Cyclohexane-1,4-dicarbaldehyde

Base Information

• Chemical Name: Cyclohexane-1,4-dicarbaldehyde
• CAS No.: 33424-83-8
• Molecular Formula: C8H12O2
• Molecular Weight: 140.182
• Hs Code.: 2912299000
• DSSTox Substance ID: DTXSID101342945
• Nikkaji Number: J1.973.984H,J1.946.429F,J88.869I
• Mol file: 33424-83-8.mol

Synonyms:Cyclohexane-1,4-dicarbaldehyde;33424-83-8;1,4-Cyclohexanedicarboxaldehyde;186971-92-6;1,4-Cyclohexanedicarboxaldehyde, trans- (9CI);1,4-cyclohexanedicarbaldehyde;SCHEMBL823159;SCHEMBL887195;SCHEMBL887222;trans-1,4-Diformylcyclohexane;SCHEMBL23130437;1,4-cyclohexane dicarboxaldehyde;QWKLKVRIQGSSKF-UHFFFAOYSA-N;QWKLKVRIQGSSKF-ZKCHVHJHSA-N;DTXSID101342945;MFCD18968154;trans-cyclohexane-1,4-dicarbaldehyde;AKOS015899429;Cyclohexane-1alpha,4beta-dicarbaldehyde;SB36659;Cyclohexane-1alpha,4alpha-dicarbaldehyde;(1r,4r)-cyclohexane-1,4-dicarbaldehyde;BS-49577;CS-0197158;E73944;EN300-396854

Chemical Property of Cyclohexane-1,4-dicarbaldehyde

Chemical Property:

• PSA: 34.14000
• LogP: 1.19060
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 140.083729621
• Heavy Atom Count: 10
• Complexity: 107

Purity/Quality:

99% ^*data from raw suppliers

Cyclohexane-1,4-dicarbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CCC1C=O)C=O

Technology Process of Cyclohexane-1,4-dicarbaldehyde

There total 3 articles about Cyclohexane-1,4-dicarbaldehyde 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: 50.0%

bis-1,4-(hydroxymethyl)cyclohexane (105-08-8) → 1,4-cyclohexanedicarboxaldehyde (33424-83-8)

Guidance literature:

With sodium hypochlorite; sodium hydrogencarbonate; potassium bromide; TEMPO; In dichloromethane; water; for 1h; Heating;

DOI:10.1055/s-1999-3689

Reference yield:

carbon monoxide (201230-82-2) + cyclohexa-1,3-diene (1165952-91-9) → 1,4-cyclohexanedicarboxaldehyde (33424-83-8) + 3-Cyclohexene-1-carboxaldehyde (100-50-5,61746-36-9) + cis/trans-1,3-cyclohexanedicarboxaldehyde (55309-54-1) + cyclohex-2-enecarbaldehyde (42540-33-0)

Guidance literature:

With Rh₄(CO)14; hydrogen; In hexane; at 19.85 ℃; Product distribution; reaction was studied by in-situ high-pressure IR spectroscopy;

DOI:10.1016/S0022-328X(00)00369-7

Reference yield:

dimethyl 1,4-cyclohexane dicarboxylate (94-60-0) → bis-1,4-(hydroxymethyl)cyclohexane (105-08-8) + 1,4-cyclohexanedicarboxaldehyde (33424-83-8)

Guidance literature:

With hydrogen; at 180 ℃; under 30003 Torr; Temperature; Pressure; Concentration;

upstream raw materials:

bis-1,4-(hydroxymethyl)cyclohexane

carbon monoxide

cyclohexa-1,3-diene

dimethyl 1,4-cyclohexane dicarboxylate

Downstream raw materials:

3-azabicyclo<3.3.1>nonane

1,4-bis-(aminomethyl)cyclohexane

cis, trans-1,3-dimethylaminocyclohexane

Refernces

• 1、 -. "Method of combined production of 1,4-cyclohexane dimethanol and cyclohexyl-1,4-diformaldehyde". Paragraph 0019; 0020; 0022; 0024; 0026; 0028; 0030; 0032. . Retrieved 2017/08/29.
• 2、 Doering, W. von E.,DeLuca, JoAnn Peters. "Conformational restraint in thermal rearrangements of a cyclobutane: 3,4-dicyanotricyclo[4.2.2.02,5]decane". . p. 10608 - 10614. Retrieved 2007/10/03.