3,3-Dichloroacrolein

Base Information

• Chemical Name: 3,3-Dichloroacrolein
• CAS No.: 2648-51-3
• Molecular Formula: C3H2 Cl2 O
• Molecular Weight: 124.954
• European Community (EC) Number: 859-972-7
• DSSTox Substance ID: DTXSID10181071
• Mol file: 2648-51-3.mol

Synonyms:3,3-dichloroprop-2-enal;3,3-Dichloroacrolein;2648-51-3;3,3-Dichloropropenal;2-propenal, 3,3-dichloro-;3,3-Dichloroacrylaldehyde;CCRIS 7470;beta,beta-Dichloroacrolein;3,3-Dichloro-2-propenal;ACROLEIN, 3,3-DICHLORO-;C3H2Cl2O;BRN 1699142;SCHEMBL4657972;DTXSID10181071;AKOS006279836;EN300-83036

Chemical Property of 3,3-Dichloroacrolein

Chemical Property:

• Vapor Pressure: 3.5mmHg at 25°C
• Boiling Point: 152.4°Cat760mmHg
• Flash Point: 54°C
• PSA: 17.07000
• Density: 1.364g/cm³
• LogP: 1.50430
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 123.9482701
• Heavy Atom Count: 6
• Complexity: 72.9

Purity/Quality:

99% ^*data from raw suppliers

3,3-dichloroprop-2-enal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=C(Cl)Cl)C=O

Technology Process of 3,3-Dichloroacrolein

There total 2 articles about 3,3-Dichloroacrolein 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: 46.0%

Bromotrichloromethane (75-62-7) + trimethylsiloxyethene (6213-94-1) → chloro-trimethyl-silane (75-77-4) + 3,3-dichloroacrolein (2648-51-3) + trimethylsilyl bromide (2857-97-8) + Hexamethyldisiloxane (107-46-0) + acetaldehyde (75-07-0,9002-91-9)

Guidance literature:

at 40 ℃; for 20h; Product distribution; Irradiation; homolytic reaction between trimethylalkenyoxylsilanes and trichlorobromomethane;

Reference yield:

Bromotrichloromethane (75-62-7) + trimethylsiloxyethene (6213-94-1) → chloro-trimethyl-silane (75-77-4) + 3,3-dichloroacrolein (2648-51-3) + trimethylsilyl bromide (2857-97-8) + acetaldehyde (75-07-0,9002-91-9)

Guidance literature:

at 40 ℃; for 20h; Further byproducts given; Irradiation;

Reference yield: 97.0%

3,3-dichloroacrolein (2648-51-3) + 4-nitrophenylhydrazone (100-16-3) → β,β-dichloroacrolein 4-nitrophenylhydrazone (129298-19-7)

Guidance literature:

With sulfuric acid; In ethanol; at 20 ℃; for 4h; chemoselective reaction;

DOI:10.1134/S1070428008070129

upstream raw materials:

Bromotrichloromethane

trimethylsiloxyethene

Downstream raw materials:

1,1-dichloro-5-cyclohex-1-enyl-pent-1-en-4-yn-3-ol

3,3-dichloro-1-phenyl-allyl alcohol

2-ethyl-5,5-dichloro-1-phenyl-penta-2,4-dien-1-one

5,5-dichloro-1-phenyl-penta-2t,4-dien-1-one