Product Name

  • Name

    4-(2-Methylpropoxy)-1,3-benzenedicarbonitrile

  • EINECS 213-210-4
  • CAS No. 161718-81-6
  • Article Data7
  • CAS DataBase
  • Density 1.098 g/cm3
  • Solubility
  • Melting Point 128-132 °C
  • Formula C12H12N2O
  • Boiling Point 345.478 °C at 760 mmHg
  • Molecular Weight 200.24
  • Flash Point 140.646 °C
  • Transport Information
  • Appearance
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 161718-81-6 (4-(2-Methylpropoxy)-1,3-benzenedicarbonitrile)
  • Hazard Symbols
  • Synonyms 4-Isobutoxybenzene-1,3-dicarbonitrile;4-Isobutyloxy-1,3-benzenedicarbonitrile;
  • PSA 56.81000
  • LogP 2.46476

Synthetic route

4-hydroxy-isophthalonitrile
34133-58-9

4-hydroxy-isophthalonitrile

isobutyl halide

isobutyl halide

4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide for 6h; Inert atmosphere;88.1%
3-bromo-4-isobutoxybenzonitrile
208665-95-6

3-bromo-4-isobutoxybenzonitrile

potassium ferrocyanide

potassium ferrocyanide

4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

Conditions
ConditionsYield
With sodium carbonate; palladium diacetate In N,N-dimethyl-formamide at 140 - 145℃; for 18h;
Isobutyl bromide
78-77-3

Isobutyl bromide

4-nitrobenzonitrile
619-72-7

4-nitrobenzonitrile

4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

Conditions
ConditionsYield
Stage #1: 4-nitrobenzonitrile With potassium cyanide In dimethyl sulfoxide at 100℃; for 1h; Heating;
Stage #2: Isobutyl bromide With potassium carbonate at 80℃; for 2h;
Isobutyl bromide
78-77-3

Isobutyl bromide

4-hydroxy-isophthalonitrile
34133-58-9

4-hydroxy-isophthalonitrile

4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In dimethyl sulfoxide at 70 - 75℃; for 16h; Product distribution / selectivity;
2,4-dibromophenol
615-58-7

2,4-dibromophenol

4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: palladium diacetate / dimethyl sulfoxide / 4 h / 40 - 45 °C
2: potassium carbonate; potassium iodide / dimethyl sulfoxide / 16 h / 70 - 75 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 18 h / 140 - 145 °C
2: potassium carbonate; potassium iodide / dimethyl sulfoxide / 16 h / 70 - 75 °C
View Scheme
4-cyanophenol
767-00-0

4-cyanophenol

4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: N-Bromosuccinimide; trifluorormethanesulfonic acid / acetonitrile / -15 - 30 °C
2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 12 h / 70 - 75 °C
3: sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 18 h / 140 - 145 °C
View Scheme
3-bromo-4-hydroxybenzonitrile
2315-86-8

3-bromo-4-hydroxybenzonitrile

4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 12 h / 70 - 75 °C
2: sodium carbonate / palladium diacetate / N,N-dimethyl-formamide / 18 h / 140 - 145 °C
View Scheme
salicylaldehyde
90-02-8

salicylaldehyde

4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: hydrogenchloride / water / 1 h / 20 °C
1.2: 8 h
2.1: acetic acid; hexamethylenetetramine / water / 1 h / Reflux
3.1: hydroxylamine hydrochloride; sodium formate; formic acid / 1-methyl-pyrrolidin-2-one / 6 h / Reflux
4.1: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 6 h / Inert atmosphere
View Scheme
5-formyl-2-hydroxybenzaldehyde
3328-70-9

5-formyl-2-hydroxybenzaldehyde

4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydroxylamine hydrochloride; sodium formate; formic acid / 1-methyl-pyrrolidin-2-one / 6 h / Reflux
2: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 6 h / Inert atmosphere
View Scheme
5-(chloromethyl)salicylaldehyde
23731-06-8

5-(chloromethyl)salicylaldehyde

4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: acetic acid; hexamethylenetetramine / water / 1 h / Reflux
2: hydroxylamine hydrochloride; sodium formate; formic acid / 1-methyl-pyrrolidin-2-one / 6 h / Reflux
3: potassium carbonate; potassium iodide / N,N-dimethyl-formamide / 6 h / Inert atmosphere
View Scheme
Isobutyl bromide
78-77-3

Isobutyl bromide

potassium cyanide
151-50-8

potassium cyanide

4-nitrobenzonitrile
619-72-7

4-nitrobenzonitrile

4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

Conditions
ConditionsYield
With potassium carbonate 1.) DMSO, 100 deg C, 1 h, 2.) 6 h; 70 deg C; Yield given. Multistep reaction;
...Expand
4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

3-cyanoisobutoxybenzothioamide
163597-57-7

3-cyanoisobutoxybenzothioamide

Conditions
ConditionsYield
With hydrogenchloride; thioacetamide In N,N-dimethyl-formamide at 45℃; for 40h;85%
With hydrogenchloride; thioacetamide In isopropyl alcohol at 40 - 45℃; for 14h;
4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

febuxostat

febuxostat

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 85 percent / thioacetamide, HCl / dimethylformamide / 40 h / 45 °C
2: 306 mg / ethanol / 2 h / 100 °C
3: 35 percent / 1N NaOH / tetrahydrofuran; ethanol / 1 h / 60 °C
View Scheme
Multi-step reaction with 3 steps
1: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C
2: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C
3: sodium hydroxide; ethanol / tetrahydrofuran / 1 h / 60 °C
View Scheme
Multi-step reaction with 2 steps
1.1: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C
2.1: ethanol / 2 h / 100 °C
2.2: 1 h / 60 °C
View Scheme
4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester
160844-75-7

