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50-30-6

Basic Information
CAS No.: 50-30-6
Name: 2,6-Dichlorobenzoic acid
Article Data: 56
Molecular Structure:
Molecular Structure of 50-30-6 (2,6-Dichlorobenzoic acid)
Formula: C7H4Cl2O2
Molecular Weight: 191.014
Synonyms: Benzoic acid, 2,6-dichloro-;4-09-00-01005 (Beilstein Handbook Reference);2,6-Dichloro benzoic acid;
EINECS: 200-025-9
Density: 1.517 g/cm3
Melting Point: 139-142 ºC (lit.)
Boiling Point: 298.7 ºC at 760 mmHg
Flash Point: 134.5 ºC
Solubility: water: 0.1-1 g/100 mL at 19 ºC
Appearance: white to off-white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-24/25
PSA: 37.30000
LogP: 2.69160
Synthetic route
4659-45-4

2,6-Dichlorobenzoyl chloride

50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With water; triethylamine In acetone at 20℃; for 18h;99%
With NaH; acetic acid In dichloromethane; water; N,N-dimethyl-formamide
With NaH; acetic acid In dichloromethane; water; N,N-dimethyl-formamide
15258-73-8

2,6-dichlorobenzyl alcohol

50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Stage #1: 2,6-dichlorobenzyl alcohol With sodium t-butanolate In tetrahydrofuran at 25℃; for 1h; Schlenk technique;
Stage #2: With hydrogenchloride In water Reagent/catalyst;
99%
With tert.-butylhydroperoxide; sodium chloride; sodium hydroxide In water at 70℃; Sealed tube; Green chemistry;85%
With tert.-butylhydroperoxide; water; iodine; sodium hydroxide at 70℃; pH=10; Green chemistry;83%
124-38-9

carbon dioxide

541-73-1

1,3-Dichlorobenzene

50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
Stage #1: carbon dioxide With AuOH(1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene); potassium hydroxide In tetrahydrofuran at 20℃; under 1125.11 Torr; for 0.25h;
Stage #2: 1,3-Dichlorobenzene In tetrahydrofuran at 20℃; under 1125.11 Torr; for 12h;
Stage #3: With hydrogenchloride In tetrahydrofuran; water regioselective reaction;
96%
With n-butyllithium In tetrahydrofuran; hexane for 0.75h; cooling;95%
Stage #1: 1,3-Dichlorobenzene With n-butyllithium In tetrahydrofuran at -75℃; for 2h;
Stage #2: carbon dioxide In tetrahydrofuran
95%
Stage #1: 1,3-Dichlorobenzene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.75h; Inert atmosphere;
Stage #2: carbon dioxide In tetrahydrofuran; hexane at -78℃; for 0.166667h; Inert atmosphere;
437 mg
118-69-4

2,6-dichlorotoluene

50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
95%
With potassium permanganate; water
With nitric acid at 140℃; im Druckrohr;
1194-65-6

2,6-dichloro-benzonitrile

50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With 1-butyl-3-methylimidazolium hydrogen sulfate; water at 60 - 65℃; for 2.5h; Green chemistry;95%
With pro-nitro010; water Reagent/catalyst; Enzymatic reaction;
37532-04-0

N'-(2,6-dichlorobenzylidene)-4-methylbenzene-1-sulfonohydrazide

50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 144h; Heating;94%
83-38-5

2,6-dichlorobenzaldehyde

50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With dihydrogen peroxide for 0.0333333h; Microwave irradiation;92%
With tert.-butylhydroperoxide; water; iodine; sodium hydroxide at 70℃; pH=10; Green chemistry;92%
With air; octadecafluorodecahydronaphthalene (cis+trans); isobutyraldehyde; [Co{TPP(C8F17)4}] In acetonitrile under 760 Torr; for 16h;91%
25185-95-9

2,6-dichlorobenzaldoxime

50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With poly(diselanediyl-1,2-phenylene); dihydrogen peroxide In tetrahydrofuran for 240h; Heating;92%
83-38-5

2,6-dichlorobenzaldehyde

A

87-65-0

2,6-Dichlorophenol

B

50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With selenium(IV) oxide; dihydrogen peroxide In tetrahydrofuran for 52h; Heating;A 4 % Chromat.
B 86%
6575-28-6

(1E)-2,6-dichlorobenzaldehyde oxime

75-05-8

acetonitrile

A

1194-65-6

2,6-dichloro-benzonitrile

B

55151-92-3

3-(2,6-dichlorophenyl)-5-methyl-1,2,4-oxadiazole

C

50-30-6

2,6-dichlorobenzoic acid

Conditions
ConditionsYield
With ammonium cerium(IV) nitrate at 70℃; for 1h; Yields of byproduct given;A n/a
B 30%
C 11%
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Specification

The 2,6-Dichlorobenzoic acid, with the CAS registry number 50-30-6, is also known as Benzoic acid, 2,6-dichloro-. It belongs to the product categories of Fine Chemical & Intermediates; C7; Carbonyl Compounds; Carboxylic Acids; Alpha Sort; D; DAlphabetic; DIA - DIC; Pesticides & Metabolites. Its EINECS registry number is 200-025-9. This chemical's molecular formula is C7H4Cl2O2 and molecular weight is 191.01. What's more, its IUPAC name is the same with its product name.

Physical properties about 2,6-Dichlorobenzoic acid are: (1)ACD/LogP: 2.20; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -0.87; (4)ACD/LogD (pH 7.4): -0.95; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.598; (14)Molar Refractivity: 42.97 cm3; (15)Molar Volume: 125.8 cm3; (16)Surface Tension: 53.9 dyne/cm; (17)Density: 1.517 g/cm3; (18)Flash Point: 134.5 °C; (19)Enthalpy of Vaporization: 56.88 kJ/mol; (20)Boiling Point: 298.7 °C at 760 mmHg; (21)Vapour Pressure: 0.000557 mmHg at 25 °C.

Preparation of 2,6-Dichlorobenzoic acid: this chemical can be prepared by 2,6-Dichloro-benzaldehyde. This reaction needs reagent Jones and solvent acetone at temperature of 0 °C. The reaction time is 20 min. The yield is 70 %.

2,6-Dichlorobenzoic acid can be prepared by 2,6-Dichloro-benzaldehyde.

Uses of 2,6-Dichlorobenzoic acid: (1) it is used to synthetize pharmaceutical and pesticide; (2) it is used to produce other chemicals. For example, it can produce 2,6-Dichloro-3-nitro-benzoic acid. The reaction occurs with reagents H2SO4, HNO3 and other condition of heating for 1 hour. The yield is 65 %.

2,6-Dichlorobenzoic acid can produce 2,6-Dichloro-3-nitro-benzoic acid.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. Therefore, you should wear suitable protective clothing and avoid contacting with skin, eyes. And in case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(O)c1c(Cl)cccc1Cl
(2) InChI: InChI=1S/C7H4Cl2O2/c8-4-2-1-3-5(9)6(4)7(10)11/h1-3H,(H,10,11)
(3) InChIKey: MRUDNSFOFOQZDA-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 316mg/kg (316mg/kg) BEHAVIORAL: REGIDITY

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Journal of Medicinal Chemistry. Vol. 11, Pg. 1020, 1968.
mouse LD50 subcutaneous 1500mg/kg (1500mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Biochemical Pharmacology. Vol. 13, Pg. 1538, 1964.