1-Phenylcyclohexanecarbaldehyde

Base Information

• Chemical Name: 1-Phenylcyclohexanecarbaldehyde
• CAS No.: 22612-69-7
• Molecular Formula: C13H16O
• Molecular Weight: 188.269
• Hs Code.: 2912299000
• DSSTox Substance ID: DTXSID30565470
• Nikkaji Number: J83.204I
• Wikidata: Q82450584
• Mol file: 22612-69-7.mol

Synonyms:1-Phenylcyclohexanecarbaldehyde;22612-69-7;1-Phenylcyclohexane-1-carbaldehyde;1-phenyl-cyclohexanecarbaldehyde;1-phenylcyclohexane-carbaldehyde;SCHEMBL1299548;DTXSID30565470;CHNMUXHAGUGWJF-UHFFFAOYSA-N;AKOS006308059

Chemical Property of 1-Phenylcyclohexanecarbaldehyde

Chemical Property:

• PSA: 17.07000
• LogP: 3.08740
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 188.120115130
• Heavy Atom Count: 14
• Complexity: 185

Purity/Quality:

1-phenylcyclohexanecarbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC(CC1)(C=O)C2=CC=CC=C2

Technology Process of 1-Phenylcyclohexanecarbaldehyde

There total 16 articles about 1-Phenylcyclohexanecarbaldehyde 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: 92.0%

(1-phenylcyclohexyl)methanol (68692-77-3) → 1-phenylcyclohexane-1-carbaldehyde (22612-69-7)

Guidance literature:

With tert.-butylnitrite; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; In acetonitrile; at 20 ℃; for 8h; chemoselective reaction;

DOI:10.1055/s-0036-1588155

Reference yield: 81.09%

1-phenyl-1-cyclohexanecarbonitrile (2201-23-2) → 1-phenylcyclohexane-1-carbaldehyde (22612-69-7)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -70 ℃; for 2h;

Reference yield:

C13H17BrO (1342886-83-2) → 1-phenylcyclohexane-1-carbaldehyde (22612-69-7) + Cyclohexyl phenyl ketone (712-50-5)

Guidance literature:

With diethylzinc; trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.08.134

upstream raw materials:

2-phenyl-1-oxaspiro[2,5]octane

(cyclohexylidenemethyl)benzene

1-phenylcyclohexylcarbonyl chloride

cyclohexylphenylmethanol

Downstream raw materials:

1-(1-phenylcyclohexyl)prop-2-yn-1-yl acetate

Cyclohexyl phenyl ketone

(1-phenylcyclohexyl)methanol

methanesulfonic acid 1-phenylcyclohexylmethyl ester

Refernces

• 1、 Jeedimalla, Nagalakshmi,Jacquet, Camille,Bahneva, Diana,Youte Tendoung, Jean-Jacques,Roche, Stéphane P.. "Synthesis of α-Arylated Cycloalkanones from Congested Trisubstituted Spiro-epoxides: Application of the House-Meinwald Rearrangement for Ring Expansion". supporting information. p. 12357 - 12373. Retrieved 2018/09/06.
• 2、 Shibuya, Masatoshi,Furukawa, Keisuke,Yamamoto, Yoshihiko. "Selective Aerobic Oxidation of Primary Alcohols to Aldehydes". . p. 1554 - 1557. Retrieved 2017/08/11.