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Chemical Structure| 67132-14-3 Chemical Structure| 67132-14-3

Structure of 67132-14-3

Chemical Structure| 67132-14-3

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Product Details of [ 67132-14-3 ]

CAS No. :67132-14-3
Formula : C14H11ClO2
M.W : 246.69
SMILES Code : O=C(C1=CC=C(C2=CC=C(OC)C=C2)C=C1)Cl

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Application In Synthesis of [ 67132-14-3 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 67132-14-3 ]

[ 67132-14-3 ] Synthesis Path-Downstream   1~2

  • 1
  • [ 725-14-4 ]
  • [ 67132-14-3 ]
YieldReaction ConditionsOperation in experiment
99.8% With thionyl chloride; at 50℃; for 3h; 2.4.c <strong>[725-14-4]4'-methoxy-biphenyl-4-carboxylic acid</strong> chloride A solution of 3.0 g (0.013 mol) of <strong>[725-14-4]4'-methoxy-biphenyl-4-carboxylic acid</strong> in 47.4 mL (0.65 mol) of thionyl chloride is stirred at 50 C. for three hours. After removal of thionyl chloride using the rotary evaporator the product is obtained as a yellowish solid, which is stored in the refrigerator. Yield: 3.2 g (99.8% of theory); C15H14O2 (M=246.696); calc.: molar peak (M+H)+: 246/248 fnd.: molar peak (M+H)+: 246/248.
With thionyl chloride; (b) 4-Acetylphenyl 4'-methoxybiphenyl-4-carboxylate (8b).; 4'-Methoxybiphenyl-4-carboxylic acid (400 mg, 1.60 mmol) was dissolved in thionyl chloride (25 rnL) and allowed to stir overnight. The thionyl chloride was then removed under reduced pressure and the acid chloride was carried on crude. The acid chloride was dissolved in dichloromethane and 4-hydroxyacetophenone (218 mg, 1.60 mmol) was added to the solution. Sodium hydride (60% in mineral oil, 64 mg, 1.60 mmol) was then added slowly to the reaction and allowed to stir for 5h. The reaction was then quenched with saturated aqueous sodium bicarbonate and the solution was extracted twice with dichloromethane. The combined organic layers were then dried over magnesium sulfate, filtered and evaporated under reduced pressure to a solid which was carried on crude. 1HNMR (DMSO): δ 8.18 (d, J=5.1 Hz, 2H), 8.08 (d, J=5.1 Hz, 2H), 7.88 (d, J=5.1 Hz, 2H), 7.76 (d, J=5.1 Hz, 2H), 7.48 (d, J=5.1 Hz, 2H), 7.08 (d, J=5.1 Hz, 2H), 3.82 (s, 3H), 2.62 (s, 3H).
  • 2
  • [ 79-37-8 ]
  • [ 725-14-4 ]
  • [ 67132-14-3 ]
YieldReaction ConditionsOperation in experiment
In chloroform; 4'-Methoxy[1,1'-biphenyl]-4-carboxylic acid chloride, CAS 67132-14-3 Into a 100 mL three neck round bottom flask was placed a magnetic stir bar, 1.03 grams (4.5 mmol) of 4'-methoxybiphenyl-4-carboxylic acid (CAS 725-14-4, Alfa-Aesar Chemical Co.), and 20 mL chloroform (CAS 865-49-6, Sigma-Aldrich Chem. Co.). To the magnetically stirred slurry was added 3 drops of dimethylformamide (CAS 68-12-2, Alfa-Aesar Chemical Co.) and the reaction was placed under a nitrogen atmosphere then placed in an ice water bath and chilled to 5-10 C. To the stirred heterogeneous mixture under nitrogen was added 1.53 grams (12 mmol) of oxalyl chloride (CAS 79-37-8, Alfa-Aesar Chem. Co.) dropwise from a capillary pipet over approximately 1 minutes. The reaction was then removed from the ice bath and stirred at room temperature for 1 hour. The resulting nearly homogeneous light yellow mixture was placed in a pre-heated 40 C. oil bath and warmed with stirring at 40 C. for 1 hour. The product mixture was removed from the oil bath, filtered through fine filter paper to remove trace particulates, and then the filtrate was concentrated to dryness in vacuo. To the flask was added 50 mL chloroform and concentrated to dryness a second time to remove residual oxalyl chloride. The product mixture afforded a cream-white solid. The collected weight was 1.14 grams which was used without further purification.
 

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