2,4-Dichlorophenoxybutyric acid supplier

Name
2,4-Dichlorophenoxybutyric acid
EINECS 202-366-9
CAS No. 94-82-6
Article Data17
CAS DataBase
Density 1.373 g/cm³
Solubility 53mg/L(room temperature)
Melting Point 118-120 °C(lit.)
Formula C₁₀H₁₀Cl₂O₃
Boiling Point 410.363 °C at 760 mmHg
Molecular Weight 249.094
Flash Point 201.98 °C
Transport Information UN 3077 9/PG 3
Appearance Colorless crystals
Safety 25-29-46-61
Risk Codes 22-51/53
Molecular Structure
Hazard Symbols Xn,N
Synonyms Butyricacid, 4-(2,4-dichlorophenoxy)- (8CI);2,4-DB;2,4-DM;4-(2,4-Dichlorophenoxy)butanoic acid;4-(2,4-Dichlorophenoxy)butyric acid;Buratal;Butyrac;Butyrac 118;Legumex;Legumex D;NSC 70337;Sys 67 Buratal;g-(2,4-Dichlorophenoxy)butyric acid;
PSA 46.53000
LogP 3.23700

Synthetic route

: 96-48-0
4-butanolide

: 3757-76-4
sodium 2,4-dichlorophenolate

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

Conditions

Conditions	Yield
at 200℃;
With butan-1-ol at 160℃;

: 63867-25-4
4-(2,4-dichlorophenoxy)butanenitrile

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

Conditions

Conditions	Yield
With sulfuric acid; acetic acid
With potassium hydroxide

: 6954-78-5
1-(3-bromopropoxy)-2,4-dichlorobenzene

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: aqueous H2SO4; acetic acid View Scheme

: 78483-28-0
(3-chloro-propyl)-(2,4-dichloro-phenyl)-ether

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ethanol 2: aq.-ethanolic KOH View Scheme

: 3757-76-4
sodium 2,4-dichlorophenolate

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethanol 2: ethanol 3: aq.-ethanolic KOH View Scheme

: 120-83-2
2,4-dichlorophenol

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate; potassium iodide / acetone / 0.5 h / 20 °C 1.2: 15 h / Reflux 2.1: sodium hydroxide / ethanol; water / 3 h / Reflux 2.2: 20 °C / pH 1 View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / dimethyl sulfoxide 2: sodium hydroxide View Scheme

: 42609-41-6
ethyl 4-(2,4-dichlorophenoxy)butanoate

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

Conditions

Conditions	Yield
Stage #1: ethyl 4-(2,4-dichlorophenoxy)butanoate With sodium hydroxide In ethanol; water for 3h; Reflux; Stage #2: With hydrogenchloride In ethanol; water at 20℃; pH=1;
With sodium hydroxide

: 1927-71-5
4-phenoxybutan-1-ol

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: zinc(II) chloride; 3,4-dichlorothiophene; chlorine / 0.5 h / 0 °C 2: platinum on activated charcoal / water / 80 - 85 °C / 8250.83 Torr View Scheme

: 2,4-dichlorophenoxybutanol

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

Conditions

Conditions	Yield
With platinum on activated charcoal In water at 80 - 85℃; under 8250.83 Torr; Reagent/catalyst; Pressure; Temperature;	249.85 g

: 2969-81-5
4-bromoethylbutanoate

: 120-83-2
2,4-dichlorophenol

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

Conditions

Conditions	Yield
Stage #1: Ethyl 4-bromobutyrate; 2,4-dichlorophenol With potassium carbonate Williamson Ether Synthesis; Reflux; Stage #2: With water In tetrahydrofuran; methanol Alkaline conditions;

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 676558-83-1
(2R,3R,4S,5S)-4-Amino-5-hydroxymethyl-2-{6-[(naphthalen-1-ylmethyl)-amino]-purin-9-yl}-tetrahydro-furan-3-ol

