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Wittig-Horner reagent

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Identification
Molecular formula
C21H19O2P
CAS number
855-84-9
IUPAC name
methyl 2-(triphenyl-lambda5-phosphanylidene)acetate
State
State

At room temperature, methyl 2-(triphenyl-lambda5-phosphanylidene)acetate is in a solid state.

Melting point (Celsius)
154.00
Melting point (Kelvin)
427.15
Boiling point (Celsius)
414.00
Boiling point (Kelvin)
687.15
General information
Molecular weight
322.32g/mol
Molar mass
322.3210g/mol
Density
1.1200g/cm3
Appearence

Methyl 2-(triphenyl-lambda5-phosphanylidene)acetate appears as a colorless to pale yellow solid, often crystalline in form. Its distinctive feature is its aromatic nature due to the presence of phenyl groups.

Comment on solubility

Solubility of Methyl 2-(Triphenyl-lambda5-Phosphanylidene)acetate

Methyl 2-(triphenyl-lambda5-phosphanylidene)acetate exhibits intriguing solubility characteristics due to its complex structure. The phosphanylidene moiety introduces unique interactions with solvents that can influence solubility. Here are some key points to consider:

  • Polar Solvents: This compound is generally soluble in polar solvents such as methanol and dimethyl sulfoxide (DMSO) due to its ability to form hydrogen bonds and engage in dipole-dipole interactions.
  • Non-Polar Solvents: In non-polar solvents like hexane, the solubility tends to be limited. The bulky triphenyl groups reduce the compound's overall polarity and hinder interactions with non-polar solvents.
  • Temperature Effects: Increasing temperature might enhance solubility in certain solvents, as it typically promotes kinetic energy and solvent-solute interactions.
  • Concentration Limitations: High concentrations may lead to precipitation or reduced solubility, indicating the necessity of optimizing conditions for desired applications.

In summary, the solubility of methyl 2-(triphenyl-lambda5-phosphanylidene)acetate is significantly dependent on the solvent environment and temperature. As with many organic compounds, understanding these parameters is crucial for effective utilization in chemical synthesis and applications.

Interesting facts

Interesting Facts about Methyl 2-(triphenyl-lambda5-phosphanylidene)acetate

Methyl 2-(triphenyl-lambda5-phosphanylidene)acetate is a fascinating chemical compound with a wealth of intriguing properties and applications. Here are some notable aspects:

  • Structural Uniqueness: This compound features a unique phosphorus atom bonded to three aromatic phenyl groups, which significantly influences its reactivity and stabilizes the phosphorus center.
  • Phosphonium Chemistry: As a derivative of phosphonium, this compound plays a vital role in organophosphorus chemistry, contributing to the development of catalysts and ligands in various chemical reactions.
  • Reactivity: Methyl 2-(triphenyl-lambda5-phosphanylidene)acetate can participate in multiple chemical transformations, making it a versatile candidate in synthetic organic chemistry. Its unique structure allows it to exhibit different coordination modes with metal ions.
  • Applications: This compound finds its utility in fields such as drug design, material science, and nanotechnology. It is involved in synthesizing pharmaceuticals and other specialty chemicals.
  • Research Significance: Scientists are actively investigating this compound to understand its electronic properties and potential applications in catalysis and sensor technology. The study of its fluorescence and photophysical properties offers exciting possibilities for utilizing it in innovative technologies.

In conclusion, methyl 2-(triphenyl-lambda5-phosphanylidene)acetate embodies the intersection of creativity and science, proving to be not just a compound, but a starting point for future discoveries. As the field continues to expand, so does the possibility of uncovering new applications and insights associated with this remarkable compound.

