Home > Compound List > Compound details
1099-45-2 molecular structure
click picture or here to close

ethyl 2-(triphenyl-$l^{5}-phosphanylidene)acetate

ChemBase ID: 69791
Molecular Formular: C22H21O2P
Molecular Mass: 348.374701
Monoisotopic Mass: 348.12791654
SMILES and InChIs

SMILES:
P(=CC(=O)OCC)(c1ccccc1)(c1ccccc1)c1ccccc1
Canonical SMILES:
CCOC(=O)C=P(c1ccccc1)(c1ccccc1)c1ccccc1
InChI:
InChI=1S/C22H21O2P/c1-2-24-22(23)18-25(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21/h3-18H,2H2,1H3
InChIKey:
IIHPVYJPDKJYOU-UHFFFAOYSA-N

Cite this record

CBID:69791 http://www.chembase.cn/molecule-69791.html

Collapse All Expand All

NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
ethyl 2-(triphenyl-$l^{5}-phosphanylidene)acetate
ethyl 2-(triphenyl-λ5-phosphanylidene)acetate
IUPAC Traditional name
ethyl 2-(triphenyl-$l^{5}-phosphanylidene)acetate
ethyl 2-(triphenyl-λ5-phosphanylidene)acetate
Synonyms
(Ethoxycarbonylmethylene)triphenylphosphorane
(Carbethoxymethylene)triphenylphosphorane
Ethyl (triphenylphosphoranyliden)acetate
Ethyl (triphenylphosphoranylidene)acetate
(Ethoxycarbonylmethylene)triphenylphosphorane
2-(Triphenylphosphoranylidene)acetic Acid Ethyl Ester
(2-Ethoxy-2-oxoethylidene)triphenylphosphorane
NSC 72406
(Carbethoxymethylene)triphenylphosphorane
(2-Ethoxy-2-oxoethylidene)triphenylphosphorane
(Carbethoxymethylene)triphenylphosphorane
(Carbethoxymethylidene)triphenylphosphorane
(Ethoxycarbonylmethylidene)triphenylphosphorane
Ethyl (triphenylphosphoranylidene)acetate
Triphenylcarbethoxymethylenephosphorane
(Carboethoxymethylene)triphenylphosphorane
(Ethoxycarbonylmethylene)triphenylphosphorane
ethyl 2-(triphenyl-$l^{5}-phosphanylidene)acetate
(乙氧基羰基亚甲基)三苯基磷烷
乙基(三苯基膦)乙酸酯
乙氧甲酰基亚甲基三苯基膦
乙基(三苯基膦)乙酸酯
(乙氧基羰基亚甲基)三苯基磷烷
CAS Number
1099-45-2
EC Number
214-151-7
MDL Number
MFCD00009183
Beilstein Number
754639
PubChem SID
24845336
162035516
24892754
PubChem CID
24892754
70670
Chemspider ID
63836
Wikipedia Title
Triphenylcarbethoxymethylenephosphorane

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 6.2381  LogD (pH = 7.4) 6.2381 
Log P 6.2381  Molar Refractivity 103.1977 cm3
Polarizability 40.616707 Å3 Polar Surface Area 26.3 Å2
Rotatable Bonds Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
Chloroform expand Show data source
Apperance
Off-White Solid expand Show data source
Melting Point
124-129 °C expand Show data source
125-127°C expand Show data source
126-130°C expand Show data source
128 - 130°C expand Show data source
128-130 °C(lit.) expand Show data source
128-130°C expand Show data source
128-131 °C expand Show data source
Hydrophobicity(logP)
6.662 expand Show data source
Storage Condition
Refrigerator expand Show data source
Storage Warning
Air Sensitive expand Show data source
IRRITANT expand Show data source
Irritant/Air Sensitive/Moisture Sensitive/Store under Argon/Keep Cold expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥90% expand Show data source
95% expand Show data source
95+% expand Show data source
98% expand Show data source
98+% expand Show data source
Grade
technical expand Show data source
Certificate of Analysis
Download expand Show data source
Linear Formula
(C6H5)3P=CHCO2CH2CH3 expand Show data source
(C6H5)3P=CHCOOCH2CH3 expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - C5106 external link
Packaging
25, 100 g in poly bottle
5 g in glass bottle
Sigma Aldrich - 02595 external link
Application
Stabilized phosphoran
Toronto Research Chemicals - C175910 external link
A common Wittig reagent. A cholinesterase inhibitor.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Naito, T., et al.: Chem. Pharm. Bull., 44, 624 (1996)
  • • Hata, A., et al.: Mol. Pharmacol., 67, 640 (1996)
  • • Stable crystalline ylide which reacts with aldehydes giving substituted ethyl acrylates. This reaction has been used in an indole synthesis from o-nitrobenzaldehydes: Synthesis, 862 (1984); 401 (1987):
  • • More highly-substituted ylides can be prepared by alkylation (e.g. with benzyl bromide) and abstraction of a proton by NaOH. See, e.g.: Synth. Commun., 19, 1899 (1989).
  • • Reaction with acid chlorides leads to esters of allenic acids. See, e.g.: Org. Synth. Coll., 7, 232 (1990).
  • • See also (Methoxycarbonylmethylene)triphenylphosphorane, A14020, and Appendix 1.
  • • Coumarins have been synthesized from o-hydroxy acetophenones: Monatsh. Chem., 115, 765 (1984); o-hydroxy aldehydes give the 4-unsubstituted analogues: Chem. Pharm. Bull., 39, 3100 (1991); 42, 2032 (1994); Indian J. Chem. B, 32, 1159 (1993):
  • Searching...Please wait...

PATENTS

PATENTS

PubChem iconPubChem Patent Google Patent Search IconGoogle Patent

INTERNET

INTERNET

Baidu iconBaidu google iconGoogle