphosphoranylidene)acetate,>;98.0%(LC)(1099-45-2)
  • 外观:白色固体。

系列性分类

  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
  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. Horner-Wadsworth-Emmons 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. Horner-Wadsworth-Emmons Reagents - Olefination
  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. 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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