3-Phenylpropionic acid

3-Phenylpropionic acid Basic information
Description Preparation Uses
Product Name:3-Phenylpropionic acid
Synonyms:DIHYDROCINNAMIC ACID;FEMA 2889;BETA-PHENYLPROPIONIC;BETA-PHENYLPROPIONIC ACID;BENZYLACETIC ACID;3-PHENYLPROPIONIC ACID FOR SYNTHESIS;Phenylpropionic aci;3-benzenepropionic acid
CAS:501-52-0
MF:C9H10O2
MW:150.17
EINECS:207-924-5
Product Categories:Carbonyl Compounds;Carboxylic Acids;Chemical Synthesis;Nutrition Research;Aromatic Propionic Acids;Cinnamic acid;Organic acids;Pharmaceutical Intermediates;Organic Building Blocks;Phytochemicals by Plant (Food/Spice/Herb);Aromatics;Aloe Vera;Building Blocks;C9;501-52-0
Mol File:501-52-0.mol
3-Phenylpropionic acid Structure
3-Phenylpropionic acid Chemical Properties
Melting point 45-48 °C (lit.)
Boiling point 280 °C (lit.)
density 1.071 g/mL at 25 °C (lit.)
vapor pressure 0.356Pa at 25℃
FEMA 2889 | 3-PHENYLPROPIONIC ACID
refractive index 1.5408 (estimate)
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
solubility ethanol: soluble50mg/mL, clear, colorless to faintly yellow
form Liquid
pka4.66(at 25℃)
color Clear yellow to yellow-green
Specific Gravity1.071
Odorat 1.00 % in dipropylene glycol. sweet fatty rose musk cinnamon
Odor Typefloral
Water Solubility Soluble in water
Merck 14,4784
JECFA Number646
BRN 907515
InChIKeyXMIIGOLPHOKFCH-UHFFFAOYSA-N
LogP1.153 at 25℃
CAS DataBase Reference501-52-0(CAS DataBase Reference)
NIST Chemistry Reference3-Phenylpropanoic acid(501-52-0)
EPA Substance Registry SystemHydrocinnamic acid (501-52-0)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 22-24/25-37/39-26
WGK Germany 3
RTECS DA8600000
TSCA Yes
HS Code 29163900
MSDS Information
ProviderLanguage
beta-Phenylpropionic acid English
SigmaAldrich English
ACROS English
ALFA English
3-Phenylpropionic acid Usage And Synthesis
Description3-Phenylpropionic acid is a carboxylic acid that belongs to the class of phenylpropanoids. Also referred as hydrocinnamic acid, the chemical is a white crystalline solid with a sweet fatty smell of rose musk cinnamon at room temperature. 3-Phenylpropionic acid is soluble in both water and alcohol. It is widely used in food additives, cosmetics, and pharmaceuticals.
PreparationHydrogenation of cinnamic acid is used in the preparation of 3-Phenylpropionic acid. Initially, the chemical was prepared by reduction with sodium amalgam in water by electrolysis.
UsesFood Industry
3-Phenylpropionic acid is utilized in the food industry as a preservative as well as to maintain the original quality of aroma of frozen foods. It is also used for flavoring and restoring original color to food. 3-Phenylpropionic acid is added to shelved foods to prevent microorganisms from deteriorating the food. It also acts as an antioxidant to prolong the life of foodstuff in shelves. 3-Phenylpropionic acid is also used as a food sweetener.
3-Phenylpropionic acid acts as an emulsifier as it can keep water and oil mixtures separated. 3-Phenylpropionic acid can be added in food for technological reasons in wide range such as processing, manufacturing, packaging, treatment, transportation, and storage.
Cosmetics
3-Phenylpropionic acid is used in beautifying products such as bath gels, detergent powders, and fabric softeners as it gives a floral scent. It is also used as a flavour for mouthwashes and toothpastes.



Chemical Propertieswhite to off-white crystalline mass, powder or crystals and/or chunk
Chemical Properties3-Phenylpropionic acid has a faint, sweet odor, somewhat balsamic and coumarin-like with a mildly sweet-sour, vanilla-like taste.
OccurrenceReported found in raspberry, guava fruit, Vitis vinifera L., papaya, strawberry fruit, cinnamon, cassia leaf, cheddar cheese, cocoa, beer, cognac, white wine, red wine, special wine, rose apple, mushroom, cloudberry, Boletus edulis, fresh mango, licorice and labdanum.
UsesUsed in the compositions for the treatment of blood disorders using α-methylhydrocinnamic acid.
UsesHydrocinnamic acid is inhibitor of carboxypeptidase. Hydrocinnamic acid was used in the synthesis of three medium-chain acyl-Coenzyme A?s i.e. 3-phenylpropionyl-CoA from mixed anhydrides of fatty acids.
UsesHydrocinnamic acid was used in the synthesis of three medium-chain acyl-Coenzyme A′s i.e. 3-phenylpropionyl-CoA from mixed anhydrides of fatty acids.
PreparationBy reduction of cinnamic acid using sodium amalgam.
DefinitionChEBI: A monocarboxylic acid that is propionic acid substituted at position 3 by a phenyl group.
Synthesis Reference(s)Tetrahedron Letters, 29, p. 5599, 1988 DOI: 10.1016/S0040-4039(00)80822-9
General DescriptionHydrocinnamic acid forms complexes with uranium(VI) and has been investigated in aqueous solution by attenuated total reflection fourier transform infrared spectroscopy. Hydrocinnamic acids are the major rhizospheric compounds with known growth regulatory activity.
Purification MethodsCrystallise the acid from *benzene, CHCl3 or pet ether (b 40-60o). Dry it in a vacuum. [Beilstein 9 H 508.]
alpha-Methylcinnamic acid Ethyl 2-(Chlorosulfonyl)acetate 4-HYDROXYCINNAMIC ACID (L-PHENYLALANINE METHYL ESTER) AMIDE Ascoric Acid Phenylacetone Nandrolone phenylpropionate N-BUTYL CINNAMATE L-PHENYLALANIE/ L-A-AMINO-SS-PHENYLPROPIONIC ACID 2,3-Dibromopropionic acid Clobetasol propionate 3-(2-FLUORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER Benzocyclobutyl-1-carboxylic acid DL-3-PHENYLLACTIC ACID, (DL-2-HYDROXY-3-PHENYLPROPIONIC ACID) 3-BROMO-5-CHLORO-2-HYDROXYCINNAMIC ACID (S)-2-Chloro-3-Phenylpropionic Acid D-(-)-3-AMINO-3-PHENYLPROPIONIC ACID 2-PHENYLPROPIONIC ACID α-Methylhydrocinnamic acid

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