2-(3-cyano-4-isobutyloxyphenyl)-4-methylthiazole-5-carboxylic acid ethyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 85 percent / thioacetamide, HCl / dimethylformamide / 40 h / 45 °C
2: 306 mg / ethanol / 2 h / 100 °C
View Scheme
Multi-step reaction with 2 steps
1: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C
2: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C
View Scheme
4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid methylamine
1350352-71-4

2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid methylamine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C
2: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C
3: sodium hydroxide; ethanol / tetrahydrofuran / 1 h / 60 °C
4: ethyl acetate; cyclohexane; methanol / 3 h
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C
2.1: ethanol / 2 h / 100 °C
2.2: 1 h / 60 °C
3.1: ethyl acetate; cyclohexane; methanol / 3 h
View Scheme
4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid tert-butylamine
1350352-72-5

2-[3-cyano-4-(2-methylpropoxy)phenyl]-4-methylthiazole-5-carboxylic acid tert-butylamine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C
2: ethyl acetate; N,N-dimethyl-formamide / 22 h / 80 - 85 °C
3: sodium hydroxide; ethanol / tetrahydrofuran / 1 h / 60 °C
4: toluene / 10 h
View Scheme
Multi-step reaction with 3 steps
1.1: hydrogenchloride; thioacetamide / isopropyl alcohol / 14 h / 40 - 45 °C
2.1: ethanol / 2 h / 100 °C
2.2: 1 h / 60 °C
3.1: toluene / 10 h
View Scheme
4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

3-cyano-4-isobutoxybenzimidamide hydrochloride

3-cyano-4-isobutoxybenzimidamide hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: methanol / 20 °C
2: ammonium chloride / 50 °C
View Scheme
4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

ethyl 2-(3-cyano-4-isobutoxyphenyl)-6-oxo-1,6-dihydropyrimidine-5-carboxylate

ethyl 2-(3-cyano-4-isobutoxyphenyl)-6-oxo-1,6-dihydropyrimidine-5-carboxylate

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: methanol / 20 °C
2: ammonium chloride / 50 °C
3: sodium hydride / ethanol / 2 h / 80 °C
View Scheme
4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

2-(3-cyano-4-isobutoxyphenyl)-6-oxo-1,6-dihydropyrimidine-5-carboxylic acid

2-(3-cyano-4-isobutoxyphenyl)-6-oxo-1,6-dihydropyrimidine-5-carboxylic acid

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: methanol / 20 °C
2: ammonium chloride / 50 °C
3: sodium hydride / ethanol / 2 h / 80 °C
4: lithium hydroxide / ethanol; water; tetrahydrofuran / 50 °C
View Scheme
sodium methylate
124-41-4

sodium methylate

4-isobutoxyisophthalonitrile
161718-81-6

4-isobutoxyisophthalonitrile

C13H16N2O2

C13H16N2O2

Conditions
ConditionsYield
In methanol at 20℃;

4-Isobutyloxy-1,3-benzenedicarbonitrile Specification

The 4-Isobutyloxy-1,3-benzenedicarbonitrile, with the CAS registry number 161718-81-6, is also known as 4-(2-Methylpropoxy)-1,3-benzenedicarbonitrile and 4-Isobutoxyisophthalonitrile. This chemical's molecular formula is C12H12N2O and molecular weight is 200.24. What's more, its systematic name is called 4-(2-Methylpropoxy)benzene-1,3-dicarbonitrile.

Physical properties about 4-Isobutyloxy-1,3-benzenedicarbonitrile are: (1) ACD/LogP: 2.79; (2) # of Rule of 5 Violations: 0; (3) ACD/LogD (pH 5.5): 3; (4) ACD/LogD (pH 7.4): 3; (5) ACD/BCF (pH 5.5): 72; (6) ACD/BCF (pH 7.4): 72; (7) ACD/KOC (pH 5.5): 745; (8) ACD/KOC (pH 7.4): 745; (9) #H bond acceptors: 3; (10) #H bond donors: 0; (11) #Freely Rotating Bonds: 3; (12) Polar Surface Area: 56.81 Å2; (13) Index of Refraction: 1.528; (14) Molar Refractivity: 56.122 cm3; (15) Molar Volume: 182.322 cm3; (16) Surface Tension: 47.034 dyne/cm; (17) Density: 1.098 g/cm3; (18) Flash Point: 140.646 °C; (19) Enthalpy of Vaporization: 58.955 kJ/mol; (20) Boiling Point: 345.478 °C at 760 mmHg; (21) Vapour Pressure: 0 mmHg at 25 °C; (22) Melting Point: 128-132 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: N#Cc1ccc(OCC(C)C)c(C#N)c1
(2) InChI: InChI=1/C12H12N2O/c1-9(2)8-15-12-4-3-10(6-13)5-11(12)7-14/h3-5,9H,8H2,1-2H3
(3) InChIKey: CTQZRQNRVCZKOE-UHFFFAOYAQ

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