Acetic acid,2-(2,3-dichlorophenoxy)- supplier

Name
2,3-DICHLOROPHENOXYACETIC ACID
EINECS 221-022-9
CAS No. 2976-74-1
Article Data11
CAS DataBase
Density 1.488 g/cm³
Solubility 342.6mg/L(25 oC)
Melting Point 172-175 °C
Formula C₈H₆Cl₂O₃
Boiling Point 348.4 °C at 760 mmHg
Molecular Weight 221.04
Flash Point 164.5 °C
Transport Information
Appearance beige crystalline powder and needles
Safety 37/39-26-45-36/37/39-16
Risk Codes 36/37/38-23/24/25
Molecular Structure
Hazard Symbols Xi,C,T,F
Synonyms Aceticacid, (2,3-dichlorophenoxy)- (8CI,9CI);2,3-D;2,3-Dichlorophenoxyacetic acid;NSC 74462;
PSA 46.53000
LogP 2.45680

Synthetic route

: 576-24-9
2,3-dichlorophenol

: 105-39-5
chloroacetic acid ethyl ester

: 2976-74-1
2,3-dichlorophenoxyacetic acid

Conditions

Conditions	Yield
Stage #1: 2,3-dichlorophenol; chloroacetic acid ethyl ester With potassium carbonate; potassium iodide In water; N,N-dimethyl-formamide at 100℃; for 0.0666667h; Microwave irradiation; Stage #2: With sodium hydroxide for 0.0833333h; Microwave irradiation;	91%

: 576-24-9
2,3-dichlorophenol

: 79-11-8
chloroacetic acid

: 2976-74-1
2,3-dichlorophenoxyacetic acid

Conditions

Conditions	Yield
With sodium hydroxide In water at 110 - 120℃; for 3h;	77%
With sodium hydroxide Alkylation; Heating;
With sodium hydroxide

: 67526-49-2
(2,3-dichloro-phenoxy)-acetic acid amide

: 2976-74-1
2,3-dichlorophenoxyacetic acid

Conditions

Conditions	Yield
With sodium hydroxide

: 105-36-2
ethyl bromoacetate

sodium-<2,3-dichloro-phenolate>: sodium-<2,3-dichloro-phenolate>

: 2976-74-1
2,3-dichlorophenoxyacetic acid

Conditions

Conditions	Yield
With ethanol anschliessend Erwaermen mit wss. Natronlauge;

: 576-24-9
2,3-dichlorophenol

: 2976-74-1
2,3-dichlorophenoxyacetic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NaOH solution; isopropyl alcohol 2: aq. NaOH solution View Scheme
Multi-step reaction with 2 steps 1: potassium carbonate / dimethyl sulfoxide 2: sodium hydroxide View Scheme
Multi-step reaction with 2 steps 1.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 50 °C 1.2: 12 h / 50 °C 2.1: lithium hydroxide / methanol; water / 12 h / 50 °C View Scheme

: 37536-92-8
(dichloro-2,3 phenoxy)acetate d'ethyle

: 2976-74-1
2,3-dichlorophenoxyacetic acid

Conditions

Conditions	Yield
alkaline hydrolysis;
Stage #1: (dichloro-2,3 phenoxy)acetate d'ethyle With sodium hydroxide Stage #2: With hydrogenchloride

: 576-24-9
2,3-dichlorophenol

: 105-36-2
ethyl bromoacetate

: 2976-74-1
2,3-dichlorophenoxyacetic acid

Conditions

Conditions	Yield
Stage #1: 2,3-dichlorophenol; ethyl bromoacetate With potassium carbonate In dimethyl sulfoxide at 50℃; for 6h; Stage #2: With water; sodium hydroxide In acetone at 50℃; for 3h; Stage #3: With hydrogenchloride In water at 25℃; pH=1 - 2;

: 1928-56-9
(2,3-dichlorophenoxy)-acetic acid, methyl ester

: 2976-74-1
2,3-dichlorophenoxyacetic acid

Conditions

Conditions	Yield
With lithium hydroxide In methanol; water at 50℃; for 12h;

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 7689-03-4
camptothecin

: 401478-45-3
camptothecin-20-O-2,3-dichlorophenoxyacetate

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 20h;	86.5%

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 22278-80-4
4-amino-6-benzyl-3-mercapto-1,2,4-triazine-5(4H)-one

: 3-Benzyl-7-(2,3-dichloro-phenoxymethyl)-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one

Conditions

Conditions	Yield
With trichlorophosphate for 5h; Heating;	86%

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 22278-81-5
4-amino-6-methyl-3-thio-1,2,4-triazin-5-one

