2,4-Dichlorophenoxyacetic acid

2,4-Dichlorophenoxyacetic acid
2,4-dichlorophenoxyacetic acid
Ball-and-stick model of 2,4-dichlorophenoxyacetic acid
Names
Preferred IUPAC name
(2,4-Dichlorophenoxy)acetic acid
Other names
2,4-D
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.002.147 Edit this at Wikidata
KEGG
UNII
  • InChI=1S/C8H6Cl2O3/c9-5-1-2-7(6(10)3-5)13-4-8(11)12/h1-3H,4H2,(H,11,12) checkY
    Key: OVSKIKFHRZPJSS-UHFFFAOYSA-N checkY
  • InChI=1/C8H6Cl2O3/c9-5-1-2-7(6(10)3-5)13-4-8(11)12/h1-3H,4H2,(H,11,12)
    Key: OVSKIKFHRZPJSS-UHFFFAOYAM
  • Clc1cc(Cl)ccc1OCC(=O)O
Properties
C8H6Cl2O3
Molar mass 221.04 g/mol
Appearance white to yellow powder
Melting point 140.5 °C (284.9 °F; 413.6 K)
Boiling point 160 °C (320 °F; 433 K) 0.4 mm Hg
900 mg/L
Hazards
GHS labelling:[3]
GHS07: Exclamation mark GHS05: Corrosive
H302, H317, H318, H335, H412
P261, P273, P280, P305+P351+P338
Flash point nonflammable[1]
Lethal dose or concentration (LD, LC):
500 mg/kg (oral, hamster)

100 mg/kg (oral, dog)
347 mg/kg (oral, mouse)
699 mg/kg (oral, rat)
[2]

NIOSH (US health exposure limits):
PEL (Permissible)
 TWA 10 mg/m3[1]
REL (Recommended)
 TWA 10 mg/m3[1]
IDLH (Immediate danger)
 100 mg/m3[1]
Safety data sheet (SDS) ICSC 0033
Related compounds
Related compounds
 2,4,5-T, Dichlorprop
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2,4-Dichlorophenoxyacetic acid is an organic compound with the chemical formula Cl2C6H3OCH2CO2H. It is usually referred to by its ISO common name 2,4-D.[4] It is a systemic herbicide that kills most broadleaf weeds by causing uncontrolled growth, but most grasses such as cereals, lawn turf, and grassland are relatively unaffected.

2,4-D is one of the oldest and most widely available herbicides and defoliants in the world, having been commercially available since 1945, and is now produced by many chemical companies since the patent on it has long since expired. It can be found in numerous commercial lawn herbicide mixtures, and is widely used as a weedkiller on cereal crops, pastures, and orchards. Over 1,500 herbicide products contain 2,4-D as an active ingredient.

  1. ^ a b c d NIOSH Pocket Guide to Chemical Hazards. "#0173". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ "2,4-D". National Institute for Occupational Safety and Health. 4 December 2014. Retrieved 26 February 2015.
  3. ^ Sigma-Aldrich Co., 2,4-D. Retrieved on 2022-03-17.
  4. ^ "Compendium of Pesticide Common Names".