| Identification | Back Directory | [Name]
(R)-2-(2,4-Dichlorophenoxy)propanoic acid | [CAS]
15165-67-0 | [Synonyms]
AHM 867
(R)-DCPP
Duplosan
duplosandp
Brn 3203102
PS44_SUPELCO
DICHLORPROP-P
DICHLOROPROP-P
Dichlorprop, D-
D(+)-DICHLORPROP
(R)-(+)-Dichlorprop
dichloroprop solution
dichlorprop-p (bsi,iso)
Propionic acid, 2-(2,4-dichlorophen
4-dichlorophenoxy)-2-((r)-propanoicaci
DICHLORPROP-P PESTANAL ((R)-2-(2,4- DICH
(+)-2-(2,4-Dichlorophenoxy)propionic acid
(r)-2-(2,4-dichlorophenoxy)propanoic acid
(2R)-2-(2,4-Dichlorophenoxy)propanoic acid
(2R)-2-(2,4-Dichlorophenoxy)propionic acid
(R)-(+)-2-(2,4-DICHLOROPHENOXY)PROPIONIC ACID
2-(2,4-dichlorophenoxy)propionic acid solution
Propanoic acid, 2-(2,4-dichlorophenoxy)-, (2R)-
2-(2,4-Dichlorophenoxy)propionic acid solution, Dichloroprop | [EINECS(EC#)]
403-980-1 | [Molecular Formula]
C9H8Cl2O3 | [MDL Number]
MFCD00144036 | [MOL File]
15165-67-0.mol | [Molecular Weight]
235.06 |
| Chemical Properties | Back Directory | [Melting point ]
124° | [alpha ]
21D +26.6° (c = 1.23 in ethanol) | [Boiling point ]
348.3±27.0 °C(Predicted) | [density ]
1.421±0.06 g/cm3(Predicted) | [Fp ]
2 °C | [storage temp. ]
2-8°C | [form ]
neat | [pka]
3.03±0.10(Predicted) | [Appearance]
Light brown to brown Solid | [Merck ]
13,3104 | [BRN ]
5265110 | [Henry's Law Constant]
4.0×104 mol/(m3Pa) at 25℃, Mackay et al. (2006) | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/C9H8Cl2O3/c1-5(9(12)13)14-8-3-2-6(10)4-7(8)11/h2-5H,1H3,(H,12,13)/t5-/m1/s1 | [InChIKey]
MZHCENGPTKEIGP-RXMQYKEDSA-N | [SMILES]
C(O)(=O)[C@H](OC1=CC=C(Cl)C=C1Cl)C | [LogP]
2.780 (est) | [EPA Substance Registry System]
Propanoic acid, 2-(2,4-dichlorophenoxy)-, (R)-(15165-67-0) |
| Hazard Information | Back Directory | [Description]
A commonly used herbicide approved for use in most of the developed world. It is moderately soluble in water, has a low volatility and is quite mobile. It is not usually persistent in soil or sediment systems. It is not expected to bioaccumulate, has a moderate mammalian oral toxicity and may be a skin and eye irritant. It is moderately toxic to mammals, birds and aquatic plants but less so to fish, aquatic invertebrates, bees and earthworms. | [Chemical Properties]
The pure product is a crystalline solid. mp 122°C, vapor pressure 6.2×105 Pa (20°C), [α]21D+26.6°C. Solubility at 20°C: acetone >1000 g/kg, ethyl acetate 560 g/kg, ethanol >1000 g/kg, toluene 46 g/kg, water 0.59 g/L (pH=7). Partition coefficient 89 (pH=4.6), pKa 3.0. It is photostable and stable at pH 3-9. | [Uses]
Herbicide. | [Definition]
ChEBI: The R- (active) enantiomer of dichlorprop. It is used as a herbicide for killing annual and broad leaf weeds. | [Production Methods]
The commercial production of dichlorprop involves synthesising its active chiral acid form, (R)-2-(2,4-dichlorophenoxy)propanoic acid, through a controlled chemical process. Initially, 2,4-dichlorophenol is reacted with propylene oxide or a similar alkylating agent to form the phenoxypropanoic acid backbone. This intermediate is then resolved or synthesised asymmetrically to yield the R-enantiomer, known as dichlorprop-p, which is the biologically active form. | [Mechanism of action]
Selective, systemic, absorbed by leaves and translocates to roots. Synthetic auxin causing stem and leaf malformations leading to death. | [Pesticide Type]
Herbicide |
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