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2-Chloronicotinic acid

2-Chloronicotinic acid structure

CAS No:
2942-59-8
Formula:
C6H4ClNO2
Chemical Name:
2-Chloronicotinic acid
Synonyms:
3-Pyridinecarboxylic acid,2-chloro-;Nicotinic acid,2-chloro-;2-Chloro-3-pyridinecarboxylic acid;2-Chloronicotinic acid;CNIS;NSC 378;3-Carboxy-2-chloropyridine;1686072-77-4
Categories:
Agrochemicals > Pesticide Intermediates

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Description

White to cream powder

2-Chloronicotinic acid Basic Attributes

Molecular Weight：

157.55

Exact Mass：

157.55

BRN：

119023

EC Number：

220-937-0

UNII：

93G386213F

NSC Number：

378

DSSTox ID：

DTXSID9062726

HScode：

29333999

Characteristics

PSA：

50.2

XLogP3：

1.3

Appearance：

White to cream Powder

Density：

1.5±0.1 g/cm3

Melting Point：

190-191 °C

Boiling Point：

316.8°C at 760 mmHg

Flash Point：

145.4±22.3 °C

Refractive Index：

1.590

Storage Conditions：

Store below +30°C.

Vapor Pressure：

0.000168mmHg at 25°C

Safety Information

Hazard category：

IRRITANT

Transport codes：

NONH for all modes of transport

wgk germany：

hazard class code：

36/37/38

safety instructions：

22-24/25-37/39-26-36

Marks：

Hazard note：

Irritant

Stability/Shelf Life：

Stable under normal temperatures and pressures.

Precautionary statement(s)：

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H315 (94.74%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 30 companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-Chloronicotinic acid Use and Manufacturing

Methods of Manufacturing

There are two preparation methods. (1) Using 3-methylpyridine as the raw material, first react with hydrogen peroxide to form N-oxy-3-methylpyridine, and then add trichlorooxygen dropwise in the solvent in the presence of acid-binding agent diisopropylamine Phosphorus is used as a chlorinating agent for cyclic chlorination to obtain a mixture of 2-chloro-5-methylpyridine and 2-chloro-3-methylpyridine. The separation technique combining crystallization and rectification can be used to obtain 2-chloro -5-methylpyridine and 2-chloro-3-methylpyridine. 2-chloro-3-methylpyridine undergoes side chain chlorination to obtain 2-chloro-3-trichloromethylpyridine, which can be further hydrolyzed to obtain 2-chloro-3-pyridinecarboxylic acid chloride or 2-chloro-3-pyridinecarboxylic acid (2-chloronicotinic acid). (2) Introduce chlorine gas into the mixed solution of phosphorus oxychloride and phosphorus trichloride, the temperature is controlled at about 60 ℃, until the remaining chlorine gas escapes, cool and add niacin N-oxide in batches, heat and mix Liquid in. The reaction is performed at 100 to 105°C for 1 to 1.5 hours. After the reaction mixture is transparent, the reaction is stirred for 30 minutes, and the phosphorus oxychloride is removed under reduced pressure. The resulting residue is cooled to room temperature and water is added to obtain a finished product.

Uses

2-chloronicotinic acid is used as a pharmaceutical intermediate for the manufacture of nicotin, niflunomide, etc.; pesticide intermediates, for the manufacture of nicosulfuron, fluroxypyr, etc.; 2-chloro-3-pyridine Carboxylic acid is an intermediate of the herbicides nicosulfuron and pyraclostrobin. ; Medicine and pesticide intermediates.

Manufacturing Info：

3-Pyridinecarboxylic acid, 2-chloro-: ACTIVE

Use Classification：

Environmental transformation -> Pesticide transformation products (metabolite, successor)

Agrochemical：

M510M47 is a known environmental transformation product of Boscalid.

Computed Properties

Molecular Weight:157.55
XLogP3:1.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:156.9930561
Monoisotopic Mass:156.9930561
Topological Polar Surface Area:50.2
Heavy Atom Count:10
Complexity:140
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

3-Methylpyridine

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