Dichlorprop

Base Information

• Chemical Name: Dichlorprop
• CAS No.: 120-36-5
• Deprecated CAS: 7547-66-2
• Molecular Formula: C9H8Cl2O3
• Molecular Weight: 235.067
• Hs Code.: 29189990
• European Community (EC) Number: 204-390-5
• ICSC Number: 0038
• NSC Number: 39624
• UN Number: 3077,2765
• UNII: J7YV2RKO6Q
• DSSTox Substance ID: DTXSID0020440
• Nikkaji Number: J3.254I
• Wikipedia: Dichlorprop
• Wikidata: Q148946
• Metabolomics Workbench ID: 67562
• ChEMBL ID: CHEMBL573221
• Mol file: 120-36-5.mol

Synonyms:2,4-DP cpd;2-(2,4-dichlorophenoxy)propanoic acid;2-(2,4-dichlorophenoxy)propionate;2-(2,4-dichlorophenoxy)propionic acid;2-methyl-2-(2',4'-dichlorophenoxy)acetic acid;dichloroprop;dichlorprop;dichlorprop, (+,-)-isomer;dichlorprop, (R)-isomer;dichlorprop, (S)-isomer;dichlorprop, potassium salt;dichlorprop, sodium salt

Chemical Property of Dichlorprop

Chemical Property:

• Appearance/Colour: Yellowish to colorless solid
• Vapor Pressure: 1.9E-05mmHg at 25°C
• Melting Point: 110-112 °C(lit.)
• Refractive Index: 1.5000 (estimate)
• Boiling Point: 348.349 °C at 760 mmHg
• PKA: 3.03±0.10(Predicted)
• Flash Point: 164.476 °C
• PSA: 46.53000
• Density: 1.422 g/cm³
• LogP: 2.84530
• Storage Temp.: APPROX 4°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 829mg/L(25 oC)
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 233.9850495
• Heavy Atom Count: 14
• Complexity: 210

Purity/Quality:

98%min ^*data from raw suppliers

Dichloroprop ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 21/22-38-41-36/37/38-20/21/22
• Safety Statements: 26-36/37-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Chlorophenoxy
• Canonical SMILES: CC(C(=O)O)OC1=C(C=C(C=C1)Cl)Cl
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly when dispersed, especially if powdered.
• Effects of Short Term Exposure: The substance is corrosive to the eyes. The substance is irritating to the skin.
• Effects of Long Term Exposure: The substance may have effects on the kidneys. This may result in tissue lesions.
• Uses: herbicide Dichloroprop is a herbicide used for the post-emergence control of annual and perennial broad-leaved weeds and some brush species.

Technology Process of Dichlorprop

There total 40 articles about Dichlorprop which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

(R)-(+)-ethyl-2-(2,4-dichlorophenoxy)propanoate → (R)-dichlorprop (120-36-5,7547-66-2,15165-69-2,15165-67-0)

Guidance literature:

With water; potassium hydroxide; In ethanol; at 20 ℃; for 5h;

Reference yield: 86.0%

(R)-di(naphthalen-1-yl)methyl-2-(2,4-dichlorophenoxy)propanoate → (R)-dichlorprop (120-36-5,7547-66-2,15165-69-2,15165-67-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; ethanol; at 20 ℃; for 18h; Schlenk technique;

DOI:10.1021/acs.orglett.0c00748

Reference yield: 62.0%

(R)-(+)-Methyl 2-(2,4-dichlorophenoxy)propionate (122674-96-8) → (R)-dichlorprop (120-36-5,7547-66-2,15165-69-2,15165-67-0)

Guidance literature:

With potassium carbonate; In methanol; water; for 2h; Reflux;

DOI:10.1371/journal.pone.0213552

upstream raw materials:

2-(2,4-dichlorophenoxy)propanoic acid methyl ester

sodium 2,4-dichlorophenolate

n-butyl 2-(2,4-dichlorophenoxy)propanoate

brucine

Downstream raw materials:

(R)-dichlorprop

S-dichloprop

n-butyl 2-(2,4-dichlorophenoxy)propanoate

[Cu(OH₂)2(C₆H₃Cl₂OCH(CH₃)COO)2]

Refernces

• 1、 Gavioli, Blena,Maier, Norbert M.,Minguillon, Cristina,Lindner, Wolfgang. "Preparative enantiomer separation of dichlorprop with a cinchona-derived chiral selector employing centrifugal partition chromatography and high-performance liquid chromatography: A comparative study". . p. 5837 - 5848. Retrieved 2004.
• 2、 Kumar, Ish,Manju, Kavita,Jolly, Ravinder S.. "A new biocatalyst for the preparation of enantiomerically pure 2-arylpropanoic acids". . p. 1431 - 1434. Retrieved 2001.
• 3、 Collins,Smith. "-". . p. 248. Retrieved 1952.
• 4、 Liu, Bin,Song, Runjiang,Xu, Jun,Majhi, Pankaj Kumar,Yang, Xing,Yang, Song,Jin, Zhichao,Chi, Yonggui Robin. "Access to Optically Enriched α-Aryloxycarboxylic Esters via Carbene-Catalyzed Dynamic Kinetic Resolution and Transesterification". . p. 3335 - 3338. Retrieved 2020/04/30.
• 5、 Hellinghausen, Garrett,Lopez, Diego A.,Lee, Jauh T.,Wang, Yadi,Weatherly, Choyce A.,Portillo, Abiud E.,Berthod, Alain,Armstrong, Daniel W.. "Evaluation of the Edman degradation product of vancomycin bonded to core-shell particles as a new HPLC chiral stationary phase". . p. 1067 - 1078. Retrieved 2018/08/01.