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
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
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.
N-Bromosuccinimide Price
- Product number
- C377730
- Product name
- 2-(2-(4-Chlorophenoxy)phenyl)aceticAcid
- Packaging
- 1g
- Price
- $180
- Updated
- 2021/12/16
- Product number
- 2096AB
- Product name
- 2-(2-(4-Chlorophenoxy)phenyl)aceticacid
- Packaging
- 1g
- Price
- $315
- Updated
- 2021/12/16
- Product number
- 91713
- Product name
- 2-(2-(4-Chlorophenoxy)phenyl)aceticAcid
- Packaging
- 100mg
- Price
- $350
- Updated
- 2021/12/16
- Product number
- HCH0362428
- Product name
- 2-(2-(4-CHLOROPHENOXY)PHENYL)ACETIC ACID
- Purity
- 95.00%
- Packaging
- 5MG
- Price
- $501.19
- Updated
- 2021/12/16
- Product number
- CD12091102
- Product name
- 2-(2-(4-Chlorophenoxy)phenyl)aceticacid
- Purity
- 95+%
- Packaging
- 5g
- Price
- $606
- Updated
- 2021/12/16
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
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View Lastest Price from 2-(4-Chlorophenoxy)phenylacetic acid manufacturers
- 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