4-Aminocyclohexanone

Base Information

• Chemical Name: 4-Aminocyclohexanone
• CAS No.: 87976-86-1
• Molecular Formula: C₆H₁₁NO
• Molecular Weight: 113.159
• Hs Code.: 2922399090
• DSSTox Substance ID: DTXSID30432734
• Nikkaji Number: J1.070.552E
• Wikidata: Q72435317
• Mol file: 87976-86-1.mol

Synonyms:4-aminocyclohexanone;87976-86-1;4-aminocyclohexan-1-one;4-AMINO-CYCLOHEXANONE;Cyclohexanone, 4-amino-;4-amino cyclohexanone;SCHEMBL942587;4-aminocyclohexanone, AldrichCPR;DTXSID30432734;OTCYOBLTAQTFPW-UHFFFAOYSA-N;AMY42375;MFCD06659766;AKOS006294120;SB39323;CS-0106163;FT-0765328;EN300-216165

Chemical Property of 4-Aminocyclohexanone

Chemical Property:

• Boiling Point: 199.2±33.0℃ (760 Torr)
• PKA: 9.63±0.20(Predicted)
• Flash Point: 74.3±25.4℃
• PSA: 43.09000
• Density: 1.023±0.06 g/cm3 (20 ºC 760 Torr)
• LogP: 1.15710
• XLogP3: -0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 113.084063974
• Heavy Atom Count: 8
• Complexity: 90.7

Purity/Quality:

99% ^*data from raw suppliers

4-Aminocyclohexanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(=O)CCC1N
• Uses: 4-Aminocyclohexanone is a useful reagent in many studies. It was used for experimental investigation of reductions and theoretical studies of cyclohexanone reductions. Also, it was used for preparation of heterocyclic compounds.

Technology Process of 4-Aminocyclohexanone

There total 7 articles about 4-Aminocyclohexanone 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%

C14H15F3N2O → 4‐aminocyclohexanone (87976-86-1)

Guidance literature:

With chloro-trimethyl-silane; lithium chloride; In N,N-dimethyl-formamide; at 60 ℃; for 12h;

DOI:10.1021/jacs.0c09403

Reference yield:

N-(tert-butoxycarbonyl)-4-aminocyclohexanone (179321-49-4) → 4‐aminocyclohexanone (87976-86-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

Reference yield:

trans-4-hydroxycyclohexylamine (27489-62-9) → 4‐aminocyclohexanone (87976-86-1)

Guidance literature:

With dmap; [2,2]bipyridinyl; 2-azatricyclo[3.3.1.1^3,7]dec-2-yloxidanyl; copper(l) chloride; In acetonitrile; at 20 ℃; for 1h; chemoselective reaction;

DOI:10.1002/anie.201309634

upstream raw materials:

N-(tert-butoxycarbonyl)-4-aminocyclohexanone

trans-4-hydroxycyclohexylamine

tert-butyl N-(4-hydroxycyclohexyl)carbamate

trans-4-aminocyclohexan-1-ol

Downstream raw materials:

N-(tert-butoxycarbonyl)-4-aminocyclohexanone

Refernces

• 1、 Wang, Wentian,Zhang, Lu,Morlock, Lorraine,Williams, Noelle S.,Shay, Jerry W.,De Brabander, Jef K.. "Design and Synthesis of TASIN Analogues Specifically Targeting Colorectal Cancer Cell Lines with Mutant Adenomatous Polyposis Coli (APC)". . p. 5217 - 5241. Retrieved 2019/05/28.
• 2、 -. "Rho KINASE INHIBITORS". Page 71. . Retrieved 2010/02/06.