| Identification | More | [Name]
4-TERT-BUTYLPHENYLACETIC ACID | [CAS]
32857-63-9 | [Synonyms]
4-T-BUTYLPHENYLACETIC ACID
4-TERT-BUTYLPHENYLACETIC ACID
ASISCHEM Y85510
BENZENEACETIC ACID, 4-(1,1-DIMETHYLETHYL)-
RARECHEM AL BO 0709
4-(1,1-dimethylethyl)-benzeneaceticaci
Butylphenylessigsureca
4-(t-Butyl)-phenylacetic acid , ca. 98%
ButylphenylaceticacidButylphenylaceticacid
4-tert-Butylphenylacetic acid 98%
BTS-10335
p-tert-Butylphenylacetic acid | [EINECS(EC#)]
251-264-0 | [Molecular Formula]
C12H16O2 | [MDL Number]
MFCD00082593 | [Molecular Weight]
192.25 | [MOL File]
32857-63-9.mol |
| Chemical Properties | Back Directory | [Appearance]
Almost white crystalline powder | [Melting point ]
77-78°C | [Boiling point ]
302.8±11.0 °C(Predicted) | [density ]
1.047±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
soluble in Methanol | [form ]
powder to crystal | [pka]
4.41±0.10(Predicted) | [color ]
White to Almost white | [InChI]
InChI=1S/C12H16O2/c1-12(2,3)10-6-4-9(5-7-10)8-11(13)14/h4-7H,8H2,1-3H3,(H,13,14) | [InChIKey]
RUAYXHSDAMWEDR-UHFFFAOYSA-N | [SMILES]
C1(CC(O)=O)=CC=C(C(C)(C)C)C=C1 | [CAS DataBase Reference]
32857-63-9(CAS DataBase Reference) | [EPA Substance Registry System]
Benzeneacetic acid, 4-(1,1-dimethylethyl)- (32857-63-9) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29163990 |
| Hazard Information | Back Directory | [Chemical Properties]
Almost white crystalline powder | [Synthesis]
The general procedure for the synthesis of 4-tert-butylphenylacetic acid from methyl 4-tert-butylphenylacetate was as follows: 4-tert-butylphenylacetic acid methyl ester (4.13 g, 20 mmol) was dissolved in methanol (160 mL), and water (40 mL) and sodium hydroxide (1.2 g, 30 mmol) were added sequentially. The reaction mixture was stirred at room temperature overnight. Upon completion of the reaction, the volatile solvent was removed by distillation under reduced pressure, and the residue was diluted with water and acidified with 1 N sulfuric acid solution to pH 4. The precipitated solid was filtered, washed with water, and dried to afford 4-tert-butylphenylacetic acid as a white solid in 39% yield. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3) and 13C NMR (101 MHz, CDCl3): 1H NMR δ 1.32 (s, 9H), 3.60 (s, 2H), 7.22 (d, J = 8.2 Hz, 2H), 7.35 (d, J = 8.2 Hz, 2H), 8.48 (s, 1H) ppm; 13C NMR δ 31.49 (3C), 34.62, 40.84, 125.70 (2C), 129.16 (2C), 130.57, 150.29, 177.92 ppm. | [References]
[1] Tetrahedron Asymmetry, 2016, vol. 27, # 19, p. 936 - 942
[2] Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 9, p. 2047 - 2050
[3] Journal of Medicinal Chemistry, 2000, vol. 43, # 23, p. 4354 - 4358
[4] Patent: WO2004/69792, 2004, A2. Location in patent: Page 125
[5] Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 9, p. 2386 - 2391 |
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