3533-68-4

Usage

Uses

Used in Chemical Research and Synthesis:
(Z)-2,3-Dichloroacrylic acid is used as a precursor for the synthesis of various organic compounds, contributing to the development of new chemical entities and materials.
Used in the Medical Field:
(Z)-2,3-Dichloroacrylic acid is employed as a starting material for the development of pharmaceuticals, potentially leading to novel treatments and therapies in medicine.
Used as a Herbicide:
(Z)-2,3-Dichloroacrylic acid is used as an active ingredient in the formulation of herbicides, helping to control and manage unwanted plant growth in agricultural and horticultural settings.

Upstream product

• 3787-28-8 trichloro-acrylaldehyde 
• 854470-82-9 (+/-)-3,4t-dichloro-2-hydroxy-but-3-enoic acid 
• 86119-84-8 phosphoric acid 
• 87-56-9 mucochloric acid 
• 6262-42-6 1,2,3,3-tetrachlorocyclopropene 
• 118888-09-8 3,4-Di-tert-butylthiophene S-oxide 

Downstream Products

• 2736-73-4 2,3-dichloro-2-propene-l-ol 

Relevant academic research and scientific papers

Preparation of (Z)-1,2-dichloroalkenes from terminal alkynes

(Z)-1,2-Dihaloalkenes are thermodynamically disfavoured of the two stereoisomers. This paper reports the synthesis of some (Z)-1,2-dichloroalkene analogues from mucochloric acid. A more versatile approach involved the chloroboration of terminal alkynes to yield corresponding (Z)-chloroboronic acid as a first step. Treatment of the organoboronic acid with potassium hydrogen difluoride followed by tetrabutylammonium trichloride gave (Z)-1,2- dichloroalkenes in moderate to good yields in a stereospecific manner.

Preparation of 2-amino-thiazole-5-carboxylic-acid derivatives

A method for preparing a compound of the structure I,

So2-extrusion of an 8-thiabicylo[3.2.1]octa-2,6-diene 8,8-dioxide and rearrangement of the resulting cycloheptatriene

The reaction of 3,4-di-tert-butylthio-phene 1-oxide (8) with tetrachlorocyclopropene provided 6,7-di-tert-butyl-2,3,4,4-tetrachloro-8-thia- bicylo[3.2.1]-octa-2,6-diene 8-oxide (10), which was oxidized to the corresponding 8,8-dioxide 16 by m-chloroperbenzoic acid. The thermolysis of 16 in refluxing chlorobenzene, xylene, or octane gave 5-tert-butyl-1,2-dichloro-3- [(1,1-dichloro-2,2-dimethyl)propyl]benzene (18) with extrusion of SO2 and 2-tert-butyl-4,5,6-trichloro-9,9-dimethylbicyclo[5.2.0]nona-1,3,5-triene (19) with extrusion of SO2 and HCl in 73-78% combined yields. On the other hand, the thermolysis of 16 in the presence of triethylamine gave 19 as the sole product in 98% yield. A mechanism that involves the initial formation of 4,5-di-tert-butyl-1,2,7,7-tetrachlorocycloheptatriene (17) is proposed to explain the observed products.