| Identification | Back Directory | [Name]
MECOPROP-P | [CAS]
16484-77-8 | [Synonyms]
2m-4xp
(R)-MCPP
Astix(TM)
OPTICA(R)
duplosankv
MECOPROP-P
(R)-Mecoprop
Mecoprop, D-
D(+)-MECOPROP
DUPLOSAN(R) KV
MCPP-P Standard
Einecs 240-539-0
Mecoprop-P Solution, 100ppm
Mecoprop-p@100 μg/mL in Acetone
MECOPROP-P PESTANAL ((R)-2-(4-CHLORO2-ME
(r)-2-(4-chloro-2-methylphenoxy)propanoicacid
(R)-2-(4-CHLORO-2-METHYLPHENOXY)PROPIONIC ACID
2-(4-CHLORO-2-METHYLPHENOXY)PROPANOICACID,(R)-
(+)-(R)-2-(4-CHLORO-2-METHYLPHENOXY)PROPIONIC ACID
Propanoic acid, 2-(4-chloro-2-methylphenoxy)-, (2R)-
mecoprop-P [1] and its salts (R)-2-(4-chloro-2-methylphenoxy)propionic acid | [EINECS(EC#)]
240-539-0 | [Molecular Formula]
C10H11ClO3 | [MDL Number]
MFCD00144037 | [MOL File]
16484-77-8.mol | [Molecular Weight]
214.65 |
| Chemical Properties | Back Directory | [Melting point ]
95 °C | [Boiling point ]
308.11°C (rough estimate) | [density ]
1.2413 (rough estimate) | [vapor pressure ]
0.001Pa at 25℃ | [refractive index ]
1.5390 (estimate) | [Fp ]
>100 °C | [storage temp. ]
0-6°C | [form ]
neat | [pka]
3.19±0.10(Predicted) | [Appearance]
White to off-white Solid | [Optical Rotation]
16.53°(C=0.01 g/mL MeOH) | [Water Solubility ]
880mg/L at 20℃ | [BRN ]
5261833 | [Major Application]
agriculture
environmental | [InChI]
InChI=1S/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)/t7-/m1/s1 | [InChIKey]
WNTGYJSOUMFZEP-SSDOTTSWSA-N | [SMILES]
O(C1C=CC(=CC=1C)Cl)[C@H](C)C(=O)O | [LogP]
-0.19 at 20℃ | [EPA Substance Registry System]
(R)-Mecoprop (16484-77-8) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,N | [Risk Statements ]
22-41-51/53 | [Safety Statements ]
13-26-37/39-46-61 | [RIDADR ]
UN3077 9/PG 3 | [WGK Germany ]
2 | [RTECS ]
UE9755000 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Eye Dam. 1 |
| Hazard Information | Back Directory | [Uses]
Mecoprop-P has been used as a reference standard for identification of mecoprop enantiomer elution using chiral GC columns. It has also been used as a pesticide in a comparative study to detect the pesticide contamination of indoor air and human hair samples. | [Definition]
ChEBI: The (R)-enantiomer of 2-(4-chloro-2-methylphenoxy)propanoic acid; the active stereoisomer of the racemic herbicide mecoprop. | [General Description]
Mecoprop-P, a phenoxyalkanoic acid is widely used as herbicide. It forms colourless and odourless crystals. The (R)-isomer of mecoprop is the active herbicide site. It is generally used for postemergence control of broad-leaved weeds by translocating the herbicide to the roots. | [Flammability and Explosibility]
Notclassified | [Synthesis]
Starting from racemic α-chloropropionic acid, non-diastereomeric salts are formed with (1-naphthyl)ethylamine, a chiral amine. Stepwise crystallization is applied to resolve the salts to obtain (R)-α-chloropropionate. The salt is hydrolyzed with 3 mol/L aqueous sodium hydroxide solution to yield (R)-α-chloropropionic acid. Subsequently, this product undergoes a condensation reaction with 2-methyl-4-chlorophenol in an aqueous sodium hydroxide system at 90°C and a pressure of 0.25×10⁵ Pa for 25 hours, generating the salt of the target product. Finally, through acidification, extraction and recrystallization purification, Mecoprop-P with an optical purity of 95.9% and a yield of 97% is obtained. |
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