ChemicalBook--->CAS DataBase List--->93-72-1

93-72-1

93-72-1 Structure

93-72-1 Structure
IdentificationMore
[Name]

2-(2,4,5-TRICHLOROPHENOXY)PROPIONIC ACID
[CAS]

93-72-1
[Synonyms]

2-(2,4,5-TRICHLOROPHENOXY)PROPANOIC ACID
2-(2,4,5-TRICHLOROPHENOXY)PROPIONIC ACID
2,4,5-TCPPA
2,4,5-TP
2,4,5-TP(R)
2,4,5-T (TM)
ALPHA-(2,4,5-TRICHLOROPHENOXY)-PROPIONIC ACID
FENOPROP
FENOPROP(R)
KURON(R)
LABOTEST-BB LT00044430
'LGC' (1306)
SILVEX
TIMTEC-BB SBB003043
(2,4,5-Trichlorophenoxy)propionic acid
2-(2,4,5-Trichloor-fenoxy)-propionzuur
2-(2,4,5-trichloor-fenoxy)-propionzuur[qr]
2-(2,4,5-trichlorophenoxy)propanoicacid[qr]
2-(2,4,5-trichlorophenoxy)-propionicaci
2-(2,4,5-trichlorophenoxy)propionicacid[qr]
[EINECS(EC#)]

202-271-2
[Molecular Formula]

C9H7Cl3O3
[MDL Number]

MFCD00002646
[Molecular Weight]

269.51
[MOL File]

93-72-1.mol
Chemical PropertiesBack Directory
[Appearance]

slightly beige crystalline powder
[Melting point ]

175-180 °C
[Boiling point ]

378.87°C (rough estimate)
[density ]

1.5288 (rough estimate)
[refractive index ]

1.4900 (estimate)
[Fp ]

11 °C
[storage temp. ]

0-6°C
[solubility ]

DMSO (Slightly), Methanol (Slightly)
[form ]

neat
[pka]

2.93±0.10(Predicted)
[Stability:]

Stablr. Incompatible with strong bases, strong oxidizing agents.
[Water Solubility ]

71mg/L(25 ºC)
[Merck ]

13,8606
[BRN ]

1985768
[Henry's Law Constant]

3.9×104 mol/(m3Pa) at 25℃, Mackay et al. (2006)
[Major Application]

agriculture
environmental
[InChI]

1S/C9H7Cl3O3/c1-4(9(13)14)15-8-3-6(11)5(10)2-7(8)12/h2-4H,1H3,(H,13,14)
[InChIKey]

ZLSWBLPERHFHIS-UHFFFAOYSA-N
[SMILES]

CC(Oc1cc(Cl)c(Cl)cc1Cl)C(O)=O
[Uses]

Herbicide and plant growth regulator.
[CAS DataBase Reference]

93-72-1(CAS DataBase Reference)
[EPA Substance Registry System]

Silvex (93-72-1)
Safety DataBack Directory
[Symbol(GHS) ]

Flame (GHS02)Skull and Crossbones (GHS06)Health Hazard (GHS08)Exclamation Mark (GHS07)Environment (GHS09)
GHS02,GHS06,GHS08,GHS07,GHS09
[Signal word ]

Danger
[Hazard statements ]

H400-H225-H301+H311+H331-H370-H411-H302-H315-H410
[Precautionary statements ]

P264-P280g-P301+P312a-P321-P332+P313-P501a-P210-P260-P273-P280-P301+P310-P311-P501
[Hazard Codes ]

Xn,N,T,F
[Risk Statements ]

R22:Harmful if swallowed.
R38:Irritating to the skin.
R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R11:Highly Flammable.
[Safety Statements ]

S37:Wear suitable gloves .
S60:This material and/or its container must be disposed of as hazardous waste .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37:Wear suitable protective clothing and gloves .
S16:Keep away from sources of ignition-No smoking .
S7:Keep container tightly closed .
[RIDADR ]

UN 3077 9/PG 3
[WGK Germany ]

3
[RTECS ]

UF8225000
[HazardClass ]

9
[PackingGroup ]

III
[HS Code ]

29189990
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1
Skin Irrit. 2
[Safety Profile]

A suspected carcinogen. Poison by ingestion. An experimental teratogen. When heated to decomposition it emits toxic fumes of Cl-.
[Hazardous Substances Data]

93-72-1(Hazardous Substances Data)
[Toxicity]

