4-Chloro-2-methylphenoxyacetic acid - technical grade, ≥95%(T) , CAS No.94-74-6

CAS: 94-74-6 Cat. No.: C434603 Molecular Weight: 200.62 EC Number: 202-360-6

GRADE & PURITY Technical grade, ≥95%(T)

Synonyms

MCPA [ISO] | Hormotuho | Phenoxylene 50 | Empal | CAS-94-74-6 | Linormone | Methylchlorophenoxyacetic acid | Cekherbex | Cornox-M | SMR000066149 | Anicon kombi | B-Selektonon M | Legumex db | Leuna M | Phenoxylene super | Rhonox | Rhomenc | ((4-Chloro-o-t

Storage

Room temperature

Overview

General Description

4-Chloro-2-methylphenoxyacetic acid (MPCA) is a herbicide. Various MCPA-mineralising bacterial combinations has been tested using a high-throughput microplate radiorespirometric mineralisation assay. Degradation mechanisms of OH and MCPA including molecular form and anionic form have been studied. Rapid and sensitive LC-electrospray tandem mass spectrometry method has been developed for the quantitation of MCPA in water and soil samples.

Specifications

Synonyms

MCPA [ISO] | Hormotuho | Phenoxylene 50 | Empal | CAS-94-74-6 | Linormone | Methylchlorophenoxyacetic acid | Cekherbex | Cornox-M | SMR000066149 | Anicon kombi | B-Selektonon M | Legumex db | Leuna M | Phenoxylene super | Rhonox | Rhomenc | ((4-Chloro-o-t

Specifications & Purity

technical grade, ≥95%(T)

Storage

Room temperature

Grade

Technical grade

Purity

≥95%(T)

Names and Identifiers

• Canonical Smiles: CC1=C(C=CC(=C1)Cl)OCC(=O)O
• IUPAC Name: 2-(4-chloro-2-methylphenoxy)acetic acid
• InChIKey: WHKUVVPPKQRRBV-UHFFFAOYSA-N
• INCHI: 1S/C9H9ClO3/c1-6-4-7(10)2-3-8(6)13-5-9(11)12/h2-4H,5H2,1H3,(H,11,12)
• Isomeric SMILES: CC1=C(C=CC(=C1)Cl)OCC(=O)O
• UN Number: 3077(international)
• Packing Group: III
• Molecular Weight: 200.62
• Reaxy-Rn: 2051752
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2051752&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Phenoxyacetic acid derivatives

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Phenoxyacetic acid derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: Chlorophenoxyacetates
• Alternative Parents: Phenoxy compounds Phenol ethers Toluenes Chlorobenzenes Alkyl aryl ethers Aryl chlorides Monocarboxylic acids and derivatives Carboxylic acids Organochlorides Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Chlorophenoxyacetate - Phenoxy compound - Phenol ether - Alkyl aryl ether - Toluene - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Carboxylic acid derivative - Carboxylic acid - Ether - Monocarboxylic acid or derivatives - Organooxygen compound - Organic oxygen compound - Carbonyl group - Organic oxide - Organochloride - Hydrocarbon derivative - Organohalogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as chlorophenoxyacetates. These are compounds containing a phenoxyacetate that carries one or more chlorine atoms on the benzene ring.
• External Descriptors: Phenoxy herbicides

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

ESR1 Tclin Estrogen receptor alpha (17718 Activities)

Discover Target: ESR1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAOA Tclin Monoamine oxidase A (11911 Activities)

Discover Target: MAOA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

MAOB Tclin Monoamine oxidase B (8835 Activities)

Discover Target: MAOB

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGDR Tclin Prostanoid DP receptor (1356 Activities)

Discover Target: PTGDR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTGDR2 Tchem G protein-coupled receptor 44 (4688 Activities)

Discover Target: PTGDR2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

GMNN Tbio Geminin (128009 Activities)

Discover Target: GMNN

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

Discover Target: CBX1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Rattus norvegicus (775804 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Luciferin 4-monooxygenase (66902 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasma (328 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Impa1 Inositol monophosphatase 1 (16203 Activities)

