Chlorpropham

Base Information

• Chemical Name: Chlorpropham
• CAS No.: 101-21-3
• Deprecated CAS: 11097-02-2
• Molecular Formula: C10H12ClNO2
• Molecular Weight: 213.664
• Hs Code.: 2924299035
• European Community (EC) Number: 202-925-7
• ICSC Number: 1500
• NSC Number: 29466
• UN Number: 3077
• UNII: 0HBU04R8B0
• DSSTox Substance ID: DTXSID7020764
• Nikkaji Number: J4.015K
• Wikipedia: Chlorpropham
• Wikidata: Q904901
• NCI Thesaurus Code: C72003
• ChEMBL ID: CHEMBL104560
• Mol file: 101-21-3.mol

Synonyms:Chlorpropham;CIPC;Isopropyl N-(3-Chlorophenol)carbamate

Chemical Property of Chlorpropham

Chemical Property:

• Appearance/Colour: beige to brown solid
• Vapor Pressure: 0.000173mmHg at 25°C
• Melting Point: 41 °C
• Refractive Index: 1.582
• Boiling Point: 251.1 °C at 760 mmHg
• PKA: 13.06±0.70(Predicted)
• Flash Point: 105.7 °C
• PSA: 38.33000
• Density: 1.226 g/cm³
• LogP: 3.36990
• Storage Temp.: APPROX 4°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: 0.009 g/100 ml very poor
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 213.0556563
• Heavy Atom Count: 14
• Complexity: 197
• Transport DOT Label: Class 9

Purity/Quality:

99% ^*data from raw suppliers

Chlorpropham ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N,F
• Hazard Codes: Xn,N,F
• Statements: 22-51/53-36-20/21/22-11
• Safety Statements: 61-36/37-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Herbicides, Other
• Canonical SMILES: CC(C)OC(=O)NC1=CC(=CC=C1)Cl
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes, skin and respiratory tract.
• Uses: Herbicide; plant growth regulator. Preemergent and postemergent herbicide used to regulate plant growth and control of weeds in carrot, onion, garlic and other crops Chlorpropham is particularly useful in agricultural settings. It is used in pesticide products for treatment of plants and soil.

Technology Process of Chlorpropham

There total 7 articles about Chlorpropham 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: 94.0%

1-azido-3-chlorobenzene (3296-06-8) + carbon monoxide (201230-82-2) + isopropyl alcohol (67-63-0,8013-70-5) → CHLORPROPHAM (101-21-3)

Guidance literature:

With triethylamine; palladium dichloride; In N,N-dimethyl acetamide; at 70 ℃; for 24h; under 760.051 Torr; Schlenk technique;

DOI:10.1039/c4cc00538d

Reference yield: 85.0%

potassium cyanate (590-28-3) + 1-bromo-3-chlorobenzene (108-37-2) + isopropyl alcohol (67-63-0,8013-70-5) → CHLORPROPHAM (101-21-3)

Guidance literature:

With copper(l) iodide; 2-(2,6-dimethylphenyl-amino)-2-oxoacetic acid potassium salt; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.201200296

Reference yield: 81.0%

di-isopropyl azodicarboxylate (2446-83-5) + 3-chloro-aniline (108-42-9) → CHLORPROPHAM (101-21-3)

Guidance literature:

With copper diacetate; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/C6RA22108D

upstream raw materials:

potassium cyanate

1-bromo-3-chlorobenzene

isopropyl alcohol

1-azido-3-chlorobenzene

Downstream raw materials:

(3-Chloro-phenyl)-(4-nitro-benzoyl)-carbamic acid isopropyl ester

C₁₃H₁₇ClN₂O₃

(3-Chloro-4-trifluoromethyl-phenyl)-carbamic acid isopropyl ester

isopropyl carbamate

Refernces

• 1、 Iturmendi, Amaia,Iglesias, Manuel,Munárriz, Julen,Polo, Victor,Pérez-Torrente, Jesús J.,Oro, Luis A.. "Efficient preparation of carbamates by Rh-catalysed oxidative carbonylation: unveiling the role of the oxidant". supporting information. p. 404 - 407. Retrieved 2017/01/03.
• 2、 Ren, Long,Jiao, Ning. "PdCl2 catalyzed efficient assembly of organic azides, CO, and alcohols under mild conditions: A direct approach to synthesize carbamates". supporting information. p. 3706 - 3709. Retrieved 2014/04/03.