LD50 orally in rats: 650 mg/kg (Bailey, White)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Ethanol-->Methanol-->Sulfuric acid-->Sodium-->Petroleum ether-->Benzene-->Sodium hydride-->Ethyl 2-bromopropionate-->1,2,4,5-Tetrachlorobenzene
Hazard InformationBack Directory
[General Description]

White powder. Sinks and mixes slowly with water.
[Reactivity Profile]

A halogenated organic acid derivative. Carboxylic acids donate hydrogen ions if a base is present to accept them. They react in this way with all bases, both organic (for example, the amines) and inorganic. Their reactions with bases, called "neutralizations", are accompanied by the evolution of substantial amounts of heat. Neutralization between an acid and a base produces water plus a salt. Carboxylic acids with six or fewer carbon atoms are freely or moderately soluble in water; those with more than six carbons are slightly soluble in water. Soluble carboxylic acid dissociate to an extent in water to yield hydrogen ions. The pH of solutions of carboxylic acids is therefore less than 7.0. Many insoluble carboxylic acids react rapidly with aqueous solutions containing a chemical base and dissolve as the neutralization generates a soluble salt. Carboxylic acids in aqueous solution and liquid or molten carboxylic acids can react with active metals to form gaseous hydrogen and a metal salt. Such reactions occur in principle for solid carboxylic acids as well, but are slow if the solid acid remains dry. Even "insoluble" carboxylic acids may absorb enough water from the air and dissolve sufficiently in 2,4,5-TRICHLOROPHENOXYPROPIONIC ACID to corrode or dissolve iron, steel, and aluminum parts and containers. Carboxylic acids, like other acids, react with cyanide salts to generate gaseous hydrogen cyanide. The reaction is slower for dry, solid carboxylic acids. Insoluble carboxylic acids react with solutions of cyanides to cause the release of gaseous hydrogen cyanide. Flammable and/or toxic gases and heat are generated by the reaction of carboxylic acids with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides. Carboxylic acids, especially in aqueous solution, also react with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Their reaction with carbonates and bicarbonates generates a harmless gas (carbon dioxide) but still heat. Like other organic compounds, carboxylic acids can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. Like other acids, carboxylic acids may initiate polymer
[Hazard]

Use has been restricted.
[Health Hazard]

INHALATION: Irritating to nose and throat. May cause nausea, vomiting, lethargy and incoordination. May cause kidney and liver damage. EYES: Irritation. May cause corneal injury or burn. SKIN: Irritation.
[Fire Hazard]

Special Hazards of Combustion Products: Hydrogen chloride may be liberated.
[Description]

Fenoprop is an obsolete phenoxypropionic herbicide and synthetic auxin. It is moderately soluble in water and has a low volatility. It tends not to be persistent in soils and, based on its physico-chemical properties, it is not expected to leach to groundwater. Very little data is available regarding its toxicity to biodiversity but it is considered to have a low toxicity to birds but moderate to fish and aquatic invertebrates. Fenoprop is moderately toxic to humans via the oral route. No information on possible chronic effects is available.
[Chemical Properties]

slightly beige crystalline powder
[Definition]

ChEBI: Fenoprop is a monocarboxylic acid. It has a role as a phenoxy herbicide.
[Production Methods]

The commercial production of fenoprop involves synthesising its core structure through a nucleophilic aromatic substitution reaction. The process typically begins with the preparation of 2,4,5-trichlorophenol, which is then reacted with propylene oxide or a suitable propionic acid derivative under controlled conditions to form the ether linkage. This step introduces the chiral centre, resulting in a racemic mixture of enantiomers. The reaction is carried out in organic solvents, often in the presence of a base to facilitate the substitution. After synthesis, the crude product undergoes purification through crystallisation or distillation to achieve the desired purity for agricultural formulation.
[Mechanism of action]

Synthetic auxin affecting nucleic acid biosynthesis and cell elongation
[Pesticide Type]

Herbicide; Plant Growth Regulator
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

fenoprop(93-72-1).msds
Spectrum DetailBack Directory
[Spectrum Detail]

2-(2,4,5-TRICHLOROPHENOXY)PROPIONIC ACID(93-72-1)MS
2-(2,4,5-TRICHLOROPHENOXY)PROPIONIC ACID(93-72-1)1HNMR
2-(2,4,5-TRICHLOROPHENOXY)PROPIONIC ACID(93-72-1)13CNMR
2-(2,4,5-TRICHLOROPHENOXY)PROPIONIC ACID(93-72-1)IR1
2-(2,4,5-TRICHLOROPHENOXY)PROPIONIC ACID(93-72-1)IR2
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