2-Cyclohexylbenzaldehyde

Base Information

• Chemical Name: 2-Cyclohexylbenzaldehyde
• CAS No.: 128323-04-6
• Molecular Formula: C13H16O
• Molecular Weight: 188.269
• Hs Code.: 2912299000
• European Community (EC) Number: 676-167-4
• DSSTox Substance ID: DTXSID10561617
• Wikidata: Q72459863
• Mol file: 128323-04-6.mol

Synonyms:2-Cyclohexylbenzaldehyde;128323-04-6;benzaldehyde, 2-cyclohexyl-;cyclohexyl-benzaldehyde;2-Cyclohexyl-benzaldehyde;SCHEMBL197356;o-(1-Cyclohexyl)-benzaldehyde;DTXSID10561617;SFNWXOPQLKYXHN-UHFFFAOYSA-N;2-Cyclohexylbenzaldehyde, AldrichCPR;MFCD06658151;AKOS006294848;AC-6638;AS-37450;CS-0155335;Q-102472

Chemical Property of 2-Cyclohexylbenzaldehyde

Chemical Property:

• Vapor Pressure: 0.00179mmHg at 25°C
• Refractive Index: 1.559
• Boiling Point: 292.794 °C at 760 mmHg
• Flash Point: 116.32 °C
• PSA: 17.07000
• Density: 1.033 g/cm³
• LogP: 3.54680
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 188.120115130
• Heavy Atom Count: 14
• Complexity: 182

Purity/Quality:

99% ^*data from raw suppliers

2-Cyclohexylbenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36-51
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)C2=CC=CC=C2C=O

Technology Process of 2-Cyclohexylbenzaldehyde

There total 5 articles about 2-Cyclohexylbenzaldehyde 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: 100.0%

1-bromo-2-cyclohexylbenzene (59734-92-8) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N-2-Cyclohexylbenzaldehyde (128323-04-6)

Guidance literature:

1-bromo-2-cyclohexylbenzene; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 0.75h;

N,N-dimethyl-formamide; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/ja8016076

Reference yield: 36.0%

Cyclohexyl iodide (626-62-0) + benzaldehyde (100-52-7) → 4-cyclohexylbenzaldehyde (27634-89-5) + N-2-Cyclohexylbenzaldehyde (128323-04-6)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; caesium carbonate; bis[2-(diphenylphosphino)phenyl] ether; at 100 ℃; for 36h; regioselective reaction; Inert atmosphere; Glovebox; Schlenk technique;

DOI:10.1002/anie.201801967

Reference yield:

N-(2-bromobenzylidene)butan-1-amine (257628-68-5) + cyclohexylmagnesium bromide (931-50-0) → N-2-Cyclohexylbenzaldehyde (128323-04-6)

Guidance literature:

N-(2-bromobenzylidene)butan-1-amine; cyclohexylmagnesium bromide; With manganese(ll) chloride; In tetrahydrofuran; at 0 - 5 ℃;

With water; ammonium chloride; In tetrahydrofuran; at 2 - 7 ℃;

upstream raw materials:

N-2-chlorobenzylidene(butyl)amine

1-bromo-2-cyclohexylbenzene

N,N-dimethyl-formamide

N-(2-bromobenzylidene)butan-1-amine

Downstream raw materials:

(E)-1,2-bis(2-cyclohexylphenyl)ethene

8-cyclohexylisoquinoline

8-cyclohexyl-5-isoquinolinesulfonic acid

C₂₅H₃₅N₃O₄S

Refernces

• 1、 -. "COMPOUNDS FOR IMPROVING LEARNING AND MEMORY". Page/Page column 3; 19. . Retrieved 2009/12/23.
• 2、 Cahiez, Gerard,Lepifre, Franck,Ramiandrasoa, Parfait. "Manganese-catalyzed substitution of activated aryl halides (X = Cl, Br and F) and aryl ethers by organomagnesium reagents". . p. 2138 - 2144. Retrieved 2007/10/03.