ChemicalBook--->CAS DataBase List--->2605-67-6

2605-67-6

2605-67-6 Structure

2605-67-6 Structure
IdentificationMore
[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 PropertiesBack 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
[InChI]

InChI=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
[InChIKey]

NTNUDYROPUKXNA-UHFFFAOYSA-N
[SMILES]

C(OC)(=O)C=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1
[CAS DataBase Reference]

2605-67-6(CAS DataBase Reference)
[EPA Substance Registry System]

2605-67-6(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[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
[REACH Registrations]

Active
[HS Code ]

29319090
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Preparation Products]

methyl 2-(7-hydroxybenzofuran-3-yl)acetate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Methyl (triphenylphosphoranylidene)acetate(2605-67-6).msds
Hazard InformationBack Directory
[Chemical Properties]

white to off-white powder
[reaction suitability]

reaction type: C-C Bond Formation
[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]

  1. (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.
  2. used in an efficient synthesis of pyrazoles via reaction with methyl diazoacetate in the presence of triethylamine.
  3. It is used in the preparation of (triphenylphosphoranylidene)-ketene.
  4. 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.
    Wittig Reaction
Spectrum DetailBack Directory
[Spectrum Detail]

Methyl (triphenylphosphoranylidene)acetate(2605-67-6)1HNMR
Methyl (triphenylphosphoranylidene)acetate(2605-67-6)IR1
Methyl (triphenylphosphoranylidene)acetate(2605-67-6)IR2
Methyl (triphenylphosphoranylidene)acetate(2605-67-6)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

Methyl (triphenylphosphoranylidene)acetate, 98%(2605-67-6)
[Alfa Aesar]

(Methoxycarbonylmethylene)triphenylphosphorane, 98%(2605-67-6)
[Sigma Aldrich]

2605-67-6(sigmaaldrich)
[TCI AMERICA]

Methyl (Triphenylphosphoranylidene)acetate,>98.0%(LC)(N)(2605-67-6)
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