: 7-(2,3-dichloro-phenoxymethyl)-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one

Conditions

Conditions	Yield
With trichlorophosphate for 5h; Condensation; Cyclization; Heating;	78%

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 22278-82-6
4-amino-3,4-dihydro-6-phenyl-3-thioxo-1,2,4-triazin-5(2H)-one

: 7-(2,3-dichloro-phenoxymethyl)-3-phenyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one

Conditions

Conditions	Yield
With trichlorophosphate for 5h; Condensation; Cyclization; Heating;	73%

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 504-02-9
1,3-cylohexanedione

: C14H12Cl2O4

Conditions

Conditions	Yield
With triethylamine; 2-hydroxy-2-methylpropanenitrile; 1,1'-carbonyldiimidazole In dichloromethane at 25℃; for 12h;	72%

: 366-18-7
[2,2]bipyridinyl

: iron(III) chloride hexahydrate

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 75-05-8
acetonitrile

: bis(2,2'-bipyridine)dichlorobis(2-chloro-4-methyl-phenoxyacetato)oxodiiron(III) - 2,2'-bipyridine - acetonitrile (1/0.25/0.8)

Conditions

Conditions	Yield
With NaOH In acetonitrile byproducts: NaCl, H2O; stoich., phenoxyalkanoic acid in CH3CN treated with NaOH, stirred for 30min, treated with FeCl3*6H2O in CH3CN and bipy in CH3CN dropwise, stirr ed for 30 min; concd., crystd. for 4 d, elem. anal.;	65%

...Expand

: 67-56-1
methanol

: iron(III) chloride hexahydrate

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: hexakis(2,3-dichlorophenoxyacetato)tris(methanol)oxotriiron(III) chloride-methanol(1/3)

Conditions

Conditions	Yield
With NaOH In methanol byproducts: NaCl, H2O; the acid was dissolved in MeOH and neutralized with NaOH, stirring for 30 min, 0.5 equiv. Fe-salt was dropwise added in MeOH; soln. was concd. and left to slowly evaporate for a week, elem. anal.;	30%

...Expand

: cis-N2-(4-amino-cyclohexyl)-N4,N4-dimethyl-quinazolin-2,4-diamine

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 2-(2,3-dichlorophenoxy)-N-(cis-4-{[4-(dimethylamino)quinazolin-2-yl]amino}cyclohexyl)acetamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; HATU In DMF (N,N-dimethyl-formamide)	27%

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 95-54-5
1,2-diamino-benzene

: 82326-51-0
2-(2,3-Dichloro-phenoxymethyl)-1H-benzoimidazole

Conditions

Conditions	Yield
With hydrogenchloride Heating;	10%

: 109-12-6
2-aminopyrimidine

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: (2,3-Dichloro-phenoxy)-acetic acid; compound with pyrimidin-2-ylamine

Conditions

Conditions	Yield
In ethanol at 110℃; for 0.333333h;

: 2976-74-1
2,3-dichlorophenoxyacetic 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

: 99239-25-5, 99239-72-2, 130553-53-6
2-(2,3-Dichloro-phenoxy)-N-methyl-N-((1R,2S)-2-pyrrolidin-1-yl-cyclohexyl)-acetamide

Conditions

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

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: (2,3-dichlotophenoxy)acetic acid-4-sulfonic acid

Conditions

Conditions	Yield
With sulfuric acid In water at 20℃;

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 141-43-5
ethanolamine

: 87762-15-0
2-(2,3-dichlorophenoxy)-N-(2-hydroxyethyl)acetamide

Conditions

Conditions	Yield
With 1,1'-carbonyldiimidazole 1) r.t, THF, 30 min, 2) - 50 deg C, THF; Yield given. Multistep reaction;

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 791-28-6
Triphenylphosphine oxide

: C18H15OP*C8H6Cl2O3

Conditions

Conditions	Yield
In ethanol at 110℃; for 0.333333h;

: 302-17-0
chloral hydrate

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: {5-[1-(3-carboxymethoxy-4,5-dichloro-phenyl)-2,2,2-trichloro-ethyl]-2,3-dichloro-phenoxy}-acetic acid

Conditions

Conditions	Yield
With sulfuric acid Condensation;

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 85630-84-8
(2,3-dichlorophenoxy)acetyl chloride

Conditions

Conditions	Yield
With thionyl chloride
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1h;
With thionyl chloride for 4h; Reflux;

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: N-(3-methylcarbamoylphenyl)-2,3-dichlorophenoxyacetamide

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: (COCl)2; DMF / CH2Cl2 / 1 h / 20 °C 2: pyridine / CH2Cl2 / 20 °C View Scheme

