Ethyl 2-(triphenylphosphoranylidene)propionate
Basic information
- CAS
5717-37-3- Standard SMILES
CCOC(=O)C(C)=P(c1ccccc1)(c1ccccc1)c1ccccc1- InChIKey
KZENFXVDPUMQOE-UHFFFAOYSA-N- Molecular formula
- C23H23O2P
- Average molar mass
- 362.4 g/mol
- Monoisotopic mass
- 362.14356697
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)ethylidenetriphenylphosphorane(Carbethoxyethylidine)triphenylphosphorane1-CarboethoxyethylidenetriphenylphosphoraneEINECS 227-215-41-Ethoxycarbonyl-ethyliden-phosphoranPropionic acid, 2-(triphenylphosphoranylidene)-, ethyl ester
Show more names
CEETPP1-CARBOETHOXYETHYLIDENE TRIPHENYLPHOSPHORANECEYAURORA KA-4803idene)triphenyL(CarbethoxyethyLLABOTEST-BB LT00454031Sacubitril Impurity 81Ethoxyl-ethyl-triphenylphosphine
DTXSID20205818NSC 76468Propanoic 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 Ų
- 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
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
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)
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
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.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
64 records
Compound notes
Loading…