: 3'-[4-(2,4-dichlorophenyloxy)butanamido]-3'-deoxy-N6-(1-naphthylmethyl)adenosine

Conditions

Conditions	Yield
Multistep reaction;	95%

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 163268-13-1
4-amino-1-(3,3-diphenylpropyl)piperidine

: 4-(2,4-Dichloro-phenoxy)-N-[1-(3,3-diphenyl-propyl)-piperidin-4-yl]-butyramide

Conditions

Conditions	Yield
With benzotriazol-1-ol; diisopropyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide for 19h;	81%

: 769-42-6
1,3-dimethylbarbituric acid

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: C16H16Cl2N2O5

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃;	70%

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 702-82-9
3-aminoadamantan-1-ol

: 4-(2,4-dichloro-phenoxy)-N-((1R,3S,5R,7S)-3-hydroxy-adamantan-1-yl)-butyramide

Conditions

Conditions	Yield
Stage #1: 4-(2,4-dichlorophenoxy)butyric acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran at 20℃; for 0.166667h; Stage #2: 3-aminoadamantan-1-ol With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 16h;	62%

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 7689-03-4
camptothecin

: 4-(2,4-dichloro-phenoxy)-butyric acid 4-ethyl-3,13-dioxo-3,4,12,13-tetrahydro-1H-2-oxa-6,12a-diaza-dibenzo[b,h]fluoren-4-yl ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;	47.3%

trans-(+-)-N,N'-dimethylcyclohexane-1,2-amine: trans-(+-)-N,N'-dimethylcyclohexane-1,2-amine

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 530-62-1
1,1'-carbonyldiimidazole

: trans-(+/-)-4-(2,4-dichlorophenoxy)-N-methyl-N-[2-(methylamino)cyclohexyl]butanamide monohydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In tetrahydrofuran; diethyl ether	17%

...Expand

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 31770-28-2
4-(2,4-dichloro-phenoxy)-butyryl chloride

Conditions

Conditions	Yield
With thionyl chloride
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 0.25h;
With thionyl chloride In N,N-dimethyl-formamide Reflux;

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 51992-35-9
4-(2,4-dichloro-phenoxy)-butyric acid amide

Conditions

Conditions	Yield
With thionyl chloride; benzene Eintragen des Reaktionsgemisches in wss. NH3;

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 64381-36-8
N-chloromethyl-carbamic acid 2-chlorophenyl ester

: 64381-15-3
4-(2,4-Dichloro-phenoxy)-butyric acid (2-chloro-phenoxycarbonylamino)-methyl ester

Conditions

Conditions	Yield
With triethylamine

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 64381-41-5
Chloromethyl-carbamic acid 2,4-dichloro-phenyl ester

: 64381-20-0
4-(2,4-Dichloro-phenoxy)-butyric acid (2,4-dichloro-phenoxycarbonylamino)-methyl ester

Conditions

Conditions	Yield
With triethylamine

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 64381-42-6
Chloromethyl-carbamic acid 2,6-dichloro-phenyl ester

: 64381-29-9
4-(2,4-Dichloro-phenoxy)-butyric acid (2,6-dichloro-phenoxycarbonylamino)-methyl ester

Conditions

Conditions	Yield
With triethylamine

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 64381-44-8
Chloromethyl-carbamic acid 3,5-dimethyl-4-methylsulfanyl-phenyl ester

: 64381-34-6
4-(2,4-Dichloro-phenoxy)-butyric acid (3,5-dimethyl-4-methylsulfanyl-phenoxycarbonylamino)-methyl ester

Conditions

Conditions	Yield
With triethylamine

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 67198-34-9, 67198-53-2, 67347-43-7, 99239-39-1, 116301-06-5, 121843-49-0, 121843-50-3, 121843-51-4, 142434-12-6
(+/-)-cis-N-methyl-2-(1-pyrrolidinyl)cyclohexylamine

