2-Phenylpropionic acid
Basic information
- CAS
2328-24-7- Standard SMILES
CC(C(=O)O)c1ccccc1- InChIKey
YPGCWEMNNLXISK-UHFFFAOYSA-N- Molecular formula
- C9H10O2
- Average molar mass
- 150.17 g/mol
- Monoisotopic mass
- 150.06807956
Overview
Hydratropic acid is a 2-arylpropionic acid carrying a phenyl group at position 2. It is a metabolite of alpha-methylstyrene (AMS), a volatile hydrocarbon. It has a role as a human xenobiotic metabolite. It is functionally related to a phenylacetic acid.
Names & identifiers
- Preferred name
- 2-Phenylpropionic acid
- IUPAC
- 2-phenylpropanoic acid
- English name
- 2-Phenylpropionic acid
- Molecular formula
- C9H10O2
- Molecular weight
- 150.17
Names & synonyms
2-Phenylpropionic acid492-37-52-Phenylpropanoic acidHydratropic acidalpha-Methylphenylacetic acidalpha-Methylbenzeneacetic acidALPHA-PHENYLPROPIONIC ACIDCH15E393A2NSC-42872NSC-245033CHEBI:48526RefChem:89100
Show more names
2-Phenylproplonic Acid(±)-α-methylphenylaceticacid(±)-2-Phenylpropionic acid, (±)-Hydratropic aciddl-PPA2-PhenylpropionicRARECHEM AL BO 0089TIMTEC-BB SBB007855
DTXCID20833771alpha-methyl-benzeneacetic acid /OD/ 2-phenylpropionic acid207-752-0DTXSID90880934DL-2-Phenylpropionic Acid(+/-)-2-Phenylpropionic acid(+/-)-2-phenylpropanoic acidBenzeneacetic acid, .alpha.-methyl-
Database identifiers
- CAS
2328-24-7、492-37-5、7782-26-5- PubChem CID
- 10296
- DTXSID
DTXSID80862027- ChEMBL
CHEMBL370925- ChEBI
CHEBI:48526- UNII
- CH15E393A2
- EC Number
- 207-752-0
- Nikkaji
- J2.433.032J、J313.188B
Properties
Computed structural properties
- XLogP
- 1.9
- Topological polar surface area
- 37.3 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 136
Experimental & physicochemical properties
LogP1.8
Flavoring AgentsEU Flavoring substances
Physical DescriptionSolid
Physicochemical properties
- Melting point
- 5 °C · 5 °C
- Boiling point
- 260 · 260-262 °C (lit.)
- Density
- 1.1 g/mL · 1.1 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D 1.522(lit.)
- FLAVIS Number
- 8.108 · 08.108 | 2-Phenylpropionic acid
- Flash point
- 230 °F · >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- 9.9 g/l · 9.9g/l
- form
- Liquid
- pka
- 4.34 · 4.34±0.10(Predicted)
- color
- Clear pale yellow to yellow
- PH
- 3 · 3 (5g/l, H2O, 20℃)
- Water Solubility
- 10 g/L · 10 g/L (20 ºC)
- BRN
- 1863558 · 1863558
- InChI
- 1S/C9H10O2/c1-7(9(10)11)8-5-3-2-4-6-8/h2-7H,1H3,(H,10,11)
- InChIKey
- YPGCWEMNNLXISK-UHFFFAOYSA-N
- SMILES
- CC(C(O)=O)c1ccccc1
- LogP
- 1.699 · 1.699 (est)
- CAS DataBase Reference
- 492 · 492-37-5(CAS DataBase Reference)
- FDA UNII
- 15 E393A2 · CH15E393A2
- NIST Chemistry Reference
- Benzeneacetic acid, «alpha»-methyl-(492-37-5)
- EPA Substance Registry System
- Benzeneacetic acid, .alpha.-methyl- (492-37-5)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05
- Signal word
- Danger
- Hazard statements
- 314 · H314
- Precautionary statements
- 280 · P280-P303+P361+P353-P305+P351+P338+P310
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- Hazard Codes
- Xi,C
- Risk Statements
- 36 · 36/37/38
- Safety Statements
- 26 · 26-36-37/39
- WGK Germany
- 3 · 3
- TSCA
- TSCA listed
- HS Code
- 29163900 · 29163900
- Storage Class
- 8 A · 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- 1 Skin · Eye Dam. 1Skin Corr. 1B
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
Warning
H315 (98%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 50 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)
2-Phenylpropionic acid: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesSkin Irrit. 2 (98%)
Safety data
- PPE
- Eyeshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29163900
- risk_code
- 36/37/38
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- Xi,C
- safety_code
- 26-36-37/39
- Storage Class
- 8A - Combustible corrosive hazardous materials
- Hazard statements
- H314
- Hazard Classifications
- Eye Dam. 1Skin Corr. 1B
- Precautionary statements
- P280-P303+P361+P353-P305+P351+P338+P310
Chemistry & industry
Pharmacology
Cellular LocationsMembrane
Uses & manufacturing
General Manufacturing InformationBenzeneacetic acid, .alpha.-methyl-: INACTIVE
Applications
Uses2-Phenylpropionic acid is used in the preparation of ibuprofen derivatives for their anti-inflammatory activity. Also used in nucleation inhibitors in Dutch resolution of diastereomers.
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: A 2-arylpropionic acid carrying a phenyl group at position 2. It is a metabolite of alpha-methylstyrene (AMS), a volatile hydrocarbon.
Related reactions
127 records
Compound notes
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