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Usage

Uses

Used in Plant Biology:
3-Chloro-4-hydroxyphenylacetic acid is used as a phytohormone for the inhibition of auxin influx, which plays a crucial role in plant growth and development. By regulating the movement of auxins, 3-CHLORO-4-HYDROXYPHENYLACETIC ACID can influence various aspects of plant physiology, including cell elongation, division, and differentiation.
Used in Pharmaceutical Research:
As a major chlorinated metabolite of chlorotyrosine, 3-chloro-4-hydroxyphenylacetic acid holds potential for pharmaceutical research. Its unique chemical structure and properties may contribute to the development of new drugs or therapies targeting various medical conditions.
Used in Chemical Synthesis:
3-CHLORO-4-HYDROXYPHENYLACETIC ACID's distinctive structure also makes it a valuable intermediate in the synthesis of other complex organic molecules. It can be utilized in the development of novel chemical compounds for various applications, including pharmaceuticals, agrochemicals, and materials science.

InChI:InChI=1/C8H7ClO3/c9-6-3-5(4-8(11)12)1-2-7(6)10/h1-3,10H,4H2,(H,11,12)

Upstream product

• 13721-20-5 2-(3-chloro-4-methoxyphenyl)acetic acid 
• 156-38-7 4-hydroxyphenylacetate 
• 72198-15-3 (R,S)-3-chloro-4-hydroxymandelic acid 
• 95-57-8 2-monochlorophenol 
• 7569-58-6 2-(3-chloro-4-methoxyphenyl)acetonitrile 

Downstream Products

• 50972-63-9 2-(3-chloro-4-hydroxyphenyl)ethanol 
• 93245-87-5 (3-bromo-5-chloro-4-hydroxyphenyl)acetic acid 
• 199930-20-6 3-chloro-4-hydroxyphenylacetic acid 2,4,5-trichlorophenyl ester 
• 193357-36-7 3-chloro-4-hydroxyphenylacetic acid ethyl ester 
• 57017-95-5 methyl 3-chloro-4-hydroxyphenylacetate 
• 494865-21-3 ethyl {4-[3,3-bis-(4-bromo-phenyl)-allyloxy]-3-chloro-phenyl}-acetate 
• 156781-07-6 ethyl 2-[2-chloro-4-(2-hydroxyethyl)phenoxy]acetate 
• 255734-66-8 ethyl 2-[4-(2-bromoethyl)-2-chlorophenoxy]acetate 

Relevant academic research and scientific papers

A new system for the reduction of 4-hydroxymandelic acids

We describe a new reduction of 4-hydroxymandelic acids which is easy to perform with available, cheap and environmentally clean reagents.The reduction of these acids is an important method for the synthesis of (4-hydroxyphenyl)-acetic acids.The new reducing system is constituted of sodium bisulfite or dithionite in catalytic quantities and formic acid in slight excess. - Keywords: 4-hydroxymandelic acid; reduction; sodium bisulfite; sodium dithionite; formic acid

Synthesis and Properties of Optically Active Phenoxypropionates. Effect of Halogeno Substituent in the Core on Physical Properties

Chiral phenoxypropionates having halogenated 2,5-diphenylpyrimidine cores were synthesized and the effect of a halogeno-substituent on the physical properties such as mesomorphic behavior, spontaneous polarization (Ps) and response time (τ) were investigated.The introduction of a halogen atom to the phenyl ring of 2,5-diphenylpyrimidine core led to a decrease in the thermal stability of mesophases.The Ps values in the achiral host liquid crystal mixture were increased by introducing the halogen atom.However, response times were not improved. - Keywords: ferroelectric liquid crystal, phenoxypropionate, halogeno-substituent

Process for preparation of alkanoic acids

A process for preparation of substituted acetic acids having the general formula I: in which R is selected from the group consisting in one hydrogen atom and C1 -C4 -alkyl radicals, and Ar is selected from the group consisting in radicals of aromatic nature selected from the following radicals: 2-thienyl, 2-methoxy-1-naphthyl, 3,4-methylenedioxy-phenyl, and the substituted phenyls of the general formula II: STR1 where R1 is selected from the group consisting in hydrogen and C1 -C4 -alkyl groups, and R2 is selected from the group consisting in hydrogen, halogen, alkyl, alkoxy and hydroxy-groups, such process comprising the step of reacting under heat in an acid medium, in the presence of red phosphorus and catalytic quantities of iodine or hydriodic acid, an alpha carbonylated carboxylic acid having the general formula III: in which R has the same meaning as above with an unsaturated derivative of aromatic nature selected from the group consisting in thiophene, 2-methoxynaphthalene, 1,2-methylenedioxy-benzene, and the substituted aromatic hydrocarbons having the general formula IV: STR2 in which R1, R2 have the same meanings as above, possibly within a compatible organic solvent.

Antiinflammatory substituted phenylacetic acids

Antiinflammatory substituted phenylacetic acids of low toxicity are prepared by reaction of a salt of an alkyl 3 chloro-4-hydroxyphenylacetate with a substituted benzyl halide in the presence of an inert organic solvent at elevated temperatures.