Trimethyl phosphonoacetate 三甲基膦酰基乙酸酯

CAS 5927-18-4 MFCD00008452

化学结构图

5927-18-4
SMILES: COC(=O)CP(=O)(OC)OC

化学属性

Mol. FormulaC5H11O5P
Mol. Weight182.11
Density1.125
Boiling Point311°C at 760 mmHg
Refractive indexn20/D 1.437(lit.)
Flash Point113°C
TSCAYes
Melting Point140°C
Appearance 无色至微黄色透明液体,密度 1.125,沸点 265-268℃,折射率 1.436-1.438,闪点 >;110℃

别名和识别编码

Chemical NameTrimethyl phosphonoacetate
MDL NumberMFCD00008452
CAS Number5927-18-4
EC Number227-663-0
Beilstein Registry Number1865177
Synonym (Carboxymethyl)phosphonic acid trimethyl ester (Carboxymethyl)phosphonic acid trimethyl ester NSC 84262 ACETIC ACID, (DIMETHOXYPHOSPHINYL)-, METHYL ESTER DIMETHYL (METHOXYCARBONYL)METHYLPHOSPHONATE DIMETHYL METHOXYCARBONYLMETHANEPHOSPHONATE Dimethyl methoxycarbonylmethylphosphonate Phosphonoacetic acid trimethyl ester TRIMETHYL PHOSPHONACETATE Trimethyl Phosphonoacetate {} {} {} {Chemicalbook} 三甲基磷酸乙酯 二甲氧基膦酰基乙酸甲酯
PubChem Substance ID80029
Reaxys-RN1865177
Chemical Name Translation三甲基膦酰基乙酸酯
InChIKeySIGOIUCRXKUEIG-UHFFFAOYSA-N
LabNetwork Molecule IDLN00191411
InChIInChI=1S/C5H11O5P/c1-8-5(6)4-11(7,9-2)10-3/h4H2,1-3H3
Canonical SMILESO=C(OC)CP(OC)(OC)=O
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分类

  • {SNA} C-C Bond Formation, Chemical Synthesis, Horner-Wadsworth-Emmons Reagents, Olefination, Synthetic Reagents

相关文献及参考

  • Horner-Wadsworth-Emmons olefination (see Appendix 1) with aldehydes and ketones gives acrylic esters, cf Triethyl­ phosphonoacetate, A14120. In general, the (E):(Z) ratio of the resulting alkene increases as the counter-ion becomes smaller (K, Na, Li) and as the temperature increases. See, e.g.: J. Org. Chem., 55, 3386 (1990). Reaction with ɑ-hydroxy ketones provides a simple route to butenolides: Tetrahedron Lett., 36, 2839 (1995):

安全信息

Signal word Warning
GHS Symbol
WGK Germany3
Safety Statements
  • S23 Do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer) 不要吸入气体/烟雾/蒸汽/喷雾;
  • 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
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。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
  • 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
  • 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。
  • P332+P313
  • P305+P351+P338+P337+P313
  • P302+P350
  • P337+P313
  • P302+P352+P332+P313+P362
Personal Protective Equipment Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
Hazard statements
  • H227 Combustible liquid 可燃液体
Storage condition Store at room temperature

其他信息

  • TCI Shanghai:膦酰乙酸三甲酯 Trimethyl Phosphonoacetate,>;96.0%(GC)(5927-18-4)
  • 海关编码:29310095
  • Acros Organics:磷乙酸三甲酯 Trimethyl phosphonoacetate, 98%(5927-18-4)
  • 用途一:为一类重要的Wittig-horner试剂,也是用于制造维生素类化合物、药物、昆虫信息素等天然化合物的重要中间体。
  • F:9
  • 三甲基膦酰基乙酸酯价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 P1265 膦酰乙酸三甲酯 Trimethyl Phosphonoacetate 25G 423元 2014/06/02 P1265 膦酰乙酸三甲酯 Trimethyl Phosphonoacetate 250G 2070元 2010/06/21 140231000 三甲基膦酰基乙酸酯 Trimethyl phosphonoacetate 98% 100 GR 1143元
  • 下游产品:3-甲氧基羰基-3-亚砜
  • MSDS 信息:(Dimethoxyphosphinyl)-acetic acid methyl ester(5927-18-4).msds
  • MOL 文件:5927-18-4.mol
  • Alfa Aesar:磷酸乙酸三甲酯,98% Trimethyl phosphonoacetate, 98%(5927-18-4)
  • Sigma Aldrich:5927-18-4(sigmaaldrich)

系列性分类