Ethyl 2-(triphenylphosphoranylidene)propionate (HCID 79792)

Names & identifiers

Preferred name: Ethyl 2-(triphenylphosphoranylidene)propionate
IUPAC: ethyl 2-(triphenyl-λ5-phosphanylidene)propanoate
English name: Ethyl 2-(triphenylphosphoranylidene)propionate
Molecular formula: C23H23O2P
Molecular weight: 362.4

Names & synonyms

5717-37-3Ethyl 2-(triphenylphosphoranylidene)propionateEthyl 2-(triphenylphosphoranylidene)propanoate(Carbethoxyethylidene)triphenylphosphoraneEthyl 2-(triphenyl-lambda5-phosphanylidene)propanoatePropanoic acid, 2-(triphenylphosphoranylidene)-, ethyl ester1-(Ethoxycarbonyl)ethylidenetriphenylphosphoraneEINECS 227-215-4(Carbethoxyethylidine)triphenylphosphorane1-CarboethoxyethylidenetriphenylphosphoraneDTXSID202058181-Ethoxycarbonyl-ethyliden-phosphoran

Show more names

CEETPP1-CARBOETHOXYETHYLIDENE TRIPHENYLPHOSPHORANECEYAURORA KA-4803idene)triphenyL(CarbethoxyethyLLABOTEST-BB LT00454031Sacubitril Impurity 81Ethoxyl-ethyl-triphenylphosphine

NSC 76468Propionic acid, 2-(triphenylphosphoranylidene)-, ethyl esterPropanoic acid, 2-triphenylphosphoranylidene-, ethyl esterRefChem:138557DTXCID50128309227-215-4KZENFXVDPUMQOE-UHFFFAOYSA-N(1-Ethoxycarbonylethylidene)triphenylphosphorane

Database identifiers

CAS: 5717-37-3
PubChem CID: 79792
DTXSID: DTXSID20205818
UNII: CN2HY6C9MT
EC Number: 227-215-4
Nikkaji: J225.111F、J728.504C

Properties

Computed structural properties

XLogP: 4.3
Topological polar surface area: 26.3 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 6
Heavy atoms: 26
Formal charge: 0
Complexity: 454

Physicochemical properties

Melting point: 158 · 158-162 °C (lit.)
Boiling point: 497.2 · 497.2±28.0 °C(Predicted)
Density: 1.14 · 1.14±0.1 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Crystalline Powder
color: Yellow
Water Solubility: Soluble in water.
Sensitive: Air Sensitive
BRN: 757112 · 757112
InChI: InChI=1S/C23H23O2P/c1-3-25-23(24)19(2)26(20-13-7-4-8-14-20,21-15-9-5-10-16-21)22-17-11-6-12-18-22/h4-18H,3H2,1-2H3
InChIKey: KZENFXVDPUMQOE-UHFFFAOYSA-N
SMILES: C(OCC)(=O)C(=P(C1=CC=CC=C1)(C1=CC=CC=C1)C1=CC=CC=C1)C
CAS DataBase Reference: 5717 · 5717-37-3(CAS DataBase Reference)
NIST Chemistry Reference: 2 · Propanoic acid, 2-(triphenylphosphoranylidene)-, ethyl ester(5717-37-3)
UNSPSC Code: 12352108 · 12352108
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 312 · H312+H332-H315-H319-H335
Precautionary statements: 260 · P260-P280-P312
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: T
Risk Statements: 36 · 36/37/38-25
Safety Statements: 45 · 45-37/39-26
RIDADR: 2811 · 2811
WGK Germany: 3 · 3
HazardClass: 6.1 · 6.1
PackingGroup: Ⅲ
HS Code: 29319090 · 29319090
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 14.3% (1 of 7) of reports.

Warning

H302 (28.6%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 7 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (28.6%)

Safety & protection

Protective Action Criteria (PAC) · 3 items

12 [mg/m3]

130 [mg/m3]

790 [mg/m3]

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
ridadr: 2811
hs_code: 29319090
risk_code: 36/37/38-25
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: T
safety_code: 45-37/39-26
hazard_class: 6.1
Storage Class: 11 - Combustible Solids
packing_group: Ⅲ
Hazard statements: H312+H332-H315-H319-H335
Precautionary statements: P260-P280-P312

Chemistry & industry

Applications · 1 item

Uses(1-Ethoxycarbonylethylidene)triphenylphosphorane is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals. Its also a Horner-Wadsworth-Emmons reagent. It can be used for olefination. It can also be utilized for the synthesis of more complex compounds, such as (29S,37S)-isomer of malevamide E, a potent ion-channel inhibitor.