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clomazone

Structure via PubChem · Public domain (PubChem)

EntityQ2187383· pop 13· linked from 162 articles

Also known as FMC57020, Dimethazone

Clomazone is an agricultural herbicide, and has been the active ingredient of products named Command and Commence. The molecule consists of a 2-chlorobenzyl group bound to a nitrogen-oxygen heterocycle called a isoxazolidinone. It is a white solid.

In the Vinony graph

Within Vinony's link graph, clomazone is referenced by 162 other articles, and connects out to phenoxy herbicide, maize and agriculture.

Vinony files it under 2-Chlorophenyl compounds, Chembox image size set and ECHA InfoCard ID from Wikidata.

Its subject is documented across 12 Wikipedia language editions.

Chemical data

Formula
C12H14ClNO2
Molecular weight
239.7 g/mol
IUPAC name
2-[(2-chlorophenyl)methyl]-4,4-dimethyl-1,2-oxazolidin-3-one
SMILES
CC1(CON(C1=O)CC2=CC=CC=C2Cl)C
InChIKey
KIEDNEWSYUYDSN-UHFFFAOYSA-N
XLogP
2.5
Polar surface area
29.5 Ų
H-bond donors
0
H-bond acceptors
2
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
239.071
Has use
herbicide
Show 3 more facts
chemical formula
C₁₂H₁₄ClNO₂
canonical SMILES
CC1(CON(C1=O)CC2=CC=CC=C2Cl)C
Commons category
Clomazone
Sources (4)

via Wikidata · CC0

~1 min read

Encyclopedic overview

1 sections
Contents
  • References

Clomazone is an agricultural herbicide, and has been the active ingredient of products named Command and Commence. The molecule consists of a 2-chlorobenzyl group bound to a nitrogen-oxygen heterocycle called a isoxazolidinone. It is a white solid.

Clomazone was first registered by the USEPA on March 8, 1993, and was commercialized by FMC Corporation. It is used for broadleaf weed control in several crops, including soybeans, peas, maize, rapeseed, sugar cane, cassava, pumpkins and tobacco. It may be applied pre-emergence of incorporated before planting the crop. Clomazone is relatively volatile (vapor pressure is 19.2 mPa) and vapors induce striking visual symptoms on non-target sensitive plants. Clomazone undergoes biological degradation, exhibiting a soil half life of one to four months. Adsorption of the herbicide to soil solids slows degradation and offgassing. Encapsulation helps reduce the compound's volatility and therefore reduces off-target damage to sensitive plants.

Excerpted from Wikipedia’s “clomazone” article, available under the CC BY-SA 4.0 licence.

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