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2-Cyano-3-fluoropyridine

2-Cyano-3-fluoropyridine structure

CAS No:
97509-75-6
Formula:
C6H3FN2
Chemical Name:
2-Cyano-3-fluoropyridine
Synonyms:
3-FLUORO-2-PYRIDINECARBONITRILE;3-FLUOROPICOLINONITRILE;2-CYANO-3-FLUOROPYRIDINE;3-Fluoropyridine-2-carbonitrile;3-Fluoropyridine-2-carbonitrile 97%;3-Fluoropyridine-2-carbonitrile97%;2-CYANO-3-FLUOROPYRIDINE,3-FLUORO-2-PYRIDINECARBONITRILE;2-Cyano-3-fluoropyridine, 97+%
Categories:
Pharmaceutical Intermediates > Heterocyclic Compound

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Description

Light yellow Cryst

2-Cyano-3-fluoropyridine Basic Attributes

Molecular Weight：

122.1

Exact Mass：

122.028023

DSSTox ID：

DTXSID40427611

HScode：

2933399090

Characteristics

PSA：

36.7

XLogP3：

Appearance：

Light yellow cryst.

Density：

1.2±0.1 g/cm3

Melting Point：

27-30°C

Boiling Point：

205.9ºC at 760mmHg

Flash Point：

104 °C

Refractive Index：

1.510

Safety Information

Packing level：

III

Hazard category：

6.1

Transport codes：

3276

wgk germany：

hazard class code：

20/21/22-36/37/38-41-37/38

safety instructions：

26-36/37/39-23

Marks：

T,Xi,Xn

Hazard note：

Toxic

Precautionary statement(s)：

P261-P280-P305 + P351 + P338

Hazard Statements：

H302-H312-H315-H318-H332-H335

GHS Classification：

|Danger|H302 (95.65%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 46 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

2-Cyano-3-fluoropyridine Use and Manufacturing

To solution of intermediate A (2. 85 g, 25.2 mmol) in dichloromethane (25 ml) at rt was added trimethylsilylcyanide (10.0 mL, 75.6 mmol) and the mixture was refluxed for 10h. After cooling to rt, saturated aqueous sodium bicarbonate solution (30 mL) was added and the reulting mixture was extracted with dichloromethane (3 x 150 mL). The combined organic extracts were dried over anhydrous sodium sulfate, filtered, and concentrated in vacuo to provided a light brown oil (4.60 g) as the crude product. This material was purified by flash column chromatography on silicas gel eluting with 30percent ethyl acetate in hexane to provide a light tan oil which solidified upon standing to give product B as a light tan solid (2.48 g, 84). HPLC Ret. Time: 1.03 min.A solution of 2-cyano-3-chloropyridine (1 g, 7.22 mmol) in 1-methyl-2-pyrrolidinone (25 mL) was treated with potassium fluoride (1.26 g, 21.68 mmol) and heated at reflux for 18 hours.

Computed Properties

Molecular Weight:122.10
XLogP3:1
Hydrogen Bond Acceptor Count:3
Exact Mass:122.02802627
Monoisotopic Mass:122.02802627
Topological Polar Surface Area:36.7
Heavy Atom Count:9
Complexity:137
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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