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6575-24-2

Basic Information
CAS No.: 6575-24-2
Name: 2,6-Dichlorophenylacetic acid
Article Data: 15
Molecular Structure:
Molecular Structure of 6575-24-2 (2,6-Dichlorophenylacetic acid)
Formula: C8H6Cl2O2
Molecular Weight: 205.04
Synonyms: Aceticacid, (2,6-dichlorophenyl)- (6CI,7CI,8CI);2,6-Dichlorobenzeneacetic acid;2-(2,6-Dichlorophenyl)acetic acid;
EINECS: 229-504-0
Density: 1.456 g/cm3
Melting Point: 159-162 °C
Boiling Point: 325.2 °C at 760 mmHg
Flash Point: 150.5 °C
Appearance: white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 37/39-26-36
PSA: 37.30000
LogP: 2.62050
Synthetic route
3776-30-5

2,2,6,6-tetrachlorocyclohexanone

105-53-3

diethyl malonate

6575-24-2

2-(2,6-dichlorophenyl)acetic acid

Conditions
ConditionsYield
Stage #1: 2,2,6,6-tetrachlorocyclohexanone; diethyl malonate With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,2-dichloro-ethane at 60 - 65℃; for 3h;
Stage #2: With sodium hydroxide In 1,2-dichloro-ethane at 20 - 65℃; for 3h; Solvent; Temperature; Reagent/catalyst;
96.6%
90793-64-9

ethyl 2-(2,6-dichlorophenyl)acetate

6575-24-2

2-(2,6-dichlorophenyl)acetic acid

Conditions
ConditionsYield
With water; sodium hydroxide In 1,4-dioxane at 60℃; for 2h; pH=10 - 14;95%
201230-82-2

carbon monoxide

2014-83-7

1,3-Dichloro-2-chloromethyl-benzene

6575-24-2

2-(2,6-dichlorophenyl)acetic acid

Conditions
ConditionsYield
With bis-triphenylphosphine-palladium(II) chloride; tetraethylammonium chloride; sodium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene at 80℃; under 11251.1 Torr; for 20h; Autoclave; regioselective reaction;93%
3215-64-3

2,6-dichlorophenylacetonitrile

6575-24-2

2-(2,6-dichlorophenyl)acetic acid

Conditions
ConditionsYield
Stage #1: 2,6-dichlorophenylacetonitrile With potassium hydroxide; water In ethanol at 80℃; for 20h;
Stage #2: With hydrogenchloride In ethanol pH=3;
83%
With sodium hydroxide
With potassium hydroxide In ethylene glycol
etheric 2.6-dichloro-benzyl magnesium chloride

etheric 2.6-dichloro-benzyl magnesium chloride

6575-24-2

2-(2,6-dichlorophenyl)acetic acid

Conditions
ConditionsYield
Einleiten von Kohlendioxid;
124-38-9

carbon dioxide

118-69-4

2,6-dichlorotoluene

6575-24-2

2-(2,6-dichlorophenyl)acetic acid

Conditions
ConditionsYield
Stage #1: 2,6-dichlorotoluene With lithium diisopropyl amide In tetrahydrofuran; cyclohexane at -75℃; for 0.75h;
Stage #2: carbon dioxide In tetrahydrofuran; cyclohexane
124-38-9

carbon dioxide

118-69-4

2,6-dichlorotoluene

A

6575-24-2

2-(2,6-dichlorophenyl)acetic acid

B

39652-34-1

3,5-dichloro-4-methylbenzoic acid

C

83277-23-0

2,4-Dichloro-3-methyl-benzoic acid

Conditions
ConditionsYield
Stage #1: 2,6-dichlorotoluene With sec.-butyllithium In tetrahydrofuran; cyclohexane at -75℃; for 0.75h;
Stage #2: carbon dioxide In tetrahydrofuran; cyclohexane Title compound not separated from byproducts;
2014-83-7

1,3-Dichloro-2-chloromethyl-benzene

6575-24-2

2-(2,6-dichlorophenyl)acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dimethylsulfoxide / 5 h / 40 - 50 °C
2: 25 percent NaOH / ethanol / Heating
View Scheme
Multi-step reaction with 2 steps
2: aqueous NaOH
View Scheme
Multi-step reaction with 2 steps
2: H2SO4
View Scheme
118-69-4

2,6-dichlorotoluene

6575-24-2

2-(2,6-dichlorophenyl)acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: dichloro[4,5-bis(diphenylphosphino)-9,9’-dimethylxanthene]palladium(II); di-tert-butyl peroxide / 16 h / 120 °C / 7600.51 Torr
2: water; sodium hydroxide / 1,4-dioxane / 2 h / 60 °C / pH 10 - 14
View Scheme
608-31-1

2,6-Dichloroaniline

6575-24-2

2-(2,6-dichlorophenyl)acetic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium nitrite; sulfuric acid; copper(I) bromide; tetrabutylammomium bromide / water / 2 h / -5 - 95 °C
2: hydrogenchloride / 10 h / 80 - 95 °C / Inert atmosphere
View Scheme
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  • 6575-24-2 	2,6-Dichlorophenylacetic acid

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Specification

The Benzeneaceticacid, 2,6-dichloro-, with the CAS registry number 6575-24-2, is also known as 2,6-Dichlorobenzeneacetic acid. It belongs to the product categories of Acids and Derivatives; Aromatic Phenylacetic Acids and Derivatives; Phenylacetic acid; C8; Carbonyl Compounds; Carboxylic Acids. Its EINECS number is 229-504-0. This chemical's molecular formula is C8H6Cl2O2 and formula weight is 205.04. What's more, its IUPAC name is 2-(2,6-dichlorophenyl)acetic acid.

Physical properties of Benzeneaceticacid, 2,6-dichloro- are: (1)ACD/LogP: 2.71; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.01; (4)ACD/LogD (pH 7.4): -0.66; (5)ACD/BCF (pH 5.5): 1.34; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 14.08; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.584; (14)Molar Refractivity: 47.15 cm3; (15)Molar Volume: 140.7 cm3; (16)Surface Tension: 51.6 dyne/cm; (17)Density: 1.456 g/cm3; (18)Flash Point: 150.5 °C; (19)Enthalpy of Vaporization: 59.89 kJ/mol; (20)Boiling Point: 325.2 °C at 760 mmHg; (21)Vapour Pressure: 9.54E-05 mmHg at 25°C.

Uses of Benzeneaceticacid, 2,6-dichloro-: it can be used to produce 2,6-dichloro-benzaldehyde at the temperature of 25°C. It will need reagent HgF2, O2 and solvent acetonitrile with reaction time of 24 hours. The yield is about 76%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. You need wear suitable gloves and eye/face protection. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Besides, you must wear suitable protective clothing.

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: C1=CC(=C(C(=C1)Cl)CC(=O)O)Cl
(2)InChI: InChI=1S/C8H6Cl2O2/c9-6-2-1-3-7(10)5(6)4-8(11)12/h1-3H,4H2,(H,11,12)
(3)InChIKey: SFAILOOQFZNOAU-UHFFFAOYSA-N