alpha-Chlorocinnamaldehyde

Base Information

• Chemical Name: alpha-Chlorocinnamaldehyde
• CAS No.: 33603-89-3
• Molecular Formula: C9H7ClO
• Molecular Weight: 166.607
• European Community (EC) Number: 242-237-4
• DSSTox Substance ID: DTXSID001031058
• Nikkaji Number: J726.492E,J92.346J
• Wikidata: Q76312699
• Mol file: 33603-89-3.mol

Synonyms:alpha-Chlorocinnamaldehyde;18365-42-9;2-Chloro-3-phenylacrylaldehyde;2-Propenal, 2-chloro-3-phenyl-;(Z)-2-chloro-3-phenylprop-2-enal;BRN 2205649;2-Chloro-3-phenyl-2-propenal;CINNAMALDEHYDE, alpha-CHLORO-;EINECS 242-237-4;.alpha.-Chlorocinnamaldehyde;(Z)-2-Chloro-3-phenyl-2-propenal;Cinnamaldehyde, alpha-chloro-, (Z)-;33603-89-3;alpha-chloro-cinnamaldehyde;a-chlorocinnamaldehyde;alpha -chlorocinnamaldehyde;2-Chloro-3-phenylpropenal;SCHEMBL560302;alpha-Chlorocinnamaldehyde, 97%;Cinnamaldehyde, .alpha.-chloro-;SARRRAKOHPKFBW-TWGQIWQCSA-N;DTXSID001031058;AKOS000119888;CS-W016053;AS-75930;LS-53822;A880811;Z104475950;InChI=1/C9H7ClO/c10-9(7-11)6-8-4-2-1-3-5-8/h1-7H/b9-6

Chemical Property of alpha-Chlorocinnamaldehyde

Chemical Property:

• Boiling Point: 265.9°Cat760mmHg
• Flash Point: 130.7°C
• Density: 1.199g/cm³
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 166.0185425
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=C(C=O)Cl
• Isomeric SMILES: C1=CC=C(C=C1)/C=C(/C=O)\Cl

Technology Process of alpha-Chlorocinnamaldehyde

There total 11 articles about alpha-Chlorocinnamaldehyde 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: 96.0%

2-phenylselenenyl-3-phenyl-2-propenal (71996-30-0) → (Z)-2-chloro-3-phenyl-2-propenal (33603-89-3)

Guidance literature:

With sulfuryl dichloride; In chloroform; at 0 ℃; for 1h;

DOI:10.1016/0022-328X(90)80171-U

Reference yield: 91.0%

chloral ethyl hemiacetal (515-83-3) + benzaldehyde (100-52-7) → (Z)-2-chloro-3-phenyl-2-propenal (33603-89-3)

Guidance literature:

With chromium dichloride; In tetrahydrofuran; at 20 ℃; for 10h;

DOI:10.1016/j.tetlet.2008.05.026

Reference yield: 76.0%

(E)-3-phenylpropenal (14371-10-9) → (Z)-2-chloro-3-phenyl-2-propenal (33603-89-3)

Guidance literature:

With [bis(acetoxy)iodo]benzene; pyridine hydrochloride; In dichloromethane; at 20 ℃;

DOI:10.1016/j.tetlet.2009.08.038

upstream raw materials:

1,1'-dichloro-2,2'-difluoroethene

benzaldehyde

2-phenylselenenyl-3-phenyl-2-propenal

(E)-3-phenylpropenal

Downstream raw materials:

3-[(2E,4Z)-4-Chloro-1-hydroxy-5-phenyl-penta-2,4-dien-(Z)-ylidene]-1-methyl-pyrrolidine-2,4-dione

(E)-3-phenylpropenal

Phenylpropargyl aldehyde

methyl (2Z)-3-phenylprop-2-enoate