5-(Triphenylphosphoranyl)pentanoic acid
Basic information
- CAS
17814-85-6- Standard SMILES
O=C(O)CCCC[P+](c1ccccc1)(c1ccccc1)c1ccccc1- InChIKey
CPVNCBJFUQQXSU-UHFFFAOYSA-O- Molecular formula
- C23H24O2P+
- Average molar mass
- 363.4 g/mol
Names & identifiers
- Preferred name
- 5-(Triphenylphosphoranyl)pentanoic acid
- IUPAC
- 4-carboxybutyl(triphenyl)phosphanium
- English name
- (4-Carboxybutyl)triphenylphosphonium bromide
- Molecular formula
- C23H24BrO2P
- Molecular weight
- 443.31
Names & synonyms
(4-Carboxybutyl)triphenylphosphonium5-(Triphenylphosphoranyl)pentanoic acid41264-12-4SCHEMBL1838985Z6GL79HT95CHEMBL3306011SCHEMBL27410799CPVNCBJFUQQXSU-UHFFFAOYSA-(4-carboxybutyl)triphenylphosphinePhosphonium, (4-carboxybutyl)triphenyl-PD151227(5-hydroxy-5-oxo-pentyl)-triphenyl-phosphonium
Show more names
CBTCarboxybutyltriphenylphosphoniuM BroMideNSC 147756(4-Carboxybut(4-CarboxybutyLLatanoprost Impurity 20Alprostadil Impurity 17Rivastigmine Impurity 58Tafluprost Impurity 9 Bromide(4-Carboxybutyl)triphenylphosp
(5-hydroxy-5-oxopentyl)-triphenylphosphanium bromideInChI=1/C23H23O2P/c24-23(25)18-10-11-19-26(20-12-4-1-5-13-20,21-14-6-2-7-15-21)22-16-8-3-9-17-22/h1-9,12-17H,10-11,18-19H2/p+1
Database identifiers
- CAS
17814-85-6、41264-12-4- PubChem CID
- 161237
- ChEMBL
CHEMBL3306011- UNII
- Z6GL79HT95
- Nikkaji
- J232.009F
Properties
Computed structural properties
- XLogP
- 4.8
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 8
- Heavy atoms
- 26
- Formal charge
- 1
- Complexity
- 372
Physicochemical properties
- Melting point
- 204 · 204-207 °C(lit.)
- Boiling point
- 324.7 · 324.7-327.4℃ at 101.93-102.15kPa
- Density
- 1.371 at · 1.371 at 20℃
- bulk density
- 360 · 360-400kg/m3
- vapor pressure
- 0 Pa · 0Pa at 25℃
- Flash point
- 195 ° · 195°(383°F)
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- DMSO, Methanol, Water
- form
- solid
- color
- White to Off-White
- Water Solubility
- Soluble in ethanol, methanol and soluble water. Insoluble in toluene and hexane.
- Sensitive
- Hygroscopic
- BRN
- 3586477 · 3586477
- InChI
- 1S/C23H23O2P.BrH/c24-23(25)18-10-11-19-26(20-12-4-1-5-13-20,21-14-6-2-7-15-21)22-16-8-3-9-17-22;/h1-9,12-17H,10-11,18-19H2;1H
- InChIKey
- KQJPHSBFOSLICV-UHFFFAOYSA-N
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- ridadr
- 3278
- hs_code
- 2931900090
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 6.1D - Non-combustible acute toxic Cat.3toxic hazardous materials or hazardous materials causing chronic effects
- Hazard statements
- H335-H315-H319
- REACH Registrations
- Inactive
- Hazard Classifications
- Acute Tox. 3 OralEye Dam. 1
- Precautionary statements
- P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Chemistry & industry
Applications
Usessuzuki reaction
Uses(4-Carboxybutyl)triphenylphosphonium Bromide (cas# 17814-85-6) is a compound useful in organic synthesis.
UsesUsed as a platform for delivery of pro-apoptotic peptides into the mitochondria of tumor cellsReactant for preparation of:Ring skeletons via ring closing metathesis and double bond migration ring closing metathesis reactionsMethyl alkenyl quinolones as antimycobacterial agentsProstaglandins and their drug analogs via Gold-catalyzed Meyer-Schuster rearrangementDiphenylmethylpiperazines as N-type calcium channel blockers as potential therapeutic agentsFolate receptor-specific glycinamide ribonucleotide formyltransferase (GARFTase) inhibitors with antitumor activityCycloalkylidene alkanols with antileishmanial activity, via Wittig reaction
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
24 records
Compound notes
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