| Identification | More | [Name]
4-Chlorophenoxyacetic acid | [CAS]
122-88-3 | [Synonyms]
2-(4-Chloro-phenoxy)acetic acid
4-CHLOROPHENOXYACETIC ACID
4-CPA
AKOS BBS-00003726
ASISCHEM P52439
CHLOROPHENOXYACETIC ACID
CPA
FRUITONE
FRUITONE(R)
FRUITONE(TM)
IFLAB-BB F0777-0788
'LGC' (1301)
P-CHLOROPHENOXYACETIC ACID
p-Monochlorophenoxy acetic acid
RARECHEM AL BO 0389
(2-chlorophenoxy)ethanoicacid
(4-chlorophenoxy)-aceticaci
(p-chlorophenoxy)-aceticaci
4-chlorophenoxyacetic
4-CP | [EINECS(EC#)]
204-581-3 | [Molecular Formula]
C8H7ClO3 | [MDL Number]
MFCD00004305 | [Molecular Weight]
186.59 | [MOL File]
122-88-3.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light beige powder | [Melting point ]
157-159 °C
| [Boiling point ]
266.91°C (rough estimate) | [density ]
1.3245 (rough estimate) | [refractive index ]
1.5250 (estimate) | [storage temp. ]
0-6°C | [solubility ]
957mg/l | [form ]
crystalline
| [pka]
pK1: 3.10 (25°C) | [color ]
White to light beige | [Water Solubility ]
848mg/L(25 ºC) | [BRN ]
1211804 | [Henry's Law Constant]
1.0×105 mol/(m3Pa) at 25℃, Ebert et al. (2023) | [Major Application]
agriculture
environmental | [InChI]
1S/C8H7ClO3/c9-6-1-3-7(4-2-6)12-5-8(10)11/h1-4H,5H2,(H,10,11) | [InChIKey]
SODPIMGUZLOIPE-UHFFFAOYSA-N | [SMILES]
OC(=O)COc1ccc(Cl)cc1 | [LogP]
2.250 | [CAS DataBase Reference]
122-88-3(CAS DataBase Reference) | [NIST Chemistry Reference]
4-Chlorophenoxyacetic acid(122-88-3) | [EPA Substance Registry System]
122-88-3(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302 | [Precautionary statements ]
P264-P270-P301+P312a-P330-P501a | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S22:Do not breathe dust . | [RIDADR ]
2811 | [WGK Germany ]
1
| [RTECS ]
AG0175000
| [F ]
21 | [TSCA ]
Yes | [HazardClass ]
IRRITANT | [HS Code ]
29189090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral | [Safety Profile]
Moderately toxic by
ingestion and intraperitoneal routes. Human
mutation data reported. When heated to
decomposition it emits toxic fumes of Cl-. | [Hazardous Substances Data]
122-88-3(Hazardous Substances Data) | [Toxicity]
LD50 oral in rat: 850mg/kg |
| Hazard Information | Back Directory | [Hazard]
Moderately toxic; mutagen. | [Description]
4-CPA is a plant growth regulator. It is moderately soluble in water and is quite volatile. Little is known about its persistence in soil and aquatic systems. It is moderately toxic to mammals and has a high potential for bioaccumulation. It is also a recognised irritant. It is moderately toxic to birds, honeybees and most aquatic organisms. However, it has a relatively low toxicity to fish. | [Chemical Properties]
white to light beige powder | [Uses]
2-(4-Chlorophenoxy)acetic Acid is used in the synthesis of a new class of hypoxia-inducible factor-1 inhibitors. | [Definition]
ChEBI: A chlorophenoxyacetic acid that is phenoxyacetic acid carrying a chloro substituent at position 4. | [Production Methods]
The production of (4-chlorophenoxy)acetic acid involves a multi-step organic synthesis starting with chlorinated aromatic precursors. Typically, 4-chlorophenol is reacted with chloroacetic acid or its derivatives under controlled conditions to form the ether linkage, yielding the phenoxyacetic acid structure. The reaction is often carried out in the presence of a base (such as sodium hydroxide) and a solvent like ethanol or tetrahydrofuran, followed by acidification to isolate the product. | [General Description]
4-Chlorophenoxyacetic acid is a herbicide. Degradation of 4-chlorophenoxyacetic acid in aqueous medium by advanced electrochemical oxidation processes, using an undivided cell containing a Pt anode has been reported. | [Biochem/physiol Actions]
4-Chlorophenoxyacetic acid is a synthetic auxin, that is used to induce parthenocarpic ovary growth on flowers of wild type plants. | [Mechanism of action]
Auxin-transport inhibitor. Absorbed by tissue and translocated to roots | [Purification Methods]
Crystallise the acid from EtOH. It is a plant growth substance and a herbicide. [Beilstein 6 IV 845.] | [Pesticide Type]
Plant Growth Regulator; Herbicide |
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