.png) | |
| Names | |
|---|---|
| Preferred IUPAC name 2-Chloro-N-phenyl-N-(propan-2-yl)acetamide | |
Other names
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| Identifiers | |
3D model (JSmol) | |
| ChEMBL | |
| ChemSpider | |
| ECHA InfoCard | 100.016.036 |
| UNII | |
| |
| |
| Properties | |
| C11H14ClNO | |
| Molar mass | 211.69 g·mol−1 |
| Appearance | light tan solid |
| Density | 1.139 g/mL |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Propachlor (2-chloro-N-isopropylacetanilide)[1] is ananilide used primarily as anherbicide first marketed byMonsanto under the tradenameRamrod. It was initially registered for use in the United States in 1964.[2][3]
The preparation acts on annualgrasses and on somebroadleaf weeds[1] and was briefly sold in the UK as a germination inhibitor under the name Murphy Covershield. Propachlor was sold in flake, pelletized, and concentrated liquid formulations, which contained Propachlor as the main ingredient, or as a mixture withAtrazine or Propazine. Propazine-only formulations typically included instructions for mixing with Atrazine.[3]
Between 1987 and 1996, about 2.1 million pounds of its active ingredient were used in the United States.[4] 75% was applied tosorghum crops and 24% tomaize.[4]
Monsanto voluntarily discontinued its manufacture in 1998.[5] It is currently listed in theU.S. Environmental Protection Agency'sToxics Release Inventory.[6] In 2008, theEuropean Commission issued a decision withdrawing its approval for use as of March 18, 2009, citing the presence of itsmetabolites ingroundwater.[7] Propachlor was added toCalifornia'sProposition 65 list as acarcinogen in 2001.[8]
It is currently being produced by Makhteshim Agan Group and Shenzhen Qinfeng Pesticides Co., Ltd.[9]
