2,6-Dichlorobenzoic acid supplier

Name
2,6-Dichlorobenzoic acid
EINECS 200-025-9
CAS No. 50-30-6
Article Data56
CAS DataBase
Density 1.517 g/cm³
Solubility water: 0.1-1 g/100 mL at 19 ºC
Melting Point 139-142 ºC (lit.)
Formula C₇H₄Cl₂O₂
Boiling Point 298.7 ºC at 760 mmHg
Molecular Weight 191.014
Flash Point 134.5 ºC
Transport Information
Appearance white to off-white crystalline powder
Safety 26-36-24/25
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms Benzoic acid, 2,6-dichloro-;4-09-00-01005 (Beilstein Handbook Reference);2,6-Dichloro benzoic acid;
PSA 37.30000
LogP 2.69160

Synthetic route

: 4659-45-4
2,6-Dichlorobenzoyl chloride

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
	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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

...Expand

: 2148-56-3
2-chloro-6-aminobenzoic acid

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
Diazotization.Einw. von CuCl und HCl auf das Diazotierungsprodukt;

: 20443-98-5
2,6-Dichlorobenzyl bromide

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide; potassium permanganate
With ethanol; potassium acetate Erwaermen des Reaktionsprodukts mit wss. Natronlauge und Behandeln des Reaktionsgemisches mit Kaliumpermanganat;
With sodium periodate; 2>(6-); sulfuric acid 1) aq. KOH, rt, 4 h; Yield given. Multistep reaction;

: 90281-00-8, 90364-83-3
1,1-dichloro-t-2-<((E)-2'-(2,6-dichlorophenyl)-ethen-1'-yl)>-r-3-phenylcyclopropane

A: 34266-21-2
1,1-dichloro-t-3-phenylcyclopropane-r-2-carboxylic acid

B: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
With formic acid; dihydrogen peroxide; oxygen; ozone 1.) CHCl3, 30 min, -10 deg C; 2.) water, 30 min; 3.) reflux, 1 h; Yield given. Multistep reaction. Yields of byproduct given;

: 124-38-9
carbon dioxide

: 87-61-6
1,2,3-trichlorobenzene

A: 50-45-3
2,3-dichlorbenzoic acid

B: 535-80-8
3-chlorobenzoate

C: 118-91-2
ortho-chlorobenzoic acid

D: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
With tetrabutylammomium bromide In N,N-dimethyl-formamide at 5℃; electrolysis (I=0.4 A); Yield given. Further byproducts given. Yields of byproduct given;

...Expand

: 2,6-Dichloro-benzoic acid 2-methyl-2-nitro-propyl ester

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
With sodium hydroxide In methanol for 12h; Heating; Yield given;

: 118-69-4
2,6-dichlorotoluene

: 7726-95-6
bromine

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
at 170℃; Eintragen von KMnO4 in das mit wss. NaOH versetzte Reaktionsgemisch bei Siedetemperatur;

: 118-69-4
2,6-dichlorotoluene

: 7697-37-2
nitric acid

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
im Rohr;

: 7446-70-0
aluminium trichloride

: 81055-73-4
ethyl 2,6-dichlorobenzoate

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
at 120 - 130℃;

: 124-38-9
carbon dioxide

: 87-61-6
1,2,3-trichlorobenzene

A: 50-75-9
2,3,4-trichlorobenzoic acid

B: 50-45-3
2,3-dichlorbenzoic acid

C: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
Stage #1: 1,2,3-trichlorobenzene With sec.-butyllithium In tetrahydrofuran; cyclohexane at -75℃; for 0.75h; Stage #2: carbon dioxide In tetrahydrofuran; cyclohexane Title compound not separated from byproducts;	A 13 % Chromat. B 5.7 % Chromat. C 67 % Chromat.

...Expand

: 2-(2,6-Dichloro-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Oxone, NaHCO3, 1,1,1-trifluoroacetone / acetonitrile; H2O / Ambient temperature; Na2*EDTA, pH 7-7.5 2: 5percent NaOH / methanol / 12 h / Heating View Scheme

: 7463-35-6
N-(3-chloro-2-methylphenyl)acetamide

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: potassium permanganate; magnesium sulfate 2: concentrated hydrochloric acid / Zers. des entstandenen Hydrochlorids mit Natriumdicarbonat 3: Diazotization.Einw. von CuCl und HCl auf das Diazotierungsprodukt View Scheme

