3-(Dichloromethyl)-2,4,4-trichloro-2-butenoic acid

Base Information

• Chemical Name: 3-(Dichloromethyl)-2,4,4-trichloro-2-butenoic acid
• CAS No.: 97055-37-3
• Molecular Formula: C5H3Cl5O2
• Molecular Weight: 272.343
• DSSTox Substance ID: DTXSID10242691
• Nikkaji Number: J680.503E
• ChEMBL ID: CHEMBL468373

Synonyms:CCRIS 1488;3-(Dichloromethyl)-2,4,4-trichloro-2-butenoic acid;97055-37-3;2-BUTENOIC ACID, 3-(DICHLOROMETHYL)-2,4,4-TRICHLORO-;2,4,4-Trichloro-3-dichloromethylbutenoic acid;2-Butenoic acid, 2,4,4-trichloro-3-(dichloromethyl)-;C5H3Cl5O2;CHEMBL468373;C5-H3-Cl5-O2;DTXSID10242691;LS-47118;3-(Dichloromethyl)-2,4,4-trichlorocrotonic acid

Chemical Property of 3-(Dichloromethyl)-2,4,4-trichloro-2-butenoic acid

Chemical Property:

• Vapor Pressure: 8.51E-07mmHg at 25°C
• Boiling Point: 379.1°C at 760 mmHg
• Flash Point: 183.1°C
• Density: 1.739g/cm³
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 271.854618
• Heavy Atom Count: 12
• Complexity: 200

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(C(=C(C(=O)O)Cl)C(Cl)Cl)(Cl)Cl

Technology Process of 3-(Dichloromethyl)-2,4,4-trichloro-2-butenoic acid

There total 1 articles about 3-(Dichloromethyl)-2,4,4-trichloro-2-butenoic 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:

methyl 3-(dichloromethyl)-4,4-dichlorocrotonate (97055-33-9) → 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (77439-76-0) + 2,3,4,4-Tetrachloro-3-dichloromethyl-butyric acid methyl ester (97055-35-1) + 2,4,4-trichloro-3-(dichloromethyl)-crotonic acid (97055-37-3)

Guidance literature:

With aluminum oxide; sulfuric acid; In dichloromethane; at 15 ℃; for 10h; Product distribution; other catalysts, var. time;

Reference yield: 65.0%

2,4,4-trichloro-3-(dichloromethyl)-crotonic acid (97055-37-3) → 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone (77439-76-0)

Guidance literature:

With potassium hydrogencarbonate; In water; at 50 ℃; for 3h;

Reference yield:

2,4,4-trichloro-3-(dichloromethyl)-crotonic acid (97055-37-3) → 3-chloro-4-(dichloromethyl)-5-methoxy-2,5-dihydrofuran-2-one (97055-38-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / KHCO₃ / H₂O / 3 h / 50 °C

2: 91 percent / HCl / methanol / 24 h / Ambient temperature

With hydrogenchloride; potassium hydrogencarbonate; In methanol; water;

upstream raw materials:

methyl 3-(dichloromethyl)-4,4-dichlorocrotonate

Downstream raw materials:

3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone

3-chloro-4-(dichloromethyl)-5-methoxy-2,5-dihydrofuran-2-one

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