: 99239-57-3, 99239-71-1, 130553-68-3
4-(2,4-Dichloro-phenoxy)-N-methyl-N-((1S,2R)-2-pyrrolidin-1-yl-cyclohexyl)-butyramide

Conditions

Conditions	Yield
With pyridine; dicyclohexyl-carbodiimide In dichloromethane Ambient temperature;

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 4-(2,4-Dichloro-phenoxy)-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

Conditions

Conditions	Yield
With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide In N,N-dimethyl-formamide

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

2-<(1S,2S(?))-6,6-dimethyl-norpinan-2-yl>-ethanol: 2-<(1S,2S(?))-6,6-dimethyl-norpinan-2-yl>-ethanol

: 5423-01-8
4-(2,4-dichloro-phenoxy)-butyric acid-{2-[(1S,2S)-6,6-dimethyl-norpinan-2-yl]-ethyl ester}

Conditions

Conditions	Yield
With sulfuric acid; xylene Entfernen des entstehenden Wassers;

: (E)-(RS)-3-[1-(allyloxyimino)butyl]4-hydroxy-6,6-dimethyl-2-oxocyclohex-3-enecarboxylic acid

: 5579-66-8
decaethylene glycol

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: C46H71Cl2NO17

...Expand

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 4-(2,4-Dichlorophenoxy)butyric acid ethoxycarbonyl-ethylsulfanylcarbonyloxy-methyl ester

: 79-37-8
oxalyl dichloride

: 796119-00-1
5-(3,3-dichloro-allyloxy)-N-hydroxy-2-methoxy-benzamidine

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: 3-[5-(3,3-dichloro-allyloxy)-2-methoxy-phenyl]-5-[3-(2,4-dichloro-phenoxy)-propyl]-[1,2,4]oxadiazole

Conditions

Conditions	Yield
In pyridine; dichloromethane; water; N,N-dimethyl-formamide

...Expand

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: cobalt(II) nitrate

: cobalt(II) γ-(2,4-dichlorophenoxy)butyrate hydrate

Conditions

Conditions	Yield
With NaOH In water addn. of an aq. NaOH soln. to the ligand, stirring until getting a neutral or weakly acidic reaction, filtration, addn. of the filtrate to a soln. of Co(NO3)2 in water, keeping the resultant pptn. under the mother liquor for 24 h; filtration under suction, washing with water, drying in air, elem. anal.;

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: cobalt(II) γ-(2,4-dichlorophenoxy)butyrate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: NaOH / water 2: neat (no solvent) View Scheme

: 94-82-6
4-(2,4-dichlorophenoxy)butyric acid

: C8H9N2O3PolS

: C18H17Cl2N2O5PolS

Conditions

Conditions	Yield
Stage #1: C8H9N2O3PolS With dmap; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 5h; polystyrene resin; Stage #2: 4-(2,4-dichlorophenoxy)butyric acid With diisopropyl-carbodiimide In dichloromethane at 20℃; polystyrene resin;

2,4-Dichlorophenoxybutyric acid Chemical Properties

Molecular Structure of 4-(2,4-Dichlorophenoxy)butyric acid (94-82-6):

EINECS: 202-366-9
IUPAC Name: 4-(2,4-Dichlorophenoxy)butanoic acid
Molecular Formula: C₁₀H₁₀Cl₂O₃
Molecular Weight: 249.090600 g/mol
XLogP3: 3.5
H-Bond Donor: 1
H-Bond Acceptor: 3
Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)OCCCC(=O)O
InChI: InChI=1S/C10H10Cl2O3/c11-7-3-4-9(8(12)6-7)15-5-1-2-10(13)14/h3-4,6H,1-2,5H2,(H,13,14)
InChIKey: YIVXMZJTEQBPQO-UHFFFAOYSA-N
Index of Refraction: 1.554
Molar Refractivity: 58.18 cm³
Molar Volume: 181.4 cm³
Surface Tension: 47.6 dyne/cm
Density: 1.372 g/cm³
Flash Point: 202 °C
Melting Point: 118-120 °C(lit.)
Boiling Point: 410.4 °C at 760 mmHg
Enthalpy of Vaporization: 69.87 kJ/mol
Vapour Pressure: 1.8E-07 mmHg at 25 °C
Water Solubility: 57.46 mg/L at 25 °C
Storage Temp.: 0-6 °C
BRN: 1976809

