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2-Phenylbutyric acid

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2-Phenylbutyric acid

EINECS 201-982-5
CAS No. 90-27-7 Density 1.09 g/cm3
PSA 37.30000 LogP 2.26480
Solubility insoluble in water Melting Point 39-42 °C(lit.)
Formula C10H12O2 Boiling Point 272.9 °C at 760 mmHg
Molecular Weight 164.204 Flash Point 170.2 °C
Transport Information N/A Appearance white to yellowish adhering crystal
Safety 22-36 Risk Codes 22-20/21/22
Molecular Structure Molecular Structure of 90-27-7 (2-Phenylbutyric acid) Hazard Symbols HarmfulXn
Synonyms

Butyricacid, 2-phenyl- (8CI);(RS)-2-Phenylbutanoic acid;2-Phenylbutanoic acid;a-Ethyl-a-toluic acid;a-Ethylbenzeneacetic acid;a-Ethylphenylacetic acid;a-Phenylbutyric acid;

Article Data 97

2-Phenylbutyric acid Consensus Reports

Reported in EPA TSCA Inventory.

2-Phenylbutyric acid Specification

The 2-Phenylbutyric acid is an organic compound with the formula C10H12O2. The IUPAC name of this chemical is 2-phenylbutanoic acid. With the CAS registry number 90-27-7, it is also named as a-Ethylbenzeneacetic acid. The product's category is Organic acids. Besides, it is a white to yellowish adhering crystal, which should be stored in a closed and cool place. It is used for organic synthesis.

Physical properties about 2-Phenylbutyric acid are: (1)ACD/LogP: 2.38 ; (2)ACD/LogD (pH 5.5): 1.2; (3)ACD/LogD (pH 7.4): -0.59; (4)ACD/BCF (pH 5.5): 2.49; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 30.78; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 2; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Polar Surface Area: 26.3 Å2; (12)Index of Refraction: 1.531; (13)Molar Refractivity: 46.63 cm3; (14)Molar Volume: 150.6 cm3; (15)Polarizability: 18.48×10-24cm3; (16)Surface Tension: 42.1 dyne/cm; (17)Density: 1.09 g/cm3; (18)Flash Point: 170.2 °C; (19)Enthalpy of Vaporization: 54.01 kJ/mol; (20)Boiling Point: 272.9 °C at 760 mmHg; (21)Vapour Pressure: 0.00288 mmHg at 25°C.

Preparation: this chemical can be prepared by diphenyl N-[2-phenyl-1-(1-pyrrolidinyl)butylidene]phosphoramidate. This reaction will need reagent potassium hydroxide and solvent ethane-1,2-diol. The reaction time is 6 hours by heating. The yield is about 91%.



Uses of 2-Phenylbutyric acid: it can be used to produce 2-phenyl-butyric acid ethyl ester by heating. It will need reagent conc. H2SO4 with reaction time of 5 hours. The yield is about 90%.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. When you are using it, wear suitable protective clothing and do not breathe dust.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)C(c1ccccc1)CC
(2)InChI: InChI=1/C10H12O2/c1-2-9(10(11)12)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3,(H,11,12)
(3)InChIKey: OFJWFSNDPCAWDK-UHFFFAOYAE
(4)Std. InChI: InChI=1S/C10H12O2/c1-2-9(10(11)12)8-6-4-3-5-7-8/h3-7,9H,2H2,1H3,(H,11,12)
(5)Std. InChIKey: OFJWFSNDPCAWDK-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1320mg/kg (1320mg/kg)   Farmaco, Edizione Scientifica. Vol. 13, Pg. 286, 1958.
mouse LD50 intravenous 320mg/kg (320mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03832,
mouse LD50 oral 1154mg/kg (1154mg/kg)   Bollettino Chimico Farmaceutico. Vol. 100, Pg. 143, 1961.
mouse LD50 subcutaneous 800mg/kg (800mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 116, Pg. 154, 1958.
mouse LD50 unreported 1060mg/kg (1060mg/kg)   Farmaco, Edizione Scientifica. Vol. 16, Pg. 23, 1961.

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