: 19407-42-2
2-(acetylamino)-6-chlorobenzoic acid

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: concentrated hydrochloric acid / Zers. des entstandenen Hydrochlorids mit Natriumdicarbonat 2: Diazotization.Einw. von CuCl und HCl auf das Diazotierungsprodukt View Scheme

: 95-49-8
2-methylchlorobenzene

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: iron / durch Chlorierung 2: bei der Oxydation View Scheme

: 603-83-8
3-nitro-o-tolylamine

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Austausch der Aminogruppe gegen Chlor, Reduktion und Ersatz der neuentstandenen Aminogruppe durch Chlor 2: bei der Oxydation View Scheme

: 108-88-3
toluene

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: MoCl5 / durch Chlorierung 2: bei der Oxydation View Scheme

: C7H3Cl2O2(1-)*C25H30N3(1+)

A: 467-63-0
crystal violet carbinol base

B: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
With water In chlorobenzene at 28℃; Equilibrium constant;

: C22H18Cl2O4

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
In ethanol; dichloromethane at 25℃; Kinetics;

: 15258-73-8
2,6-dichlorobenzyl alcohol

A: 83-38-5
2,6-dichlorobenzaldehyde

B: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
With dihydrogen peroxide at 70℃; Catalytic behavior; Reagent/catalyst; Temperature;

: C13H20Cl2OSi

: 50-30-6
2,6-dichlorobenzoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetra-N-butylammonium tribromide / acetonitrile / 15 h / 20 °C / Irradiation 2: tetra-N-butylammonium tribromide / acetonitrile / 24 h / 20 °C / Irradiation View Scheme

: 616-38-6
carbonic acid dimethyl ester

: 50-30-6
2,6-dichlorobenzoic acid

: 14920-87-7
2,6-dichlorobenzoic acid methyl ester

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene for 24h; Heating;	99%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In acetonitrile at 160℃; under 15001.2 Torr; for 0.4h; microwave irradiation;	98%
With 1,8-diazabicyclo[5.4.0]undec-7-ene for 48h; Heating / reflux;	86%

: 68641-49-6
bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride

: 50-30-6
2,6-dichlorobenzoic acid

: 77331-22-7
C13H11Cl2N2O7P

Conditions

Conditions	Yield
With 1-ethyl-piperidine In dichloromethane at 15℃; for 1.5h;	98%

: 50-30-6
2,6-dichlorobenzoic acid

: 57193-24-5
<2,6-2H2>benzoic acid

Conditions

Conditions	Yield
With deuterated hypophosphorous acid; palladium 10% on activated carbon; sodium carbonate In water-d2 at 50℃; regioselective reaction;	98%

: 39217-08-8
2-chloropyridine-3,4-diamine

: 50-30-6
2,6-dichlorobenzoic acid

: 1334411-80-1
2-(2,6-dichlorophenyl)-1H-imidazo[4,5-c]pyridin-4-ol

Conditions

Conditions	Yield
Stage #1: 2-chloropyridine-3,4-diamine; 2,6-dichlorobenzoic acid at 190℃; for 3h; Stage #2: With sodium carbonate In water at 20℃; Cooling with ice;	97%
With polyphosphoric acid at 190℃; for 3h;	97%

: 611239-90-8
C17H28N2O

: 50-30-6
2,6-dichlorobenzoic acid

A: 4128-37-4
1,3-diisopropylurea

B: 1160842-96-5
4-phenylbutan-2-yl 2,6-dichlorobenzoate

Conditions

Conditions	Yield
In acetonitrile at 130℃; for 0.0833333h; Microwave irradiation;	A n/a B 96%

...Expand

: 50-30-6
2,6-dichlorobenzoic acid

: 55775-97-8
2,6-dichloro-3-nitrobenzoic acid

Conditions

Conditions	Yield
With sulfuric acid; nitric acid for 1h; Heating;	95%
With sulfuric acid; nitric acid at 30℃; Temperature; Inert atmosphere;	95.2%
With sulfuric acid; nitric acid at 70℃; for 5h;	95%

: 1160843-02-6
C17H28N2O

: 50-30-6
2,6-dichlorobenzoic acid

A: 4128-37-4
1,3-diisopropylurea

B: 1160843-05-9
(R)-4-phenylbutan-2-yl 2,6-dichlorobenzoate

Conditions

Conditions	Yield
In acetonitrile at 130℃; for 0.0833333h; Microwave irradiation; optical yield given as %ee;	A n/a B 95%

