ChemicalBook > CAS DataBase List > 2-(4-Chlorophenoxy)phenylacetic acid

2-(4-Chlorophenoxy)phenylacetic acid

Product Name
2-(4-Chlorophenoxy)phenylacetic acid
CAS No.
25563-04-6
Chemical Name
2-(4-Chlorophenoxy)phenylacetic acid
Synonyms
orophenoxy)phenyL;2-(4-Chlorophenoxy)phenylacetic acid;2-(4-chlorophenoxy)Benzeneacetic acid;Benzeneacetic acid, 2-(4-chlorophenoxy)-;2-(2-(4-chlorophenoxy)phenyl)acetic acid
CBNumber
CB72521092
Molecular Formula
C14H11ClO3
Formula Weight
262.69
MOL File
25563-04-6.mol
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2-(4-Chlorophenoxy)phenylacetic acid Property

Melting point:
120-122℃
Boiling point:
397.7±27.0 °C(Predicted)
Density 
1.317
storage temp. 
Sealed in dry,Room Temperature
solubility 
Chloroform (Slightly), Methanol (Slightly, Sonicated)
pka
4.10±0.10(Predicted)
form 
Solid
color 
Light Pinkish-Beige
InChI
InChI=1S/C14H11ClO3/c15-11-5-7-12(8-6-11)18-13-4-2-1-3-10(13)9-14(16)17/h1-8H,9H2,(H,16,17)
InChIKey
ALMJMOPIBISVHZ-UHFFFAOYSA-N
SMILES
C1(CC(O)=O)=CC=CC=C1OC1=CC=C(Cl)C=C1
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
C377730
Product name
2-(2-(4-Chlorophenoxy)phenyl)aceticAcid
Packaging
1g
Price
$180
Updated
2021/12/16
AK Scientific
Product number
2096AB
Product name
2-(2-(4-Chlorophenoxy)phenyl)aceticacid
Packaging
1g
Price
$315
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
91713
Product name
2-(2-(4-Chlorophenoxy)phenyl)aceticAcid
Packaging
100mg
Price
$350
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0362428
Product name
2-(2-(4-CHLOROPHENOXY)PHENYL)ACETIC ACID
Purity
95.00%
Packaging
5MG
Price
$501.19
Updated
2021/12/16
Crysdot
Product number
CD12091102
Product name
2-(2-(4-Chlorophenoxy)phenyl)aceticacid
Purity
95+%
Packaging
5g
Price
$606
Updated
2021/12/16
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2-(4-Chlorophenoxy)phenylacetic acid Chemical Properties,Usage,Production

Uses

2-(2-(4-Chlorophenoxy)phenyl)acetic acid is used in the preparation of tri-substituted thiazoles as RAGE antagonists in Alzheimer treatments.

Synthesis

2444-36-2

106-48-9

25563-04-6

1. 552.0 g (4.0 mol) of potassium carbonate was dissolved in 1500 mL of diethylene glycol dimethyl ether at 0-20 °C. 2. 283.1 g (2.2 mol) of p-chlorophenol and 5.74 g (0.04 mol) of copper (I) bromide were added sequentially to the above solution and stirred well. 3. the mixture was heated to 100 °C, 90.3 g (0.53 mol) of o-chlorophenylacetic acid was added, and the temperature was maintained and stirred for 1 hour. 4. 159.4 g (0.93 mol) of o-chlorophenylacetic acid was further added, the temperature was raised to 120-130 °C, stirring was continued for about 8 hours, and the progress of the reaction was monitored by high performance liquid chromatography. 5. Upon completion of the reaction, cooled to room temperature, 700mL of water and 650mL of 35wt% aqueous hydrochloric acid were added sequentially to adjust the pH of the aqueous layer to below 1. 6. After dilution by adding 500mL of water, the organic layer was extracted once with 400mL and 200mL of toluene, respectively, and the organic layer was combined. 7. The organic layer was sequentially washed three times with 500 mL of water and once with 500 mL of brine, and then dried with anhydrous magnesium sulfate. 8. The dried organic layer was partially concentrated to about 400 g of residue, 100 mL of heptane was added dropwise, and the internal temperature was maintained at about 70° C. until crystals precipitated. 9. Cooled to 20-25°C, filtered to collect the crystals and washed with 100mL of a solvent mixture of heptane/toluene (1:1). 10. Pressurized drying gave 245.6 g of 2-(2-(4-chlorophenoxy)phenyl)acetic acid white solid in 68.8% yield.

References

[1] Patent: WO2012/38975, 2012, A2. Location in patent: Page/Page column 35
[2] Patent: EP2166012, 2010, A1. Location in patent: Page/Page column 13
[3] Patent: WO2011/159903, 2011, A2. Location in patent: Page/Page column 36

2-(4-Chlorophenoxy)phenylacetic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-(4-Chlorophenoxy)phenylacetic acid manufacturers

Career Henan Chemical Co
Product
2-(4-Chlorophenoxy)phenylacetic acid 25563-04-6
Price
US $3.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg,5kg,50kg
Release date
2020-01-18

25563-04-6, 2-(4-Chlorophenoxy)phenylacetic acidRelated Search:


  • 2-(4-Chlorophenoxy)phenylacetic acid
  • 2-(2-(4-chlorophenoxy)phenyl)acetic acid
  • 2-(4-chlorophenoxy)Benzeneacetic acid
  • orophenoxy)phenyL
  • Benzeneacetic acid, 2-(4-chlorophenoxy)-
  • 25563-04-6