Methyl (triphenylphosphoranylidene)acetate

Base Information

  • Chemical Name: Methyl (triphenylphosphoranylidene)acetate
  • CAS No.: 2605-67-6

Cost-effective and customizable Methyl (triphenylphosphoranylidene)acetate 2605-67-6 supplier

  • Molecular Formula: C21H19O2P
  • Molecular Weight: 334.354
  • Appearance/Colour: white to off-white powder 
  • Vapor Pressure: 0mmHg at 25°C 
  • Melting Point: 168-172 °C(lit.) 
  • Refractive Index: 1.608 
  • Boiling Point: 479.138 °C at 760 mmHg 
  • Flash Point: 256.768 °C 
  • PSA: 36.11000 
  • Density: 1.177 g/cm3 
  • LogP: 2.95570 

Methyl (triphenylphosphoranylidene)acetate(Cas 2605-67-6) Usage

Purification Methods

Crystallise it by dissolving in it AcOH and adding pet ether (b 40-50o) to give colourless plates. UV max (A 1mm ): 222nm (865) and 268nm (116) [Isler et al. Helv Chim Acta 40 1242 1957]. [Beilstein 16 IV 977.]

InChI:InChI=1/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

2605-67-6 Relevant articles

Organocatalyzed [2+2] Cycloaddition Reactions between Quinone Imine Ketals and Allenoates

Liu, Teng,He, Chixian,Wang, Fan,Shen, Xiang,Li, Yongqin,Lang, Man,Li, Guijun,Huang, Chao,Cheng, Feixiang

, p. 518 - 526 (2020/10/12)

A new cycloaddition reaction of quinone ...

Catalytic asymmetric [3+2] cycloaddition of isomünchnones with methyleneindolinones

Feng, Xiaoming,Hu, Xinyue,Lin, Lili,Wang, Kaixuan,Xu, Chaoran,Zhou, Yuqiao

, p. 8917 - 8920 (2021/09/10)

An efficient enantioselective [3+2] cycl...

Enantioselective Rauhut–Currier Reaction with β-Substituted Acrylamides Catalyzed by N-Heterocyclic Carbenes

Pitchumani, Venkatachalam,Breugst, Martin,Lupton, David W.

supporting information, p. 9413 - 9418 (2021/12/09)

β-Substituted acrylamides have low elect...

Substituted dienes prepared from betulinic acid – Synthesis, cytotoxicity, mechanism of action, and pharmacological parameters

Frydrych, Ivo,Urban, Milan,?arek, Jan,Benická, Sandra,D?ubák, Petr,Gurská, Soňa,Hajdúch, Marián,Kotulová, Jana,Li?ková, Barbora,Olejníková, Denisa,Pokorny, Jan

, (2021/07/28)

A set of new substituted dienes were syn...

