3-phenylpropanoic acid

• ChemBase ID: 1790
• Molecular Formular: C9H10O2
• Molecular Mass: 150.1745
• Monoisotopic Mass: 150.06807956
• SMILES: OC(=O)CCc1ccccc1
• Canonical SMILES: OC(=O)CCc1ccccc1
• InChI: InChI=1S/C9H10O2/c10-9(11)7-6-8-4-2-1-3-5-8/h1-5H,6-7H2,(H,10,11)
• InChIKey: XMIIGOLPHOKFCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-phenylpropanoic acid
• IUPAC Traditional name: 3-phenylpropionic acid
• Synonyms: 3-Phenylpropionic acid; Hydrocinnamic acid; 3-phenylpropanoic acid; 3-Phenyl-propionic acid; 3-Phenylpropanoic acid; Hydrocinnamic acid; beta-Phenylpropionic acid; 3-phenylpropionic acid; 3PP; Phenylpropanoate; 3-Phenylpropionic acid; Benzylacetic acid; HYDROCINNAMIC ACID; Benzenepropanoic Acid; 3-Phenyl-n-propionic Acid; Benzenepropionic Acid; Dihydrocinnamic Acid; NSC 9272; β-Phenylpropanoic Acid; β-Phenylpropionic Acid; ω-Phenylpropanoic Acid; 3-苯基丙酸; 氢化肉桂酸; 苄基乙酸; 3-苯基丙酸; 氢化肉桂酸

Database IDs

• CAS Number: 501-52-0
• EC Number: 207-924-5
• MDL Number: MFCD00002771
• Beilstein Number: 907515
• Merck Index: 144784
• PubChem SID: 160965246; 24901377; 24880312; 46506078; 24848071
• PubChem CID: 107
• FEMA ID: 2889
• Council of Europe Number: 32
• Flavis Number: 8.032

CALCULATED PROPERTIES

JChem

• Acid pKa: 4.728925
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.2172801
• LogD (pH = 7.4): -0.56008494
• Log P: 2.0555627
• Molar Refractivity: 41.9666 cm^3
• Polarizability: 16.359596 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.84
• LOG S: -1.95
• Solubility (Water): 1.70e+00 g/l

PROPERTIES

Physical Property

• Apperance: Powder
• Melting Point: 45-48 °C; 45-48 °C(lit.); 47-50°C; 48°C
• Boiling Point: 280 °C(lit.); 280°C
• Flash Point: >110°C(230°F); 113 °C; 235.4 °F
• Density: 1.071; 1.071 g/mL at 25 °C(lit.)
• Organoleptic: rose; sweet

Safety Information

• RTECS: DA8600000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥98.0% (w/w) (HPLC); 98%; 99%
• Grade: Halal; Kosher; NI; purum
• Linear Formula: C6H5CH2CH2COOH

DETAILS

MP Biomedicals - 02151284

Crystalline
Inhibitor of carboxypeptidase

MP Biomedicals - 05215603

MP Biomedicals Rare Chemical collection

DrugBank - DB02024

Drug information: experimental

Sigma Aldrich - 135232

Packaging
5, 100 g in poly bottle

Sigma Aldrich - W288918

Packaging
1 kg in glass bottle
1 sample in glass bottle
10 kg in fiber drum
100 g in glass bottle

Toronto Research Chemicals - H714595

Used in the compositions for the treatment of blood disorders using α-methylhydrocinnamic acid.

REFERENCES

• Migliaccio, A., et al.: Blood, 76, 1150 (1990)
• McDonagh, K., et al.: J. Biol. Chem., 266, 11965 (1990)
• For the abnormal reaction with thionyl chloride leading to a benzo[b]thiophene derivative, see trans-Cinnamic acid, A13538.
• Free radical oxidative cyclization with ɑ?-unsaturated nitriles, ketones and esters gives tetrahydronaphthalene derivatives: Tetrahedron Lett., 36, 4307 (1995). For reaction scheme, see Acrylonitrile, A13058.