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6602-54-6

Basic Information
CAS No.: 6602-54-6
Name: 2-Chloro-3-cyanopyridine
Article Data: 23
Cas Database
Molecular Structure:
Molecular Structure of 6602-54-6 (2-Chloro-3-cyanopyridine)
Formula: C6H3ClN2
Molecular Weight: 138.556
Synonyms: Nicotinonitrile,2-chloro- (6CI,7CI,8CI);2-Chloro-3-pyridinecarbonitrile;3-Pyridinecarbonitrile,2-chloro-;3-Cyano-2-chloropyridine;NSC 73287;
EINECS: 229-550-1
Density: 1.33 g/cm3
Melting Point: 104-107 °C(lit.)
Boiling Point: 257.6 °C at 760 mmHg
Flash Point: 109.6 °C
Solubility: N/A
Appearance: white to light yellow crystal powder
Hazard Symbols: HarmfulXn, ToxicT, IrritantXi
Risk Codes: 20/21/22-36/37/38
Safety: 26-36-36/37/39
Transport Information: UN 3439 6.1/PG 3
PSA: 36.68000
LogP: 1.60668
Synthetic route
20577-27-9

2-hydroxy-3-cyanopyridine

6602-54-6

2-chloro-3-pyridinecarbonitrile

Conditions
ConditionsYield
With triethylamine; trichlorophosphate at 0 - 5℃; for 8.5h; Reagent/catalyst; Reflux;96.6%
With P,P-dichlorophenylphosphine oxide; phosphorus pentachloride at 160℃; for 5h;94.6%
14906-64-0

3-cyanopyridine N-oxide

6602-54-6

2-chloro-3-pyridinecarbonitrile

Conditions
ConditionsYield
With triethylamine; trichlorophosphate at 20 - 90℃; Temperature;96%
With bis(trichloromethyl) carbonate; N-benzyl-N,N,N-triethylammonium chloride; triethylamine; sodium chloride In 1,2-dichloro-ethane at -10 - 0℃; for 2h; Solvent; Reagent/catalyst; Temperature;91.41%
With oxalyl dichloride; triethylamine In dichloromethane at -70℃; for 0.5h; Inert atmosphere; regioselective reaction;90.3%
With POCl2 for 6h; Heating;
With oxalyl dichloride; triethylamine In dichloromethane regioselective reaction;

N-oxonicotinamide

6602-54-6

2-chloro-3-pyridinecarbonitrile

Conditions
ConditionsYield
With N-butylamine; triethylamine; trichlorophosphate In 1,2-dichloro-ethane at 10 - 100℃; for 10.3333h; Solvent; Reagent/catalyst; Temperature;93.2%
36404-88-3

2-chloro-3-carbaldehydepyridine

6602-54-6

2-chloro-3-pyridinecarbonitrile

Conditions
ConditionsYield
With pyridine; ammonium peroxydisulfate; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy In acetonitrile at 0.5℃; for 24h; Molecular sieve; Sealed tube; Irradiation;74%
1986-81-8

nicotinamide N-oxide

6602-54-6

2-chloro-3-pyridinecarbonitrile

Conditions
ConditionsYield
With trichlorophosphate for 3.5h; Heating;59%
With phosphorus pentachloride; trichlorophosphate at 115 - 120℃;
100-54-9

pyridine-3-carbonitrile

A

6602-54-6

2-chloro-3-pyridinecarbonitrile

B

89284-61-7

4-chloro-nicotinonitrile

Conditions
ConditionsYield
Stage #1: pyridine-3-carbonitrile With 2,2,6,6-tetramethyl-piperidine; n-butyllithium In tetrahydrofuran at -80℃; for 0.75h;
Stage #2: With hexachloroethane In tetrahydrofuran at -80℃; for 0.75h;
A 7%
B 37%
Stage #1: pyridine-3-carbonitrile With 2,2,6,6-tetramethyl-piperidine; n-butyllithium In tetrahydrofuran; hexane at -80℃; for 0.75h;
Stage #2: With hexachloroethane In tetrahydrofuran; hexane at -80℃; for 0.75h; Further stages.;
A 7%
B 37%
36404-88-3

2-chloro-3-carbaldehydepyridine

A

6602-54-6

2-chloro-3-pyridinecarbonitrile

B

10366-35-5

2-chloronicotinamide

Conditions
ConditionsYield
With pyridine; tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; ammonium peroxydisulfate; 4-acetylamino-2,2,6,6-tetramethyl-1-piperidinoxy; ammonium carbamate In water; acetonitrile at 20℃; for 18h; Irradiation; Sealed tube;A 30%
B n/a
14906-64-0

3-cyanopyridine N-oxide

A

33252-28-7

6-chloronicotinonitrile

B

6602-54-6

2-chloro-3-pyridinecarbonitrile

C

89284-61-7

4-chloro-nicotinonitrile

Conditions
ConditionsYield
With trichlorophosphate at 110℃; for 2h; Yield given. Yields of byproduct given;
1986-81-8

nicotinamide N-oxide

A

33252-28-7

6-chloronicotinonitrile

B

6602-54-6

2-chloro-3-pyridinecarbonitrile

C

89284-61-7

4-chloro-nicotinonitrile

Conditions
ConditionsYield
With trichlorophosphate for 3.5h; Heating; Yield given. Yields of byproduct given;
19158-51-1

P-toluenesulfonyl cyanide

78607-36-0

2-chloro-3-iodopyridine

6602-54-6

2-chloro-3-pyridinecarbonitrile

Conditions
ConditionsYield
With isopropylmagnesium bromide 1.) THF, -40 deg C, 0.5 h, 2.) THF, -40 to 0 deg C; Yield given. Multistep reaction;
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Specification

The 2-Chloro-3-cyanopyridine, with the CAS registry number 6602-54-6, is also known as 3-Cyano-2-chloropyridine.It belongs to the product Pharmaceutical Intermediates. Its EINECS number is 229-550-1. This chemical's molecular formula is C6H3ClN2 and molecular weight is 138.56.What's more,Its systematic name is 2-Chloronicotinonitrile.

Physical properties about 2-Chloro-3-cyanopyridine are:(1)ACD/LogP: 1.168; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.17; (4)ACD/LogD (pH 7.4): 1.17; (5)ACD/BCF (pH 5.5): 4.55; (6)ACD/BCF (pH 7.4): 4.55; (7)ACD/KOC (pH 5.5): 102.87; (8)ACD/KOC (pH 7.4): 102.87; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Index of Refraction: 1.566; (13)Molar Refractivity: 33.946 cm3; (14)Molar Volume: 104.13 cm3; (15)Surface Tension: 56.673999786377 dyne/cm; (16)Density: 1.331 g/cm3; (17)Flash Point: 109.591 °C; (18)Enthalpy of Vaporization: 49.516 kJ/mol; (19)Boiling Point: 257.596 °C at 760 mmHg; (20)Vapour Pressure: 0.0140000004321337 mmHg at 25°C.

2-Chloro-3-cyanopyridine may cause damage to health. It is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. Whenever you will contact it, please wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell seek medical advice immediately .

You can still convert the following datas into molecular structure:
(1)SMILES:N#Cc1cccnc1Cl;
(2)Std. InChI:InChI=1S/C6H3ClN2/c7-6-5(4-8)2-1-3-9-6/h1-3H;
(3)Std. InChIKey:JAUPUQRPBNDMDT-UHFFFAOYSA-N.