...Expand

: 78-39-7
Triethyl orthoacetate

: 50-30-6
2,6-dichlorobenzoic acid

: 81055-73-4
ethyl 2,6-dichlorobenzoate

Conditions

Conditions	Yield
In various solvent(s) at 80℃; for 2h;	94%

: 108-98-5
thiophenol

: 50-30-6
2,6-dichlorobenzoic acid

: 68504-48-3
phenyl 2,6-dichlorothiolbenzoate

Conditions

Conditions	Yield
With pyridine; O-phenyl phosphorodichloridate In dichloromethane for 24h; Ambient temperature;	92%
With PPE for 15h; Ambient temperature;	83%

: 74-88-4
methyl iodide

: 50-30-6
2,6-dichlorobenzoic acid

: 2,6-dichloro-3-methylbenzoic acid

Conditions

Conditions	Yield
With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium In tetrahydrofuran 1.) -90 deg C, 30 min, 2.) -78 deg C;	92%

: 50-30-6
2,6-dichlorobenzoic acid

: 16442-10-7
2,6-dichlorobenzoic anhydride

Conditions

Conditions	Yield
With 1-ethyl-piperidine; N,N-bis[2-oxo-3-oxazolidinyl]phosphorodiamidic chloride In acetonitrile at 20℃; for 4h;	91%

: 5292-43-3
bromoacetic acid tert-butyl ester

: 50-30-6
2,6-dichlorobenzoic acid

: 81055-78-9
C13H14Cl2O4

Conditions

Conditions	Yield
With potassium carbonate In acetone at 20℃; for 16h;	91%

: 26049-94-5
(S)-benzyl (4-chloro-3-oxo-1-phenylbutan-2-yl)carbamate

: 50-30-6
2,6-dichlorobenzoic acid

: 2,6-Dichloro-benzoic acid (S)-3-benzyloxycarbonylamino-2-oxo-4-phenyl-butyl ester

Conditions

Conditions	Yield
Multistep reaction;	90%

: 113984-36-4
C15H32N2O

: 50-30-6
2,6-dichlorobenzoic acid

A: 4128-37-4
1,3-diisopropylurea

B: 1160843-00-4
octan-2-yl-2,6-dichlorobenzoate

Conditions

Conditions	Yield
In acetonitrile at 130℃; for 0.0833333h; Microwave irradiation;	A n/a B 90%

...Expand

: 18881-04-4
(S)-cis-Verbenol

: 50-30-6
2,6-dichlorobenzoic acid

: 144681-51-6
(+)-(1S)-<(1α,2β,5α)-4,6,6-trimethylbicyclo<3.1.1>hept-3-en-2-yl> 2,6-dichlorobenzoate

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In diethyl ether; acetonitrile for 0.5h; Ambient temperature;	89%

: 7305-71-7
5-methyl-2-thiazol-2-amine

: 50-30-6
2,6-dichlorobenzoic acid

: 6-chloro-2-methyl-5H-[1,3]-thiazolo[2,3-b]quinazolin-5-one

Conditions

Conditions	Yield
With copper; potassium carbonate In N,N-dimethyl-formamide at 25℃; for 0.25h; sonication;	88%
With copper Ullmann condensation; Sonication;

: 75-66-1
2-methylpropan-2-thiol

: 50-30-6
2,6-dichlorobenzoic acid

: 68504-44-9
t-butyl 2,6-dichlorothiolbenzoate

Conditions

Conditions	Yield
With PPE at 45℃; for 15h;	85%

: 50-30-6
2,6-dichlorobenzoic acid

: 5-(piperazin-1-yl)benzofuran-2-carboxylic acid ethyl ester

: ethyl 5-[4-(2,6-dichlorobenzoyl)piperazin-1-yl]benzofuran-2-carboxylate

Conditions

Conditions	Yield
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In dichloromethane	85%

: 114-33-0
N-Methylnicotinamide

: 6046-93-1
copper(II) acetate monohydrate

: 50-30-6
2,6-dichlorobenzoic acid

: C28H24Cl4CuN4O7*2H2O

Conditions

Conditions	Yield
In acetonitrile for 24h;	85%

...Expand

: 67-64-1
acetone

: 50-30-6
2,6-dichlorobenzoic acid

: 2-oxopropyl 2,6-dichlorobenzoate

Conditions

Conditions	Yield
With sodium chlorite; potassium iodide at 100℃; for 24h; Schlenk technique;	85%

2,6-Dichlorobenzoic acid 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.

Product Name

2,6-Dichlorobenzoic acid

Synthetic route

2,6-Dichlorobenzoic acid Specification

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