Cyclohex-2-ene-1-carbaldehyde

Base Information

• Chemical Name: Cyclohex-2-ene-1-carbaldehyde
• CAS No.: 42540-33-0
• Molecular Formula: C7H10O
• Molecular Weight: 110.156
• European Community (EC) Number: 827-929-1
• DSSTox Substance ID: DTXSID20870868
• Nikkaji Number: J981.859F
• Mol file: 42540-33-0.mol

Synonyms:Cyclohex-2-ene-1-carbaldehyde;cyclohex-2-enecarbaldehyde;42540-33-0;2-cyclohexene-1-carbaldehyde;Cyclohexene-3-carbaldehyde;SCHEMBL261789;DTXSID20870868;XPCJYQUUKUVAMI-UHFFFAOYSA-N;EN300-2520459

Chemical Property of Cyclohex-2-ene-1-carbaldehyde

Chemical Property:

• Vapor Pressure: 2.625mmHg at 25°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 110.073164938
• Heavy Atom Count: 8
• Complexity: 105

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC=CC(C1)C=O

Technology Process of Cyclohex-2-ene-1-carbaldehyde

There total 14 articles about Cyclohex-2-ene-1-carbaldehyde 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: 54.0%

carbon monoxide (201230-82-2) + rac-3-bromocyclohexene (1521-51-3,113667-32-6) → cyclohexa-1,3-diene (1165952-91-9) + cyclohexene (110-83-8) + cyclohex-2-enecarbaldehyde (42540-33-0)

Guidance literature:

With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 50 ℃; under 2280 Torr;

DOI:10.1021/ja00263a015

Reference yield: 35.0%

(+/-)-2-cyanoterahydropyran (76928-53-5) → hepta-5,6-dien-1-al (76928-55-7) + 8-Oxabicyclo<3.2.1>oct-6-ene (6671-92-7) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2) + acrolein (107-02-8,25068-14-8) + cyclohex-2-enecarbaldehyde (42540-33-0)

Guidance literature:

at 420 ℃; under 63 Torr; Product distribution; Mechanism; other temperatures and pressures;

DOI:10.1021/jo00071a015

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

upstream raw materials:

(+/-)-2-cyanoterahydropyran

3-chloro-cyclohexene

carbon monoxide

bicyclo[4.1.0]heptane

Downstream raw materials:

3-Cyclohexene-1-carboxamide

3-hydroxymethylcyclohexene

C₂₂H₂₅NO₄S

C₉H₁₀O

Refernces

• 1、 Caneva, Thomas,Sperni, Laura,Strukul, Giorgio,Scarso, Alessandro. "Efficient epoxide isomerization within a self-assembled hexameric organic capsule". . p. 83505 - 83509. Retrieved 2016/11/01.
• 2、 Matsuo, Jun-Ichi,Iida, Daisuke,Tatani, Kazuya,Mukaiyama, Teruaki. "A new method for oxidation of various alcohols to the corresponding carbonyl compounds by using n-t-butylbenzenesulfinimidoyl chloride". . p. 223 - 234. Retrieved 2007/10/03.