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Home > Encyclopedia > 2,4-Dichlorophenylacetic acid

2,4-Dichlorophenylacetic acid

2,4-Dichlorophenylacetic acid structure

2,4-Dichlorophenylacetic acid 

structure
  • CAS No:

    19719-28-9

  • Formula:

    C8H6Cl2O2

  • Chemical Name:

    2,4-Dichlorophenylacetic acid

  • Synonyms:

    Benzeneacetic acid,2,4-dichloro-;Acetic acid,(2,4-dichlorophenyl)-;2,4-Dichlorobenzeneacetic acid;2,4-Dichlorophenylacetic acid;NSC 54853;2-(2,4-Dichlorophenyl)acetic acid

  • Categories:

    Organic Chemistry  >  Inorganic Acid Esters

Description

white to pale yellowish-beige crystalline powder

2,4-Dichlorophenylacetic acid Basic Attributes

205.034

205.04

243-248-7

15N730ND47

54853

DTXSID4041363

29163990

Characteristics

37.3

2.9

white to off-white powder

1.3806 (rough estimate)

131 °C

294.45°C (rough estimate)

150.5±23.7 °C

1.5490 (estimate)

methanol: 0.1 g/mL, clear;soluble IN HOT WATER

Store in a cool, dry place. Keep container closed when not in use.

9.54E-05mmHg at 25°C

Safety Information

NONH for all modes of transport

3

R36/37/38

26-36-37/39

Xi

Stable under normal temperatures and pressures.

P261-P305 + P351 + P338

H315-H319-H335

|Warning|H315 (99.28%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 139 companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2,4-Dichlorophenylacetic acid Use and Manufacturing

General procedure: A 100 mL reactor equipped with Teflon-coated magnetic stir bars was charged with n-Butyl alcohol (20 mL) and the catalyst (0.5 mmol). The reactor was then taken out of the glove box and pressured with carbon monoxide (1 atm). The mixture was stirred 2 h at 60 °C, cooled to ambient temperature and slowly vented. After benzyl chloride (10 mmol), NaOH (15 mL, 15percent), and TBAI (0.25 mmol) were added, the reactor was sealed and the reaction mixtures were stirred for 22 h at 60 °C under carbon monoxide (1 atm). After the reaction, the water phase was detached and washing the organic phase three times with HTo a 100 mL round bottom flask was added 2, 4-dichlorophenylacetonitrile (18.6 g, 0.1 mol) followed by sulfuric acid (9.8 g, 0.1 mol) and acetic acid (1.2 g, 0.02 mol) were heated to 100 ° C and added dropwise to the flask at 1-1.5 hours. After the reaction at 125-130 ° C for 2 hours, the reaction is completed, cooled to below 100 ° C, diluted with water, cooled to below 50 ° C Layer, remove the ammonium sulfate, dehydration dehydration 1-1.5 hours, cooling crystallization, in 2, 4 - dichlorophenylacetic acid 18.92g (m.p.129 ~131 ° C) in a yield of 92.3percent.1 L three-neck bottle, under the protection of nitrogen, adding 200 g 25percent sulfuric acid solution and 200 g of toluene. Heating to 80 - 90 °C. Adding 200 g of 1 - (2, 2, 2 - trichloro-ethyl) - 2, 4 - dichlorobenzene. The completion of the dropping, thermal insulation reaction 8 hours. The reaction is finished. The system lower the temperature quenching. After washing the organic phase, the temperature of the crystallization, to obtain 2, 4 - dichloro acetic acid 107.1 g, melting point 129 - 132 °C, HPLC purity is greater than 95 wt percent.

Computed Properties

Molecular Weight:205.03
XLogP3:2.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:203.9744848
Monoisotopic Mass:203.9744848
Topological Polar Surface Area:37.3
Heavy Atom Count:12
Complexity:172
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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