| Identification | More | [Name]
Methyl (triphenylphosphoranylidene)acetate | [CAS]
2605-67-6 | [Synonyms]
(2-METHOXY-2-OXOETHYLIDENE)TRIPHENYLPHOSPHORANE
ACETIC ACID, (TRIPHENYLPHOSPHORANYLIDENE)-, METHYL ESTER
AURORA KA-874
(CARBOMETHOXYMETHYLENE)TRIPHENYLPHOSPHORANE
(METHOXYCARBONYLMETHYLENE)TRIPHENYLPHOSPHORANE
METHYL (TRIPHENYLPHOSPHORANYLIDENE)ACETATE
(TRIPHENYLPHOSPHORANYLIDENE)ACETIC ACID METHYL ESTER
(triphenylphosphoranylidene)-aceticacimethylester
(Carbomethoxymethylene)triphenylphosphorane~Methyl (triphenylphosphoranylidene)acetate
carbmethoxy Methylene triphenyl Phosphorane
Methyl (triphenylphosphoranylidene)acetate 98%
Aceticacid,(triphenylphosphoranylidene
CMETPP
[(Methoxycarbonyl)methylene]triphenylphosphorane, 98 %
(Carbomethoxymethylene)triphenylphosphorane, (Methoxycarbonylmethylene)triphenylphosphorane
Methyl 2-tri(phenyl)phosphoranylideneacetate
2-(Triphenylphosphinidene)acetic acid methyl ester
Triphenyl(2-oxo-2-methoxyethylidene)phosphorane
Triphenylphosphinideneacetic acid methyl ester
Triphenylphosphoranylideneacetic acid methyl | [EINECS(EC#)]
220-018-4 | [Molecular Formula]
C21H19O2P | [MDL Number]
MFCD00008455 | [Molecular Weight]
334.35 | [MOL File]
2605-67-6.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white powder | [Melting point ]
168-172 °C (lit.) | [Boiling point ]
165～170℃ | [density ]
1.17±0.1 g/cm3(Predicted) | [storage temp. ]
Refrigerator (+4°C) | [solubility ]
Acetonitrile (Slightly), Chloroform (Slightly) | [form ]
Powder | [color ]
White to off-white | [Water Solubility ]
insoluble | [Sensitive ]
Air Sensitive | [BRN ]
618430 | [InChIKey]
NTNUDYROPUKXNA-UHFFFAOYSA-N | [CAS DataBase Reference]
2605-67-6(CAS DataBase Reference) | [EPA Substance Registry System]
2605-67-6(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
T,Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R25:Toxic if swallowed. | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29319090 |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white powder | [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.] |
| Questions and Answers (Q&A) | Back Directory | [Uses]
- (Methoxycarbonylmethylene)triphenylphosphorane is used in olefination reactions. Wittig reagent for the two-carbon homologation of aldehydes to α,β-unsaturated esters. it undergoes the Wittig reaction with aldehydes to give substituted methyl acrylates.
- used in an efficient synthesis of pyrazoles via reaction with methyl diazoacetate in the presence of triethylamine.
- It is used in the preparation of (triphenylphosphoranylidene)-ketene.
- The Wittig reaction we performed in class involved the reaction of 2-nitrobenzaldehyde (1) with methyl (triphenylphosphoranylidene) acetate (2) to produce methyl (2E)-3-(2-nitrophenyl) acrylate (3) with a triphenylphosphine oxide (4) side product, and took place in a silica gel matrix to ensure even product dispersion for chromatography.
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