Synonyms
2605-67-6
Methyl (triphenylphosphoranylidene)acetate
(Carbomethoxymethylene)triphenylphosphorane
Acetic acid, (triphenylphosphoranylidene)-, methyl ester
Triphenyl(carbomethoxymethylene)phosphorane
(Triphenylphosphoranylidene)acetic acid methyl ester
Methyl triphenylphosphoranylideneacetate
Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester
EINECS 220-018-4
((Methoxycarbonyl)methylene)triphenylphosphorane
[(Methoxycarbonyl)methylene]triphenylphosphorane
NSC 117573
NSC 407395
DTXSID6062549
DTXCID5037440
220-018-4
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,1h
Methyl 2-(triphenylphosphoranylidene)acetate
CARBOMETHOXYMETHYLENE TRIPHENYLPHOSPHORANE
MFCD00008455
METHYL(TRIPHENYLPHOSPHORANYLIDENE)ACETATE
methyl 2-(triphenyl-lambda5-phosphanylidene)acetate
(Methoxycarbonylmethylene)triphenylphosphorane
Carbomethoxymethylenetriphenylphosphorane
D9MZ753Q8K
NSC-117573
NSC-407395
2-(triphenylphosphoranylidene)acetic acid methyl ester
21204-67-1
C21H19O2P
METHOXYCARBONYLMETHYLENE-TRIPHENYLPHOSPHORANE
Methyl (triphenylphosphoranylidene) acetate
(Carbomethoxymethylene)triphenylphosphine
SCHEMBL9094
UNII-D9MZ753Q8K
methyl triphenylphosphonoacetate
CHEMBL1715161
BCP27417
methyl triphenylphosphanylideneacetate
methyl triphenylphosphorylideneacetate
NSC117573
NSC407395
Triphenylphosphinecarbomethoxymethylene
AKOS015836829
carbomethoxymethylene triphenylphosphine
CS-W008922
FM25581
GS-3123
Methyl (triphenyphosphoranylidene)acetate
methyl triphenylphosphoranylidene-acetate
methyl(triphenylphosphoranylideneacetate)
s12312
methyl (triphenyl phosphanylidene)acetate
methyl(triphenyl-phosphoranylidene)acetate
methyl(triphenylphos-phoranylidene)acetate
methyl(triphenylphosphoranylidene)-acetate
NCGC00161084-01
NCGC00161084-02
(carbmethoxymethylene)-triphenylphosphorane
carbomethoxy methylene triphenylphosphorane
HY-77175
methoxy-carbonylmethylenetriphenylphosphine
methoxycarbonylmethylen-triphenylphosphoran
methoxycarbonylmethylenetriphenylphosphorane
Methyl (triphenylphosphoranilidine)acetate
Methyl 2-triphenylphosphoranylideneacetate
SY013419
(carbomethoxymethylene) triphenylphosphorane
(carbomethoxymethylene)-triphenylphosphorane
(carbomethoxymethylene)triphenyl phosphorane
(methoxycarbonylmethylen)triphenylphosphoran
(triphenylphosphoranylidene) methyl acetate
methoxylcarbonylmethylenetriphenylphosphorane
methyl (triphenyl phosphoranylidene)acetate
methyl (triphenyl-phosphoranylidene)acetate
methyl (triphenylphos-phoranylidene)acetate
methyl (triphenylphosphoranylidene)-acetate
methyl-(triphenylphosphoranylidene)-acetate
(Carbomethoxymethylidene)triphenylphosphorane
DB-009759
methoxycarbonylmethylene triphenylphosphorane
methoxycarbonylmethylenetriphenyl phosphorane
methoxycarbonylmethylenetriphenylphosphor-ane
(carbomethoxymethylene) triphenyl phosphorane
methoxycarbonyl-methylene-triphenylphosphorane
NS00028025
T1363
(methoxycarbonylmethylene) triphenylphosphorane
(methoxycarbonylmethylene)-triphenylphosphorane
EN300-82242
(2-methoxy-2-oxoethylidene)triphenylphosphorane
Methyl (triphenylphosphoranylidene)acetate, 98%
(1-methoxycarbonylmethylidene)triphenylphosphoran
(methoxycarbonyl methylene) triphenyl phosphorane
[(methoxycarbonyl)methylene]-triphenylphosphorane
triphenyl phosphanyliden-acetic acid methyl ester
(triphenylphosphanylidene)-acetic acid methyl ester
(Triphenylphosphoranyliden)acetic acid methyl ester
METHYL (TRIPHENYLPHOSPHORANYLIDENE)ETHANOATE
(triphenyl-phosphanylidene)-acetic acid methyl ester
triphenyl-phosphoranylidene acetic acid methyl ester
METHYL 2-(TRIPHENYL-??-PHOSPHANYLIDENE)ACETATE
F0001-0864
(triphenyl-lambda5-phosphanylidene)-acetic acid methyl ester
(Triphenyl-lambda*5*-phosphanylidene)acetic acid methyl ester
Methyl (triphenylphosphoranylidene)acetate, purum, >=97.0% (CH)