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5925-93-9

Basic Information
CAS No.: 5925-93-9
Name: 2-Amino-5-Methyl-Benzonitrile
Article Data: 20
Molecular Structure:
Molecular Structure of 5925-93-9 (2-Amino-5-Methyl-Benzonitrile)
Formula: C8H8N2
Molecular Weight: 132.165
Synonyms: m-Tolunitrile,6-amino- (7CI,8CI);2-Amino-5-methylbenzonitrile;5-Methylanthranilonitrile;6-Amino-m-tolunitrile;NSC 51672;
EINECS: 625-328-7
Density: 1.1 g/cm3
Melting Point: 59-63 °C
Boiling Point: 294.6 °C at 760 mmHg
Flash Point: 132 °C
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26
PSA: 49.81000
LogP: 2.03008
Synthetic route
64113-86-6

2-nitro-5-methylbenzonitrile

5925-93-9

2-amino-5-methylbenzonitrile

Conditions
ConditionsYield
Stage #1: 2-nitro-5-methylbenzonitrile With hydrogenchloride; tin(ll) chloride In ethanol; water at 20 - 30℃; for 1h;
Stage #2: With sodium hydroxide In ethanol; water pH=7;
99%
With titanium(III) chloride In water; acetone for 0.5h;92%
With sodium dithionite In water; acetonitrile at 0 - 25℃; for 0.5h;78.4%
29289-13-2

2-iodo-4-methylaniline

copper(l) cyanide

5925-93-9

2-amino-5-methylbenzonitrile

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one for 24h; Reflux; Inert atmosphere;91%
With 1-methyl-pyrrolidin-2-one for 24h; Reflux;91%
Stage #1: 2-iodo-4-methylaniline; copper(l) cyanide In N,N-dimethyl-formamide at 130℃; for 3h;
Stage #2: With sodium cyanide In water; N,N-dimethyl-formamide for 1h;
78%

3-(hydroxyimino)-5-methylindolin-2-one

5925-93-9

2-amino-5-methylbenzonitrile

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 125 - 135℃; for 2.5h;85%
29289-13-2

2-iodo-4-methylaniline

544-92-3

copper(I) cyanide

5925-93-9

2-amino-5-methylbenzonitrile

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 130℃; for 3h;80%
583-68-6

2-bromo-p-toluidine

544-92-3

copper(I) cyanide

5925-93-9

2-amino-5-methylbenzonitrile

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one for 1.25h; Heating / reflux;60%
75-16-1

methylmagnesium bromide

156149-46-1

2-azido-5-methylbenzonitrile

A

5925-93-9

2-amino-5-methylbenzonitrile

B

1262111-18-1

3,4-dihydro-4-imino-3,6-dimethyl-1,2,3-benzotriazine

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 1h;A 34%
B 49%
13208-98-5

5-methylisatin-3-oxime

5925-93-9

2-amino-5-methylbenzonitrile

5-chloromethyl-2-nitro-benzonitrile

5925-93-9

2-amino-5-methylbenzonitrile

Conditions
ConditionsYield
With hydrogenchloride; tin
150893-79-1

N-(2-cyano-4-methyl-phenyl)-2,2,2-trifluoro-acetamide

5925-93-9

2-amino-5-methylbenzonitrile

Conditions
ConditionsYield
With potassium carbonate In methanol at 20℃; for 12h;
29289-13-2

2-iodo-4-methylaniline

5925-93-9

2-amino-5-methylbenzonitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: dimethylformamide / 0.5 h / 20 °C
2: dimethylformamide / 0.5 h / 100 °C
3: aq. K2CO3 / methanol / 12 h / 20 °C
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Specification

The Benzonitrile,2-amino-5-methyl- with the CAS number 5925-93-9 is also called 5-Methylanthranilonitrile. Both the systematic name and IUPAC name are 2-amino-5-methylbenzonitrile. Its molecular formula is C8H8N2. This chemical belongs to the following product categories: (1)C8 to C9; (2)Cyanides/Nitriles; (3)Nitrogen Compounds; (4)Aromatic.

The properties of the Benzonitrile,2-amino-5-methyl- are: (1)ACD/LogP: 1.86; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 2; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 1; (6)Polar Surface Area: 27.03Å2; (7)Index of Refraction: 1.575; (8)Molar Refractivity: 39.56 cm3; (9)Molar Volume: 119.5 cm3; (10)Polarizability: 15.68×10-24cm3; (11)Surface Tension: 50.7 dyne/cm; (12)Enthalpy of Vaporization: 53.43 kJ/mol; (13)Vapour Pressure: 0.0016 mmHg at 25°C.

While using this chemical, you should be very cautious. This chemical is not only irritating to skin, but also irritating to eyes and respiratory system. Therefore, you should take the following instructions. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: N#Cc1cc(ccc1N)C
(2)InChI: InChI=1/C8H8N2/c1-6-2-3-8(10)7(4-6)5-9/h2-4H,10H2,1H3
(3)InChIKey: OZLMBXPYRDASTP-UHFFFAOYAK