(Z)-2,3-dichloroacrylic acid

Base Information

• Chemical Name: (Z)-2,3-dichloroacrylic acid
• CAS No.: 3533-68-4
• Molecular Formula: C3H2Cl2O2
• Molecular Weight: 140.95300
• NSC Number: 32684
• DSSTox Substance ID: DTXSID401023431
• Nikkaji Number: J81.561F,J79.814B
• Wikidata: Q76304849
• Metabolomics Workbench ID: 1758
• Mol file: 3533-68-4.mol

Synonyms:(Z)-2,3-dichloroacrylic acid;3533-68-4;2,3-dichloroprop-2-enoic acid;13167-36-7;2-Propenoic acid, 2,3-dichloro-;(Z)-2,3-dichloroprop-2-enoic acid;2-Propenoic acid, dichloro-;Acrylic acid, 2,3-dichloro-;(2Z)-2,3-DICHLOROPROP-2-ENOIC ACID;2,3-dichloro-2Z-propenoic acid;.alpha.,.beta.-Dichloroacrylic acid;Acrylic acid, .alpha.-.beta.-dichloro-;2-Propenoic acid, 2,3-dichloro- (9CI);99165-89-6;Acrylic acid, alpha-beta-dichloro-;NSC 32684;Acrylic acid, 2,3-dichloro-, (Z)-;2-Propenoic acid, 2,3-dichloro-, (Z)-;2,3-Dichlor-acrylsaure;2,3-dichloroacrylic acid;Acrylic acid,3-dichloro-;SCHEMBL988366;2-Propenoic acid,3-dichloro-;SCHEMBL2538835;YQYHCJZVJNOGBP-UPHRSURJSA-N;DTXSID401023431;NSC32684;LMFA01090072;NSC-32684;AKOS006375321;(2Z)-2,3-Dichloro-2-propenoic acid;(2Z)-2,3-Dichloro-2-propenoic acid #;EN300-7448126

Chemical Property of (Z)-2,3-dichloroacrylic acid

Chemical Property:

• PSA: 37.30000
• LogP: 1.39000
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 139.9431847
• Heavy Atom Count: 7
• Complexity: 108

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dichloroprop-2-enoic acid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (Z)-2,3-dichloroacrylic acid

There total 7 articles about (Z)-2,3-dichloroacrylic acid 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: 70.0%

mucochloric acid (87-56-9) → (2Z)-2,3-dichloroprop-2-enoic acid (3533-68-4,6795-91-1,13167-36-7)

Guidance literature:

mucochloric acid; With sodium hydroxide; In water; Cooling with ice;

at 50 ℃; for 2h;

With hydrogenchloride; In water; at 0 ℃; for 1h;

DOI:10.1139/v2012-041

Reference yield: 36.0%

1,2,3,3-tetrachlorocyclopropene (6262-42-6) + 3,4-Di-tert-butylthiophene S-oxide (118888-09-8) → 6,7-di-tert-butyl-2,3,4,4-tetrachloro-8-thiabicyclo[3.2.1]octa-2,6-diene 8-oxide (873958-08-8) + (2Z)-2,3-dichloroprop-2-enoic acid (3533-68-4,6795-91-1,13167-36-7) + 3,4-di-tert-butylthiophene (22808-03-3) + 3,4-di-tert-butyl-2-chlorothiphene (118888-06-5)

Guidance literature:

In toluene; for 20h; Heating;

DOI:10.1002/hc.20079

Reference yield:

C3HCl2O2(1-)*Na(1+) → (2Z)-2,3-dichloroprop-2-enoic acid (3533-68-4,6795-91-1,13167-36-7)

Guidance literature:

With hydrogenchloride; In water; at 0 - 25 ℃; for 1h; Industry scale;

upstream raw materials:

trichloro-acrylaldehyde

(+/-)-3,4t-dichloro-2-hydroxy-but-3-enoic acid

phosphoric acid

1,2,3,3-tetrachlorocyclopropene

Downstream raw materials:

2,3-dichloro-2-propene-l-ol

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