2,6-Dichlorophenylacetic acid
- CAS No.
- 6575-24-2
- Chemical Name:
- 2,6-Dichlorophenylacetic acid
- Synonyms
- 2-(2,6-DICHLOROPHENYL)ACETIC ACID;TIMTEC-BB SBB003503;2,6-Dichlorophenyla;RARECHEM AL BO 0115;Guanfacine Impurity;Guanfacine Impurity 1;2,6-Dichlorphenylessigsure;6-Dichlorophenylacetic acid;2,6-DICHLOROPHENYLACETIC ACID;2,6-DICHLORO BENZENEACETIC ACID
- CBNumber:
- CB2481995
- Molecular Formula:
- C8H6Cl2O2
- Molecular Weight:
- 205.04
- MDL Number:
- MFCD00004320
- MOL File:
- 6575-24-2.mol
- MSDS File:
- SDS
| Product description | Number | Pack Size | Price |
| 2,6-Dichlorophenylacetic acid 97% | 259241 | 25g | $39.2 |
| 2,6-Dichlorophenylacetic acid 97% | 259241 | 100g | $149 |
| 2,6-Dichlorophenylacetic Acid >96.0%(T) | D1897 | 25g | $101 |
| 2,6-Dichlorophenylacetic acid | D436305 | 25g | $70 |
| 2,6-Dichlorophenylacetic acid | FD38378 | 100g | $100 |
| More product size | |||
| Melting point | 158-161 °C (lit.) |
|---|---|
| Boiling point | 294.45°C (rough estimate) |
| Density | 1.3806 (rough estimate) |
| refractive index | 1.5490 (estimate) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | DMSO (Slightly), Methanol (Slightly) |
| form | Solid |
| pka | 3.80±0.10(Predicted) |
| color | White to Off-White |
| BRN | 1952744 |
| InChI | InChI=1S/C8H6Cl2O2/c9-6-2-1-3-7(10)5(6)4-8(11)12/h1-3H,4H2,(H,11,12) |
| InChIKey | SFAILOOQFZNOAU-UHFFFAOYSA-N |
| SMILES | C1(CC(O)=O)=C(Cl)C=CC=C1Cl |
| CAS DataBase Reference | 6575-24-2(CAS DataBase Reference) |
| FDA UNII | K8G025CX8W |
| NIST Chemistry Reference | 2,6-Dichlorophenylacetic acid(6575-24-2) |
| EPA Substance Registry System | Benzeneacetic acid, 2,6-dichloro- (6575-24-2) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
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|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319 | |||||||||
| Precautionary statements | P264-P280-P302+P352-P305+P351+P338-P332+P313-P337+P313 | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38 | |||||||||
| Safety Statements | 37/39-26-26/37/39-36 | |||||||||
| WGK Germany | 3 | |||||||||
| Hazard Note | Irritant | |||||||||
| HS Code | 29163900 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 |
|||||||||
| NFPA 704 |
|
2,6-Dichlorophenylacetic acid price More Price(33)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 259241 | 2,6-Dichlorophenylacetic acid 97% | 6575-24-2 | 25g | $39.2 | 2023-06-20 | Buy |
| Sigma-Aldrich | 259241 | 2,6-Dichlorophenylacetic acid 97% | 6575-24-2 | 100g | $149 | 2023-06-20 | Buy |
| TCI Chemical | D1897 | 2,6-Dichlorophenylacetic Acid >96.0%(T) | 6575-24-2 | 25g | $101 | 2026-03-19 | Buy |
| TRC | D436305 | 2,6-Dichlorophenylacetic acid | 6575-24-2 | 25g | $70 | 2021-12-16 | Buy |
| Biosynth Carbosynth | FD38378 | 2,6-Dichlorophenylacetic acid | 6575-24-2 | 100g | $100 | 2021-12-16 | Buy |
2,6-Dichlorophenylacetic acid Chemical Properties,Uses,Production
Chemical Properties
white crystalline powder
Uses
2,6-Dichlorophenylacetic acid is an inhibitor of isopenicillin N synthase (IPNS) and acyl-CoA: 6-APA acyltransferase. 2,6-Dichlorophenylacetic acid is also part of a group of phenylacetate derivatives that have cytostatic activity against tumour cells.
Preparation
The preparation of the 2, 6-dichlorophenylacetic acid:
the method comprises the following steps: 2, 6-dichlorotoluene is used as a raw material, and is catalyzed by a complex catalyst formed by transition metal and a ligand (wherein, a transition metal catalyst precursor is preferably palladium chloride, an oxidant is preferably TBP (tert-butyl peroxy ether), and a ligand is preferably Xantphos (4, 5-bis (diphenylphosphino) -9, 9-dimethyl xanthene)) in the presence of an alcohol and a catalyst and an oxidant to obtain 2, 6-dichlorophenylacetic acid, and the ethyl 2, 6-dichlorophenylacetate is prepared by hydrolysis and acidification, wherein the total yield is 68.4%. See patent document US2013303798, the reaction procedure is described as synthetic route 1.