Discover Target: Impa1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: water: insoluble(lit.)
• Melt Point(°C): 114-118°C
• Molecular Weight: 200.620 g/mol
• XLogP3: 2.600
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 200.024 Da
• Monoisotopic Mass: 200.024 Da
• Topological Polar Surface Area: 46.500 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 184.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Yizhen Cheng, Xiaoyu Zhu, Pengwei Yan, Binyuan Wang, Jing Kang, Jimin Shen, Qiang Tan, Xinwei Zhu, Tianhao She, Jinxiang Zuo, Shengxin Zhao, Zhonglin Chen.  (2023)  Enhanced dual synergistic mechanism of adsorption and ozone triggering via biochar-derived zero-valent bimetal sites for water purification.  APPLIED CATALYSIS B-ENVIRONMENTAL,      [PMID:] [10.1016/j.apcatb.2023.123618]

2. Xuan Zhang, Keke Geng, Ningning Wu, Gang Hu, Ben Fan, Jian He, Wenjing Qiao.  (2023)  Sustained anaerobic degradation of 4-chloro-2-methylphenoxyacetic acid by acclimated sludge in a continuous-flow reactor.  CHEMOSPHERE,      [PMID:37086982] [10.1016/j.chemosphere.2023.138749]

3. Yifei Zhou, Qiuxiao Wang, Tao Wang, Haixiang Gao.  (2022)  Preparation and properties of multifunctional phenoxyacetate-based ionic liquids and their application in citrus bacteriostatic preservation.  NEW JOURNAL OF CHEMISTRY,  46  (47): (22621-22632).  [PMID:] [10.1039/D2NJ03461A]

4. Xiaoning Di, Na Li, Meng-Jun Li, Xiaoli Wang, Hai-Long Jiang, Ling-Xi Zhao, Xiangfeng Chen, Jin-Ming Lin, Ru-Song Zhao.  (2022)  Hexagonal boron nitride nanosheets based magnetic solid phase extraction for the extraction of phenoxy carboxylic acid herbicides from water samples followed by high-performance liquid chromatography-tandem mass spectrometry.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:36162251] [10.1016/j.chroma.2022.463519]

5. Jing Sun, Fang Xue, Cui-Ling Gao, Lei Li, Hai-Long Jiang, Ru-Song Zhao, Jin-Ming Lin.  (2021)  An ionic covalent organic framework for rapid extraction of polar organic acids from environmental waters.  Analytical Methods,  13  (26): (2936-2942).  [PMID:34109328] [10.1039/D1AY00679G]

6. Yunhao Gao, Zhiyuan Zhou, Xi Chen, Yuyang Tian, Yan Li, Huachen Wang, Xuan Li, Xueyang Yu, Yongsong Cao.  (2021)  Controlled release of herbicides by 2,4-D-, MCPA-, and bromoxynil-intercalated hydrotalcite nanosheets.  GREEN CHEMISTRY,  23  (12): (4560-4566).  [PMID:] [10.1039/D1GC01349A]

7. Long Zhang, Ping Hang, Xi-Yi Zhou, Wen-Jing Qiao, Jian-Dong Jiang.  (2020)  Enantioselective Catabolism of the Two Enantiomers of the Phenoxyalkanoic Acid Herbicide Dichlorprop by Sphingopyxis sp. DBS4.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:32530641] [10.1021/acs.jafc.0c01066]

8. Guanglong Ding, Jingyue Tang, Wenbing Zhang, Yanran Li, Junfan Niu, Weichen Wang, Hong Huo, Jianqiang Li, Yongsong Cao.  (2020)  Synthesized dimers increased herbicidal activity with lowered volatility.  CROP PROTECTION,      [PMID:] [10.1016/j.cropro.2020.105111]

9. Xiudan Hou, Sheng Tang, Xingxiang Guo, Licheng Wang, Xia Liu, Xiaofeng Lu, Yong Guo.  (2018)  Preparation and application of guanidyl-functionalized graphene oxide-grafted silica for efficient extraction of acidic herbicides by Box-Behnken design.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:30150113] [10.1016/j.chroma.2018.08.030]

10. Xia Zhen-Yuan, Zhang Long, Zhao Yan, Yan Xin, Li Shun-Peng, Gu Tao, Jiang Jian-Dong.  (2016)  Biodegradation of the Herbicide 2,4-Dichlorophenoxyacetic Acid by a New Isolated Strain of Achromobacter sp. LZ35.  CURRENT MICROBIOLOGY,  74  (2): (193-202).  [PMID:27933337] [10.1007/s00284-016-1173-y]

