2-Chloro-1-formyl-1-cyclohexene

Base Information

• Chemical Name: 2-Chloro-1-formyl-1-cyclohexene
• CAS No.: 1680-73-5
• Molecular Formula: C7H9ClO
• Molecular Weight: 144.601
• Hs Code.: 2913000090
• Mol file: 1680-73-5.mol

Synonyms:1-Chloro-2-formylcyclohexene;2-Chloro-1-cyclohexene-1-carboxaldehyde;2-Chloro-1-cyclohexenecarboxaldehyde;2-Chloro-1-formylcyclohexene;

Chemical Property of 2-Chloro-1-formyl-1-cyclohexene

Chemical Property:

• Refractive Index: 1.5198 (589.3 nm 20℃)
• Boiling Point: 209.686 °C at 760 mmHg
• Flash Point: 91.781 °C
• PSA: 17.07000
• Density: 1.134 g/cm³
• LogP: 2.25220
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

99.3% ^*data from raw suppliers

2-Chlorocyclohex-1-enecarbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Chloro-1-formyl-1-cyclohexene

There total 10 articles about 2-Chloro-1-formyl-1-cyclohexene 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%

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-chlorocyclohexene-1-carboxaldehyde (1680-73-5)

Guidance literature:

With trichlorophosphate; In dichloromethane; at 0 - 20 ℃; for 6h;

DOI:10.1055/s-0034-1379365

Reference yield: 92.3%

→ 2-chlorocyclohexene-1-carboxaldehyde (1680-73-5)

Guidance literature:

Reference yield: 80.0%

→ 2-chlorocyclohexene-1-carboxaldehyde (1680-73-5)

Guidance literature:

With N-Bromosuccinimide; In tetrachloromethane; for 2h; Heating;

DOI:10.1055/s-1981-29500

upstream raw materials:

N,N-dimethyl-formamide

cyclohexanone

1-(Trimethylsilyloxy)cyclohexene

formaldehyd

Downstream raw materials:

5,6,7,8-tetrahydroquinazoline

C₁₉H₂₀N₂

β-trans-<2-Chlor-cyclohexen-(1)-yl>-acrylsaeure

1-Chlor-2-(1'-hydroxy-ethyl)-cyclohexen

Refernces

• 1、 Reddy, Chaganti P.,Tanimoto, Shigeo. "Vilsmeier Formylation of O-Silylated Enolates of Carboxylic Esters. A New Method for the Synthesis of α-Formylcarboxylic Esters". . p. 575 - 577. Retrieved 1987.
• 2、 Wang, Jiao Yu Joseph,Palacin, Thomas,Fletcher, Stephen P.. "β-Chloroaldehydes from Trapping Zirconium Enolates Produced in Asymmetric 1,4-Additions". . p. 378 - 381. Retrieved 2019.
• 3、 Komendantova, Anna S.,Fakhrutdinov, Artem N.,Menchikov, Leonid G.,Sukhorukov, Alexey Yu.,Zavarzin, Igor V.,Volkova, Yulia A.. "Cyclization of β-Chlorovinyl Thiohydrazones into Pyridazines: A Mechanistic Study". supporting information. p. 527 - 536. Retrieved 2018/10/31.