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2-Cyano-4-methylpyridine
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Name

2-Cyano-4-methylpyridine

 EINECS -0
CAS No. 1620-76-4 Density 1.08 g/cm3
PSA 36.68000 LogP 1.26168
Solubility Slightly soluble in water. Melting Point 88-91 °C
Formula C7H6N2 Boiling Point 261.1 °C at 760 mmHg
Molecular Weight 118.138 Flash Point 99.9 °C
Transport Information UN 3276 Appearance N/A
Safety 26-39 Risk Codes 22-37/38-41
Molecular Structure Molecular Structure of 1620-76-4 (2-CYANO-4-METHYLPYRIDINE) Hazard Symbols IrritantXi
Synonyms

Picolinonitrile,4-methyl- (6CI,7CI,8CI);4-Methyl-2-cyanopyridine;4-Methyl-2-pyridinecarbonitrile;

Article Data 34

2-Cyano-4-methylpyridine Synthetic route

1003-67-4

4-methylpyridine-1-oxide

7677-24-9

trimethylsilyl cyanide

1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
With N,N-Dimethylcarbamoyl chloride In dichloromethane for 120h; Ambient temperature;100%
Stage #1: 4-methylpyridine-1-oxide; trimethylsilyl cyanide With N,N-Dimethylcarbamoyl chloride In dichloromethane at 20℃; for 24h;
Stage #2: With potassium carbonate In dichloromethane; water for 0.5h;		96%
With triethylamine In acetonitrile at 100 - 110℃; for 20h;89%
108-89-4

picoline

151-50-8

potassium cyanide

1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
Stage #1: picoline With nitric acid; trifluoroacetic anhydride at 20℃;
Stage #2: potassium cyanide With sodium acetate at 20℃; for 12h;		42%
151-50-8

potassium cyanide

51384-29-3

1-methoxy-4-methylpyridin-1-ium methyl sulfate

1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
In ethanol; water at -18 - -12℃; for 3h;35%
1003-67-4

4-methylpyridine-1-oxide

77-78-1

dimethyl sulfate

1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
In water6.78%
Behandeln mit Kaliumcyanid in wss. Dioxan;
3678-62-4

2-chloro-4-picoline

1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
With water; sodium sulfite at 180 - 190℃; Schmelzen des Reaktionsprodukts mit KCN;
460-19-5

ethanedinitrile

78-79-5

isoprene

1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
at 490℃;
at 490℃;
1003-67-4

4-methylpyridine-1-oxide

151-50-8

potassium cyanide

77-78-1

dimethyl sulfate

1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
1.) reflux, 5 h, 2.) water, 4 deg C; Yield given. Multistep reaction;
100-70-9

2-Cyanopyridine

67-56-1

methanol

1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
With sulfuric acid Irradiation; Co-60 γ-rays;
143-33-9

sodium cyanide

1-methoxy-4-methyl-pyridinium-methyl sulfate

1-methoxy-4-methyl-pyridinium-methyl sulfate

1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
With water
151-50-8

potassium cyanide

1-methoxy-4-methyl-pyridinium-methyl sulfate

1-methoxy-4-methyl-pyridinium-methyl sulfate

1620-76-4

2-Cyano-4-methylpyridin

Conditions
ConditionsYield
With 1,4-dioxane; water

2-Cyano-4-methylpyridine Specification

The 2-Cyano-4-methylpyridine, with the CAS registry number 1620-76-4, has the systematic name of 4-methylpyridine-2-carbonitrile. It belongs to the the product categories of Pyridines and Heterocyclic Compounds. And the molecular formula of the chemical is C7H6N2.

The characteristics of this chemical are as followings: (1)ACD/LogP: 0.97; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.97; (4)ACD/LogD (pH 7.4): 0.97; (5)ACD/BCF (pH 5.5): 3.22; (6)ACD/BCF (pH 7.4): 3.22; (7)ACD/KOC (pH 5.5): 80.46; (8)ACD/KOC (pH 7.4): 80.46; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 36.68 Å2; (13)Index of Refraction: 1.531; (14)Molar Refractivity: 33.74 cm3; (15)Molar Volume: 108.9 cm3; (16)Polarizability: 13.37×10-24cm3; (17)Surface Tension: 47.9 dyne/cm; (18)Density: 1.08 g/cm3; (19)Flash Point: 99.9 °C; (20)Enthalpy of Vaporization: 49.89 kJ/mol; (21)Boiling Point: 261.1 °C at 760 mmHg; (22)Vapour Pressure: 0.0117 mmHg at 25°C. 

Preparation of 2-Cyano-4-methylpyridine: This chemical can be prepared by 4-methyl-pyridine-1-oxide and trimethyl-silanecarbonitrile. The reaction will need reagent DBU, and the menstruum tetrahydrofuran. The reaction time is 5 hours with heating, and the yield is about 44%.

Uses of 2-Cyano-4-methylpyridine: It can react to produce C7H7NO2.ClH. This reaction will need reagent 6 NHCl. The reaction time is 24 hours with heating, and the yield is about 93%.

You should be cautious while dealing with this chemical. It irritats to eyes and respiratory system, and is harmful if swallowed, what's more, it has risk of serious damage to eyes. Therefore, you had better take the following instructions: Wear suitable protective eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: N#Cc1nccc(c1)C
(2)InChI: InChI=1/C7H6N2/c1-6-2-3-9-7(4-6)5-8/h2-4H,1H3
(3)InChIKey: LQAWSWUFSHYCHP-UHFFFAOYAC

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