11. Xuan Zhang, Ningning Wu, Zhuang Ke, Junyu Shi, Lin Wang, Cansheng Yuan, Jian He.  (2024)  Anaerobic Degradation of Dicamba via a Novel Catabolic Pathway by a Consortium Enriched from Deep Paddy Soil.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:38179682] [10.1021/acs.jafc.3c07903]

12. Tianmin Gong, Chunmei Gao, Shifeng Ji, Yunqing Xing.  (2024)  Efficient degradation of MCPA in water by light/MIL-88A/H2O2 system: Mechanism, degradation pathways and toxicity assessment.  Journal of Water Process Engineering,      [PMID:] [10.1016/j.jwpe.2024.105687]

13. Junying Ge, Jianzhi Dou, Xifeng Yu, Haiyan Song, Yue Sun, Dazhong Shen.  (2024)  Elimination of the interference from non-specific adsorption on molecularly imprinted sensors in capacitive and piezoelectric microgravimetry dual-mode via a differential strategy demonstrated by 2,4-dichlorophenoxyacetic acid determination.  JOURNAL OF ELECTROANALYTICAL CHEMISTRY,      [PMID:] [10.1016/j.jelechem.2024.118542]

14. Jingyu Zhang, Huihui Hu, Jian Wang, Keqiang Lu, Yunyun Zhou, Lingzhi Zhao, Juanjuan Peng.  (2024)  Gold nanoclusters-based fluorescence sensor array for herbicides qualitative and quantitative analysis.  ANALYTICA CHIMICA ACTA,      [PMID:38462337] [10.1016/j.aca.2024.342380]

15. Meng Wu, Laijun Xu, Fei Xing, Rongjun Xiao, Wangping Wu.  (2024)  Novel self-setting cements based on tricalcium silicate/(β-tricalcium phosphate/monocalcium phosphate anhydrous)/hydroxypropyl methylcellulose: From hydration mechanism to biological evaluations.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:38688788] [10.1016/j.ijbiomac.2024.131580]

16. Gege Wu, Jiping Ma, Shasha Wang, Huining Chai, Liang Guo, Jinhua Li, Abbas Ostovan, Yafeng Guan, Lingxin Chen.  (2020)  Cationic metal-organic framework based mixed-matrix membrane for extraction of phenoxy carboxylic acid (PCA) herbicides from water samples followed by UHPLC-MS/MS determination.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:32224376] [10.1016/j.jhazmat.2020.122556]

17. Yanqun Huang, Pingping Lu, Hongyun Lan, Daozhan Huang, Yu Feng, Fengguo Ya, Ziqi Gao, Jiaxin Wen, Ziqiang Zhao.  (2025)  Novel phenoxyacetic herbicides synthesized from longifolene-derived primary amine for sustainable weed management.  RSC Advances,  15  (45): (38251-38259).  [PMID:41090169] [10.1039/D5RA05630F]

18. Tailong Wei, Xiao Chen, Chong Cai, Yuanzhen Guo, Mengjun Zhou, Qiannan Gao, Qinghua He.  (2025)  SpyTagged Mimotope Peptide Mediated Competitive Antigen-Based Rapid Quantitative Immunoassays for Uniconazole Residue.  Foods,  14  (24):   [PMID:41465064] [10.3390/foods14244358]

19. Meng Wu, Yucheng Zhou, Zhanxiang He, Bixin Jiang, Laijun Xu.  (2025)  Injectable carbon nanotube-reinforced calcium phosphate bone cements with high-strength and improved osteogenesis for bone regeneration.  COLLOIDS AND SURFACES B-BIOINTERFACES,      [PMID:41468862] [10.1016/j.colsurfb.2025.115401]

20. Ziqiang Zhao, Yanqun Huang, Hongyun Lan, Daozhan Huang, Rimei Chen, Libing Xu, Zhenfang Li, Zhiqing Ning, Yu Feng.  (2026)  Synthesis and Herbicidal Evaluation of Novel Ammonium Phenoxyacetates Based on Camphene-Derived Primary Amine.  CHEMISTRY & BIODIVERSITY,  23  (1): (e02728).  [PMID:41494977] [10.1002/cbdv.202502728]

21. Shifeng Ji, Xuntao Li, Yunqing Xing, Tianmin Gong, Chunmei Gao.  (2026)  Comparison of MCPA Removal Efficiency by MIL-88A with Different Morphologies.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2026.140234]