2605-67-6 Process route

(methyloxycarbonylmethyl)triphenylphosphonium bromide
1779-58-4

(methyloxycarbonylmethyl)triphenylphosphonium bromide

methyl (triphenylphosphoranylidene)acetate
21204-67-1,2605-67-6

methyl (triphenylphosphoranylidene)acetate

Conditions
Conditions Yield
With sodium hydroxide; In water;
100%
With sodium hydroxide; In dichloromethane; water;
100%
With sodium hydroxide; water; In dichloromethane;
99%
With sodium hydroxide; In dichloromethane; water; Inert atmosphere;
96%
With sodium carbonate; In dichloromethane; for 0.333333h;
95%
With sodium hydroxide; In water;
93%
With sodium hydroxide; In dichloromethane; water; at 20 ℃; for 2h;
90%
With sodium hydroxide; In water; at 0 ℃; for 0.333333h; Inert atmosphere;
89%
With sodium hydroxide; In dichloromethane; water;
88%
With sodium hydroxide;
With sodium amide; In toluene;
With triethylamine; In tetrahydrofuran; at 0 ℃; for 1h;
With sodium amide; In benzene; at 20 ℃; for 24h;
With sodium hydroxide; tetrabutylammomium bromide; In methanol; dichloromethane; water; at 0 - 20 ℃; for 1h;
With sodium hydroxide; In water; for 1h;
57.4 g
With sodium hydroxide; In water;
With sodium methylate;
With sodium hydroxide; In dichloromethane; water; for 0.5h;
70 g
With sodium hydroxide; In dichloromethane; Inert atmosphere;
22.1 g
With triethylamine; In water; for 1h;
With water; sodium hydroxide; for 0.5h;
With sodium hydroxide; In dichloromethane; water;
With sodium hydroxide; In water;
With sodium hydroxide; In dichloromethane; water; Inert atmosphere; Schlenk technique;
22.1 g
With n-butyllithium; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 0.5h;
2.26 g
With sodium hydroxide; In dichloromethane; water; at 20 ℃; for 0.333333h;
With potassium tert-butylate; In tetrahydrofuran; at 20 ℃; Inert atmosphere;
With sodium carbonate; In dichloromethane; water; at 0 - 20 ℃; for 0.5h;
With sodium carbonate; In dichloromethane; water; at 20 ℃; for 0.25h;
With potassium carbonate; In dichloromethane; at 20 ℃; for 0.5h;
With water; sodium hydroxide; In dichloromethane; at 20 ℃; for 2h;
(methyloxycarbonylmethyl)triphenylphosphonium bromide; With potassium tert-butylate; for 0.5h; Schlenk technique;
In tetrahydrofuran; for 1h; Schlenk technique;
bromoacetic acid methyl ester
96-32-2

bromoacetic acid methyl ester

triphenylphosphine
603-35-0

triphenylphosphine

methyl (triphenylphosphoranylidene)acetate
21204-67-1,2605-67-6

methyl (triphenylphosphoranylidene)acetate

Conditions
Conditions Yield
bromoacetic acid methyl ester; triphenylphosphine; In ethyl acetate;
With sodium hydroxide; In water; for 0.333333h;
96%
In ethyl acetate; at 20 ℃;
93%
In toluene;
93%
bromoacetic acid methyl ester; triphenylphosphine; In ethyl acetate; at 20 ℃;
With sodium hydroxide; In water; benzene; at 20 ℃; for 1h;
84%
In benzene; for 2.16667h;
83%
bromoacetic acid methyl ester; triphenylphosphine; In benzene; for 1h;
With triethylamine; In water; benzene; for 1h;
bromoacetic acid methyl ester; triphenylphosphine; In toluene; at 80 ℃; for 12h;
With potassium hydroxide; In dichloromethane; water;
bromoacetic acid methyl ester; triphenylphosphine; In toluene; at 20 ℃; for 24h;
With sodium base; In dichloromethane; water;
bromoacetic acid methyl ester; triphenylphosphine; In ethyl acetate; at 20 ℃;
With sodium hydroxide; In dichloromethane; water; at 20 ℃; for 1h;

2605-67-6 Upstream products

  • 1779-58-4
    1779-58-4

    (methyloxycarbonylmethyl)triphenylphosphonium bromide

  • 2181-97-7
    2181-97-7

    (2-methoxy-2-oxoethyl)triphenylphosphonium chloride

  • 603-35-0
    603-35-0

    triphenylphosphine

  • 96-32-2
    96-32-2

    bromoacetic acid methyl ester

2605-67-6 Downstream products

  • 4895-61-8
    4895-61-8

    Triphenylphosphin-cinnamoyl-methoxycarbonyl-methylen

  • 96277-01-9
    96277-01-9

    methyl 3-(2-chlorophenyl)-3-oxo-2-(triphenylphosphoranylidene)propanoate

  • 95156-66-4
    95156-66-4

    α-Cinnamyl-zimtsaeure

  • 96372-85-9
    96372-85-9

    methyl 3-oxo-3-(p-tolyl)-2-(triphenylphosphoranylidene)propanoate

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