2,4-Dichlorophenoxybutyric acid Toxicity Data With Reference

1.	dnr-esc 5 mg/disc	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) PB80-133226 .
2.	dnr-bcs 5 mg/disc	NTIS** National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) PB80-133226 .
3.	orl-rat LD50:700 mg/kg	RREVAH Residue Reviews. 10 (1965),97.
4.	skn-rat LD50:800 mg/kg	WRPCA2 World Review of Pest Control. 9 (1970),119.

2,4-Dichlorophenoxybutyric acid Consensus Reports

EPA Genetic Toxicology Program.

2,4-Dichlorophenoxybutyric acid Safety Profile

Safety Information of 4-(2,4-Dichlorophenoxy)butyric acid (94-82-6):
Hazard Codes: Xn ,N
Risk Statements: 22-51/53
22: Harmful if swallowed
51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements: 25-29-46-61
25: Avoid contact with eyes
29: Do not empty into drains
46: If swallowed, seek medical advice immediately and show this container or label
61: Avoid release to the environment. Refer to special instructions safety data sheet
RIDADR: UN 3077 9/PG 3
WGK Germany: 2
RTECS: ES9100000
HazardClass: 6.1(b)
PackingGroup: III
Moderately toxic by ingestion and skin contact. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. An herbicide. When heated to decomposition it emits toxic fumes of Cl⁻.

2,4-Dichlorophenoxybutyric acid Specification

4-(2,4-Dichlorophenoxy)butyric acid (94-82-6) is colorless crystals, known as 2,4-D butyric acid ; 2,4-DB ; 2,4-DM ; 4-(2,4-Dichlorophenoxy)butanoic acid ; 4-(2,4-Dichlorophenoxy)butyric acid ; 4-06-00-00927 (Beilstein Handbook Reference) ; Buratal ; Butirex ; Butormone ; Butoxon ; Butoxone ; Butoxone amine ; Butoxone ester ; Butyrac ; Butyrac 118 ; Butyrac 200 ; Butyrac ester ; CCRIS 1021 ; Caswell No. 316 ; EPA Pesticide Chemical Code 030801 ; HSDB 6603 ; Kyselina 4-(2,4-dichlorfenoxy)maselna ; Kyselina 4-(2,4-dichlorfenoxy)maselna [Czech] ; Legumex D ; NSC 70337 ; Sys 67 Buratal ; gamma-(2,4-Dichlorophenoxy)butyric acid ; 2,4-(Dichlorophenoxy)butyric acid ; Butanoic acid, 4-(2,4-dichlorophenoxy)- ; Butanoic acid, 4-(2,4-dichlorophenoxy)- (9CI) ; Butyric acid, 4-(2,4-dichlorophenoxy)- . 4-(2,4-Dichlorophenoxy)butyric acid (94-82-6) is a selective systemic phenoxy herbicide used to control many annual and perennial broadleaf weeds in alfalfa, peanuts, soybeans, and other crops. It is classified in toxicity class III.

Product Name

2,4-Dichlorophenoxybutyric acid

Synthetic route

2,4-Dichlorophenoxybutyric acid Chemical Properties

2,4-Dichlorophenoxybutyric acid Toxicity Data With Reference

2,4-Dichlorophenoxybutyric acid Consensus Reports

2,4-Dichlorophenoxybutyric acid Safety Profile

2,4-Dichlorophenoxybutyric acid Specification

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