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Home > Encyclopedia > 1-(4-Methylphenyl)cyclopentanecarboxylic acid

1-(4-Methylphenyl)cyclopentanecarboxylic acid

1-(4-Methylphenyl)cyclopentanecarboxylic acid structure

1-(4-Methylphenyl)cyclopentanecarboxylic acid 

structure
  • CAS No:

    80789-75-9

  • Formula:

    C13H16O2

  • Chemical Name:

    1-(4-Methylphenyl)cyclopentanecarboxylic acid

  • Synonyms:

    Cyclopentanecarboxylic acid,1-(4-methylphenyl)-;1-(4-Methylphenyl)cyclopentanecarboxylic acid;1-(p-Methylphenyl)cyclopentanecarboxylic acid;1-(p-Tolyl)-1-cyclopentanecarboxylic acid;NSC 154615;1-p-Tolylcyclopentanecarboxylic acid;1-(4-Methylphenyl)cyclopentane-1-carboxylic acid

  • Categories:

    Pharmaceutical Intermediates  >  Heterocyclic Compound

Description

beige-greyish powder and granules

1-(4-Methylphenyl)cyclopentanecarboxylic acid Basic Attributes

204.27

204.26

279-556-3

154615

29163900

Characteristics

37.3

3.2

1.135 g/cm3

181-184ºC

355.7°C at 760 mmHg

165.6ºC

1.5180 (estimate)

Safety Information

R36/37/38

24/25

Xi: Irritant;

1-(4-Methylphenyl)cyclopentanecarboxylic acid Use and Manufacturing

General procedure: Add 0.69 g to the reactor(S)-(+)-2-(6-methoxy-2-naphthyl)propionic acid, Silver acetate 1 g, Palladium acetate 69 mg, N-acetyl-L-phenylalanine 126 mg, sodium acetate 0.5 g, 5 ml of dichloroethane and 1 ml of triisopropylsilylethynyl bromide were reacted at 60 C for 16 h.After the reaction was completed, acetic acid was added and extracted with ethyl acetate three times.Combine the organic phase, The organic phase is diluted with dilute hydrochloric acid, Wash with saturated brine, add an appropriate amount of anhydrous sodium sulfate to dry, filter to remove anhydrous sodium sulfate, petroleum ether: acetic acidEthyl acetate = 10:1 column chromatography purification, distillation under reduced pressure afforded 0.99 g of product, yield 83.42%.A mixture of 11.1 g (0.06 mol) of nitrile 1a and 6.7 g (0.12 mol) of KOH in 50 mL of ethylene glycol was boiled for 9 h. After cooling, 50 mL of water was added. The reaction mixture was extracted with benzene. The aqueous layer was acidified with 15% hydrochloric acid to pH 2.0. The precipitate was filtered off, washed with water, dried and recrystallized from ethyl alcohol. Yield 11.0 g (90%), mp 167-169, Rf 0.54 (benzene-acetone, 2 : 1). IR spectrum, nu, cm-1: 2700-2500 w (OH), 1690 s (CO). 1 NMR spectrum, delta, ppm: 1.60-1.82 m (6H, C5H8), 2.52-2.67m (2H, C5H8), 7.02-7.07 m (2H, C6H4) 7.21-7.26 m (2H, C6H4), 11.89 br. s (1H, COOH ). Found, %: C 76.21; H 7.75. C13H16O2. Calculated, %: C 76.44; H 7.90.1-(4-Methylphenyl)cyclopentane carboxylic acid tbutyl ester. To a suspension of

Computed Properties

Molecular Weight:204.26
XLogP3:3.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:204.115029749
Monoisotopic Mass:204.115029749
Topological Polar Surface Area:37.3
Heavy Atom Count:15
Complexity:233
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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