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: geranyl (2,3-dichlorophenoxy)acetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: SOCl2 2: 78 percent / benzene / 0.5 h View Scheme

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 3-methyl-2ξ,4E-decadienyl (2,3-dichlorophenoxy)acetate

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: SOCl2 2: 78 percent / benzene / 0.5 h View Scheme

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: (3,4-dichlorophenoxy)acetic acid-6-sulfonic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sulfuric acid / H2O / 20 °C 2: sulfuric acid / H2O / 20 °C View Scheme

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 87762-19-4
2-<(2,3-dichlorophenyl)amino>ethanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 1) N,N'-carbonyldiimidazole / 1) r.t, THF, 30 min, 2) - 50 deg C, THF 2: 1) KH, 18-crown-6, 2) H2O / 1) THF, -20 to 0 deg C, 1 h, 2) THF View Scheme

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: 393-52-2
2-Fluorobenzoyl chloride

: 62967-02-6
4-(2-fluorobenzoyl)-2,3-dichlorophenoxy acetic acid

Conditions

Conditions	Yield
With hydrogenchloride; carbon disulfide; aluminium trichloride In water

: copper(II) choride dihydrate

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: Cu((2,3-dichlorophenoxy)acetate)2(H2O)2

Conditions

Conditions	Yield
With CH3ONa In methanol treatment of ligand with NaOMe, then with CuCl2;

: 366-18-7
[2,2]bipyridinyl

: copper(II) choride dihydrate

: 2976-74-1
2,3-dichlorophenoxyacetic acid

: [Cu((2,3-dichlorophenoxy)acetate)(2,2'-bipyridine)2]Cl

Conditions

Conditions	Yield
With NaOCH3 In methanol elem. anal.;

...Expand

Acetic acid,2-(2,3-dichlorophenoxy)- Specification

The Acetic acid,2-(2,3-dichlorophenoxy)-, with the CAS registry number 2976-74-1, is also known as 2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-Icosafluoroundecan-1-ol. It belongs to the product category of Phenoxyacetic Acids and Alcohols (substituted). Its EINECS registry number is 221-022-9. This chemical's molecular formula is C₈H₆Cl₂O₃ and molecular weight is 221.03744. Its IUPAC name is called 2-(2,3-dichlorophenoxy)acetic acid. What's more. it should be sealed and stored in cool, dry place.

Physical properties of Acetic acid,2-(2,3-dichlorophenoxy)-: (1)ACD/LogP: 2.59; (2)ACD/LogD (pH 5.5): 0.08; (3)ACD/LogD (pH 7.4): -1.08; (4)ACD/BCF (pH 5.5): 1; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 1.88; (7)ACD/KOC (pH 7.4): 1; (8)#H bond acceptors: 3; (9)#H bond donors: 1; (10)#Freely Rotating Bonds: 3; (11)Index of Refraction: 1.572; (12)Molar Refractivity: 48.91 cm³; (13)Molar Volume: 148.4 cm³; (14)Surface Tension: 51.2 dyne/cm; (15)Density: 1.488 g/cm³; (16)Flash Point: 164.5 °C; (17)Enthalpy of Vaporization: 62.56 kJ/mol; (18)Boiling Point: 348.4 °C at 760 mmHg; (19)Vapour Pressure: 1.9E-05 mmHg at 25°C.

Preparation: this chemical can be prepared by 2,3-dichloro-phenol and chloroacetic acid. This reaction will need reagent NaOH and solvent H₂O. The reaction time is 3 hours with reaction temperature of 110 - 120 °C. The yield is about 77%.

Uses of Acetic acid,2-(2,3-dichlorophenoxy)-: it can be used to produce 7-(2,3-dichloro-phenoxymethyl)-3-methyl-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one by heating. This reaction is a kind of Condensation//Cyclization. It will need reagent POCl₃ with reaction time of 5 hours. The yield is about 78%. This chemical is beige crystalline powder and needles.

When you are using this chemical, please be cautious about it as the following:
This chemical may cause inflammation to the skin or other mucous membranes. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC(=C(C(=C1)Cl)Cl)OCC(=O)O
(2)InChI: InChI=1S/C8H6Cl2O3/c9-5-2-1-3-6(8(5)10)13-4-7(11)12/h1-3H,4H2,(H,11,12)
(3)InChIKey: RBJIGQRZLITQJG-UHFFFAOYSA-N

Product Name

2,3-DICHLOROPHENOXYACETIC ACID

Synthetic route

Acetic acid,2-(2,3-dichlorophenoxy)- Specification

Related Products

Hot Products