In the above synthetic route 1, the preparation process of the intermediate ethyl 2, 6-dichlorophenylacetate requires the use of carbon monoxide for high-temperature and high-pressure reaction, and has poor operation safety, high equipment requirement, high cost, and is not favorable for cost reduction and green production of 2, 6-dichlorophenylacetic acid.
Synthesis
90793-64-9
6575-24-2
The general procedure for the synthesis of 2,6-dichlorophenylacetic acid from ethyl 2,6-dichlorophenylacetate was as follows: first, 2,6-dichlorotoluene (2.4 g), ethanol (46 mg), di-tert-butyl peroxide (73 mg, 1 eq.), and Pd(Xantphos)Cl2 (3.8 mg, 1 mol%) were added to a reactor and charged with carbon monoxide at 10 atmospheres. The reaction mixture was heated to 120°C and stirred continuously at this temperature for 16 hours. Upon completion of the reaction, carbon monoxide was released and purified by column chromatography to give 84 mg of ethyl 2,6-dichlorophenylacetate in 72% yield. The structure of the product was determined by 1HNMR (400 MHz, CDCl3) δ 1.25 (t, J=7.2 Hz, 3H), 4.01 (s, 2H), 4.17 (q, J=7.2 Hz, 2H), 7.14-7.18 (m, 1H), 7.31-7.33 (m, 2H); 13CNMR (100 MHz, CDCl3) δ 14.2,36.8,61.1,128.0,128.9,131.4,136.1,169.5; HRMS (ESI) calculated value of C10H10Cl2NaO2 [M+Na] was confirmed by analytical calculations of C10H10Cl2NaO2 [M+Na]: 254.9950 and measured value: 254.9949. Subsequently, the resulting ethyl 2,6-dichlorophenylacetate was dissolved in 1,4-dioxane, 6N sodium hydroxide solution was added and the reaction mixture was heated to 60°C. After 2 hours of reaction, the pH was adjusted with 2N hydrochloric acid to 1. After removal of the organic solvent under reduced pressure, the mixture was extracted with ethyl acetate to give 71 mg of 2,6-dichlorophenylacetic acid in 95% hydrolysis yield.
Purification Methods
Crystallise the acid from aqueous EtOH. [Beilstein 9 III 2272.]
References
[1] Patent: US2013/303798, 2013, A1. Location in patent: Paragraph 0018; 0070; 0071
2,6-Dichlorophenylacetic acid Preparation Products And Raw materials
Raw materials
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hebei Chuanghai Biotechnology Co,.LTD | +86-86-13131129325 +8613131129325 | sales1@chuanghaibio.com | China | 5235 | 58 |
| Hebei Chuanghai Biotechnology Co., Ltd | +8615531151365 | mina@chuanghaibio.com | China | 18126 | 58 |
| Hebei Zhuanglai Chemical Trading Co Ltd | +86-16264648883 | niki@zlchemi.com | China | 7245 | 58 |
| Capot Chemical Co.,Ltd. | +86-（0）57185586718; +8613336195806 | sales@capot.com | China | 29640 | 60 |
| Jinan Finer Chemical Co., Ltd | +86-531-88989536 +86-15508631887 | sales@finerchem.com | China | 2949 | 58 |
| Xiamen AmoyChem Co., Ltd | +86-86-5926051114 +8615060885618 | sales@amoychem.com | China | 6369 | 58 |
| Changzhou Ditong Chemical Co.,Ltd | +86-0519-88298848 | info@edengenechem.com | China | 2176 | 58 |
| Standardpharm Co. Ltd. | 86-714-3992388 | overseasales1@yongstandards.com | United States | 14332 | 58 |
| Alchem Pharmtech,Inc. | 8485655694 | sales@alchempharmtech.com | United States | 63687 | 58 |
| Wuhan Chemwish Technology Co., Ltd | 027-67849912 | sales@chemwish.com | CHINA | 10821 | 58 |
View Lastest Price from 2,6-Dichlorophenylacetic acid manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-06-27 | 2,6-Dichlorophenylacetic acid
6575-24-2
|
US $0.00-0.00 / KG | 1KG | 99% | 500000kg | Hebei Chuanghai Biotechnology Co., Ltd | |
 |
2025-05-26 | 2,6-Dichlorophenylacetic acid
6575-24-2
|
US $9.00 / KG | 1KG | 99.9 | 1 ton | Hebei Chuanghai Biotechnology Co,.LTD | |
 |
2025-05-23 | 2,6-Dichlorophenylacetic acid
6575-24-2
|
US $10.00 / kg | 1kg | 99% | 20 ton | Hebei Zhuanglai Chemical Trading Co Ltd |
-
- 2,6-Dichlorophenylacetic acid
6575-24-2
- US $0.00-0.00 / KG
- 99%
- Hebei Chuanghai Biotechnology Co., Ltd
-
- 2,6-Dichlorophenylacetic acid
6575-24-2
- US $9.00 / KG
- 99.9
- Hebei Chuanghai Biotechnology Co,.LTD
-
- 2,6-Dichlorophenylacetic acid
6575-24-2
- US $10.00 / kg
- 99%
- Hebei Zhuanglai Chemical Trading Co Ltd
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