Fibric acid
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Fibric acid
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CAS No:
943-45-3
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Formula:
C10H12O3
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Chemical Name:
Fibric acid
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Synonyms:
Propanoic acid,2-methyl-2-phenoxy-;Propionic acid,2-methyl-2-phenoxy-;2-Methyl-2-phenoxypropanoic acid;Phenoxy-α-isobutyric acid;2-Phenoxy-2-methylpropionic acid;Phenoxyisobutyric acid;2-Phenoxyisobutyric acid;2,2-Dimethylphenoxyacetic acid;2,2-Dimethyl-2-phenoxyacetic acid;Fibric acid;NSC 34010;2-Phenoxy-2,2-dimethyl acetic acid;19128-87-1;19128-86-0
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CAS No:
Characteristics
46.5
1.9
1.1±0.1 g/cm3
97-98 °C @ Solvent: Ligroine
289.3°C at 760 mmHg
111.7±13.3 °C
1.526
Safety Information
Xi: Irritant;
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 5 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Fibric acid Use and Manufacturing
To a solution of ethyl 2-methyl-2-phenoxypropanoate (2.0 g, 9.6 mmol) in EtOH (16 ml) was added a solution of NaOH (0.46 g, 11.5 mmol) in H[0270] Step 1: 2-Methyl-2-phenoxypropionic acid 6 was prepared following the procedure of Corey et al., J. Am. Chem. Soc. 1969;91 :4782. To an ice-cold, stirred suspension of powdered NaOH (3.2 g, 80 mmol) in acetone (40 mL) was added phenol (1.88 g, 20 mmol) followed by 1, 1, 1-trichloro-2-methyl-2-propanol hydrate (7.82 g, 40 mmol). The mixture was stirred at 0° C. for 2 hours and then at room temperature for 2 hours. The mixture was diluted with H2O, acidified with 2N HCl, and extracted with EtOAc. The organic layer was washed with 2 N HCl, then extracted with saturated NaHCO3 (2.x.). The aqueous extracts were combined, washed once with EtOAc, acidified with 2N HCl, then extracted with EtOAc (2.x.). The combined organic layers were washed once with saturated NaCl, dried (MgSO4), and concentrated under reduced pressure. Purification by flash chromatography gave 6 (1.36 g, 38percent): 1H NMR (300 MHz, CDCl3) δ 7.28 (t, J=8 Hz, 2H), 7.08 (t, J=8 Hz, 1H), 6.96 (d, J=8 Hz, 2H), 1.52 (s, 6H).in 100mL flask four raw benzoic acid 1. 000g (10. 63mmol), 40mL (544mmol) of acetone and sodium hydroxide 4. 256g (106. 3mmol), connect the device, insert a thermometer, stirring, reaction white turbid liquid, the temperature at about 20 ° C was added dropwise chloroform 9. 3mL (115. 54mmol), 10min dropping was completed, the reaction solution was gradually heated until boiling, then gradually cooling, 3h after TLC showed disappearance of starting material spot , and concentrated under reduced pressure to obtain yellow solid was added 20mL7K, adjusted to pH 4, extracted with ethyl acetate, separated, dried over anhydrous Na2S04, filtered to remove the drying agent and concentrated to give a yellow oil, freezer overnight, the precipitated needle-like crystals, suction filtered, washed with petroleum ether (3mLX2), 80percent ethanol and dried to give a white solid 1. 34g.
Computed Properties
Molecular Weight:180.20
XLogP3:1.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:180.078644241
Monoisotopic Mass:180.078644241
Topological Polar Surface Area:46.5
Heavy Atom Count:13
Complexity:181
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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