CAS No.4684-94-0,6-Chloropicolinic acid Suppliers

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Basic Information

Molecular Structure:
CAS No.:	4684-94-0
Name:	6-Chloropicolinic acid
Article Data:	20

Formula:	C₆H₄ClNO₂
Molecular Weight:	157.556
Synonyms:	Picolinicacid, 6-chloro- (6CI,7CI,8CI);2-Chloropyridine-6-carboxylic acid;6-Chloro-2-pyridinecarboxylic acid;NSC 51587;
EINECS:	-0
Density:	1.47 g/cm³
Melting Point:	190-191°C
Boiling Point:	323.2 °C at 760 mmHg
Flash Point:	149.263 °C
Solubility:	3.40g/L(temperature not stated)
Appearance:	Off-white plates
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	26-37/39
PSA:	50.19000
LogP:	1.43320

Synthetic route

: 18368-63-3
6-chloro-2-picoline

: 4684-94-0
6-chloropicolinic acid

Conditions

Conditions	Yield
at 30℃; for 16h; with Pseudomonas putida ATCC 33015; other heteroarenes; enzymatical, selective oxidation of methylgroups of heteroarenes;	90%
at 30℃; for 16h; Pseudomonas putida ATCC 33015;	90%
With potassium permanganate In water Heating;	51%
With sodium permanganate; water
With potassium permanganate In water at 70 - 80℃; for 24h; Large scale;

: 1929-82-4
nitrapyrin

: 4684-94-0
6-chloropicolinic acid

Conditions

Conditions	Yield
With sulfuric acid; water at 100℃; for 8h;	90%
With sulfuric acid at 100℃; for 6h; Time;	90%

: 5140-72-7
2-bromo-6-chloro-pyridine

: 2258-42-6
Acetic formic anhydride

: 4684-94-0
6-chloropicolinic acid

Conditions

Conditions	Yield
Stage #1: 2-bromo-6-chloro-pyridine; formyl acetic anhydride With 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 80 - 90℃; for 3h; Inert atmosphere; Stage #2: With hydrogenchloride In water pH=Ca. 4 - 6;	75%

: 5140-72-7
2-bromo-6-chloro-pyridine

: 124-38-9
carbon dioxide

: 4684-94-0
6-chloropicolinic acid

Conditions

Conditions	Yield
Stage #1: 2-bromo-6-chloro-pyridine With n-butyllithium In diethyl ether; hexane at -78℃; for 1h; Metallation; Stage #2: carbon dioxide In diethyl ether; hexane at -78℃; for 1h; Carboxylation;	67%

: 2402-78-0
2,6-dichloropyridine

: 124-38-9
carbon dioxide

: 4684-94-0
6-chloropicolinic acid

Conditions

Conditions	Yield
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.333333h; Schlenk technique; Stage #2: 2,6-dichloropyridine With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 10h; Schlenk technique; Sealed tube;	45%
Stage #1: carbon dioxide With o-phenylenebis(diphenylphosphine); copper(II) acetate monohydrate In 1,4-dioxane at 65℃; for 0.416667h; Schlenk technique; Stage #2: 2,6-dichloropyridine With palladium diacetate; triethylamine; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane; toluene at 100℃; for 10h; Schlenk technique;	45%

6-oxy-pyridine-carboxylic acid-(2): 6-oxy-pyridine-carboxylic acid-(2)

: 4684-94-0
6-chloropicolinic acid

Conditions

Conditions	Yield
With phosphorus pentachloride; trichlorophosphate at 100℃; Zerlegen des Reaktionsprodukts mit Eis;

: C6H3Cl2NO2

: 4684-94-0
6-chloropicolinic acid

Conditions

Conditions	Yield
With water; potassium carbonate

: 67-56-1
methanol

: 4684-94-0
6-chloropicolinic acid

: 6636-55-1
methyl 6-chloropicolinate

Conditions

Conditions	Yield
With thionyl chloride at 0 - 50℃; for 6.75h;	100%
Stage #1: methanol; 6-chloropicolinic acid With hydrogenchloride for 15h; Heating / reflux; Stage #2: With sodium hydroxide In water	95%
With hydrogenchloride In water at 80℃; for 48h;
With hydrogenchloride In water at 80℃; for 48h;

