4-Phenylcyclohex-1-ene-1-carboxylic acid

Base Information

• Chemical Name: 4-Phenylcyclohex-1-ene-1-carboxylic acid
• CAS No.: 143287-94-9
• Molecular Formula: C13H14 O2
• Molecular Weight: 202.253
• DSSTox Substance ID: DTXSID00699357
• Nikkaji Number: J876.757B
• Mol file: 143287-94-9.mol

Synonyms:143287-94-9;4-PHENYLCYCLOHEX-1-ENE-1-CARBOXYLIC ACID;4-phenylcyclohexene-1-carboxylic acid;DTXSID00699357;MFCD09038072;AKOS015909106;4-Phenyl-1-cyclohexene-1-carboxylic acid;AS-53706;P16922;4-PHENYLCYCLOHEX-1-ENE-1-CARBOXYLICACID;1,2,3,6-Tetrahydro-[1,1'-biphenyl]-4-carboxylic acid;1,2,3,6-Tetrahydro-[1,1'-biphenyl]-4-carboxylicacid;1,2,3,6-Tetrahydro[1,1'-biphenyl]-4-carboxylic acid

Chemical Property of 4-Phenylcyclohex-1-ene-1-carboxylic acid

Chemical Property:

• PSA: 37.30000
• LogP: 2.96510
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 202.099379685
• Heavy Atom Count: 15
• Complexity: 262

Purity/Quality:

98%min ^*data from raw suppliers

4-PHENYLCYCLOHEX-1-ENE-1-CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=CCC1C2=CC=CC=C2)C(=O)O

Technology Process of 4-Phenylcyclohex-1-ene-1-carboxylic acid

There total 12 articles about 4-Phenylcyclohex-1-ene-1-carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

Bromoform (75-25-2) + 1-phenyl-4-cyclohexanone (4894-75-1) → 1,2,3,6-tetrahydro-[1,1'-biphenyl]-4-carboxylic acid (143287-94-9)

Guidance literature:

Bromoform; 1-phenyl-4-cyclohexanone; With lithium hydroxide monohydrate; N-benzyl-N,N,N-triethylammonium chloride; water; In tert-butyl alcohol; at 20 ℃; for 24h;

With hydrogenchloride; In water; pH=1;

DOI:10.1080/00397910802531955

Reference yield: 87.0%

carbon dioxide (124-38-9,18923-20-1) + 4,4,5,5-tetramethyl-2-(1,2,3,6-tetrahydro-[1,1'-biphenyl]-4-yl)-1,3,2-dioxaborolane (287944-05-2) → 1,2,3,6-tetrahydro-[1,1'-biphenyl]-4-carboxylic acid (143287-94-9)

Guidance literature:

With potassium methanolate; copper(l) chloride; In N,N-dimethyl acetamide; at 70 ℃; for 24h; under 760.051 Torr; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1002/ejoc.202000288

Reference yield: 85.0%

carbon dioxide (124-38-9,18923-20-1) + 4-phenylcyclohex-1-enyl trifluoromethanesulfonate (122948-47-4) → 1,2,3,6-tetrahydro-[1,1'-biphenyl]-4-carboxylic acid (143287-94-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; tetrabutylammonium tetrafluoroborate; In N,N-dimethyl-formamide; at 20 ℃; under 760 Torr; electrolyses, carbon cathode, Mg anode, E=-2.0 V;

DOI:10.1055/s-1997-3241

upstream raw materials:

1-hydroxy-4-phenyl-cyclohexanecarboxylic acid

carbon monoxide

4-phenylcyclohex-1-enyl trifluoromethanesulfonate

carbon dioxide

Downstream raw materials:

ethyl 4-phenyl-1-cyclohexenecarboxylate

4-Phenyl-cyclohex-1-enecarboxylic acid methyl ester

trans-4-phenylcyclohexylmethanol

(1s,4s)-4-phenylcyclohexane-1-carboxylic acid