: 4684-94-0
6-chloropicolinic acid

: 4-((2-aminobenzo[d]thiazol-6-yl)oxy)-N-methylpicolinamide

: 6-chloro-N-(6-((2-(methylcarbamoyl)pyridin-4-yl)oxy)benzo[d]thiazol-2-yl)picolinamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 24h; Inert atmosphere;	100%

: 4684-94-0
6-chloropicolinic acid

: [5-(6-methylpyrazin-2-yl)pyrazin-2-yl]methanamine dihydrochloride

: 6-chloro-N-[[5-(6-methylpyrazin-2-yl)pyrazin-2-yl]methyl]pyridine-2-carboxamide

Conditions

Conditions	Yield
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 1h;	97%

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Specification

The 6-Chloropicolinic acid is an organic compound with the formula C₆H₄ClNO₂. The IUPAC name of this chemical is 6-chloropyridine-2-carboxylic acid. With the CAS registry number 4684-94-0, it is also named as Acide 6-chloro-2-pyridinecarboxylique. The product's categories are Blocks; Carboxes; Pyridines; Pyridine; Pyridine Derivative; Heterocycles; Pyridines, Pyrimidines, Purines and Pteredines; Pharmacetical; Carboxylic Acids; Organic Acids; Carboxylic Acids; Picolinic Acid Series. Besides, it is an off-white plates, which should be stored in a dark closed and dry place at room temperature.

Physical properties about 6-Chloropicolinic acid are: (1)ACD/LogP: 1.29; (2)ACD/BCF (pH 5.5): 1; (3)ACD/BCF (pH 7.4): 1; (4)ACD/KOC (pH 5.5): 1; (5)ACD/KOC (pH 7.4): 1; (6)#H bond acceptors: 3; (7)#H bond donors: 1; (8)#Freely Rotating Bonds: 1; (9)Polar Surface Area: 50.19 Å²; (10)Index of Refraction: 1.59; (11)Molar Refractivity: 36.169 cm³; (12)Molar Volume: 107.137 cm³; (13)Polarizability: 14.339×10^-24cm³; (14)Surface Tension: 61.003 dyne/cm; (15)Density: 1.471 g/cm³; (16)Flash Point: 149.263 °C; (17)Enthalpy of Vaporization: 59.657 kJ/mol; (18)Boiling Point: 323.194 °C at 760 mmHg.

Preparation: this chemical can be prepared by 2-chloro-6-methyl-pyridine. This reaction will need reagent NaMnO₄ and H₂O.

Uses of 6-Chloropicolinic acid: it can be used to produce 2-(6-chloro-pyridin-2-yl)-5-methyl-1H-benzoimidazole at temperature of 5 - 160 °C. It will need reagent polyphosphoric acid with reaction time of 4 hours. The yield is about 50%.

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

You can still convert the following datas into molecular structure:
(1)SMILES: c1cc(nc(c1)Cl)C(=O)O
(2)InChI: InChI=1/C6H4ClNO2/c7-5-3-1-2-4(8-5)6(9)10/h1-3H,(H,9,10)
(3)InChIKey: ZLKMOIHCHCMSFW-UHFFFAOYAY
(4)Std. InChI: InChI=1S/C6H4ClNO2/c7-5-3-1-2-4(8-5)6(9)10/h1-3H,(H,9,10)
(5)Std. InChIKey: ZLKMOIHCHCMSFW-UHFFFAOYSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
mouse	LD50	unreported	777mg/kg (777mg/kg)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(4), Pg. 52, 1983.
rat	LD50	oral	2180mg/kg (2180mg/kg)	Down to Earth. Vol. 32, Pg. 22, 1976.
rat	LD50	unreported	1487mg/kg (1487mg/kg)	Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 48(4), Pg. 52, 1983.