• Name

  3,5-Bis(2-cyanoprop-2-yl)benzyl bromide

• EINECS 601-717-7
• CAS No. 120511-84-4
• Article Data19
• CAS DataBase
• Density 1.277 g/cm³
• Solubility
• Melting Point 98-100 ºC
• Formula C₁₅H₁₇BrN₂
• Boiling Point 379.996 ºC at 760 mmHg
• Molecular Weight 305.217
• Flash Point 183.615 ºC
• Transport Information
• Appearance Off-White Solid
• Safety
• Risk Codes
• Molecular Structure
• Hazard Symbols
• Synonyms 2,2-(5-Bromomethyl-1,3-phenylene di(2-methylpropiononitrile);1,3-Benzenediacetonitrile,5-(bromomethyl)-a,a,a',a'-tetramethyl- (9CI);3,5-Bis(1-cyano-1-methylethyl)benzyl bromide;
• PSA 47.58000
• LogP 4.18386

Synthetic route

120511-72-0

3,5-bis(2-cyanoprop-2-yl)toluene

120511-84-4

2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile

Conditions

Conditions	Yield
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 2 - 2.5h; Heating / reflux;	87%
With N-Bromosuccinimide In dichloromethane for 4h; Product distribution / selectivity; UV-irradiation; Heating / reflux;	85%
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In acetonitrile at 75 - 80℃; for 3h; Solvent; Reagent/catalyst;	85%

288-88-0

1,2,4-Triazole

120511-84-4

2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile

120511-73-1

anastrozol

Conditions

Conditions	Yield
With potassium tert-butylate In toluene at 9 - 21℃; for 4.5h;	100%
With tetrabutylammomium bromide; potassium hydroxide In water; toluene at 75 - 80℃; for 2h; Solvent; Temperature; Reagent/catalyst;	82%
With tetrabutylammomium bromide; potassium carbonate; potassium hydroxide In toluene at 85 - 90℃; for 5h;	47%

584-13-4

4-amino-1,2,4-triazole

120511-84-4

2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile

4-amino-1-[3,5-bis(1-cyano-1-methylethyl)benzyl]-4H-1,2,4-triazolium bromide

Conditions

Conditions	Yield
In acetonitrile for 12h; Reflux;	93%
In isopropyl alcohol at 0 - 85℃; for 10 - 10.5h;	65%
In isopropyl alcohol at 20 - 85℃;
In isopropyl alcohol at 80 - 85℃; for 5h;
for 3h; Reflux; Industrial scale;

120511-84-4

2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile

41253-21-8

sodium triazole

2,2'-[5-(1H-1,2,4-triazol-1-ylmethyl)-1,3-phenylene]-di(2-methylpropionitrile) hydrochloride

Conditions

Conditions	Yield
Stage #1: 2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile; sodium triazole With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; Stage #2: With hydrogenchloride In DMF (N,N-dimethyl-formamide); water; toluene Product distribution / selectivity;	84%

120511-84-4

2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile

1,2-bis[3,5-bis(2-cyanoisopropyl)phenyl]ethane

Conditions

Conditions	Yield
With magnesium; methyl iodide In tetrahydrofuran at 65 - 70℃; for 2h; Reagent/catalyst; Grignard Reaction; Inert atmosphere;	46.2%

120511-84-4

2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile

41253-21-8

sodium triazole

120511-73-1

anastrozol

Conditions

Conditions	Yield
Stage #1: 2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile; sodium triazole In N,N-dimethyl-formamide at 45 - 50℃; for 4h; Stage #2: With hydrogenchloride; water at 50℃; pH=2; Stage #3: With ammonia In water at 0 - 5℃; pH=8 - 9;	34%
In N,N-dimethyl-formamide at 20℃; for 1h;	34%
In N,N-dimethyl-formamide at 20℃; for 1h;	34%

120511-84-4

2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile

41253-21-8

sodium triazole

876514-43-1

2,2'-[5-(1H-1,2,4-triazol-1-ylmethyl)-1,3-phenylene]-di(2-methylpropionitrile) hydrobromide

Conditions

Conditions	Yield
Stage #1: 2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile; sodium triazole With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; Stage #2: With hydrogen bromide In DMF (N,N-dimethyl-formamide); water; toluene

120511-84-4

2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile

41253-21-8

sodium triazole

A

2,2'-[5-(1H-1,2,4-triazol-1-ylmethyl)-1,3-phenylene]-di(2-methylpropionitrile) hydrochloride

B

2,2'-[5-(4H-1,2,4-triazol-1-ylmethyl)-1,3-phenylene]-di(2-methyl-propionitrile) hydrochloride

Conditions

Conditions	Yield
Stage #1: 2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile; sodium triazole With potassium carbonate In DMF (N,N-dimethyl-formamide) at 20℃; for 4h; Stage #2: With hydrogenchloride In toluene for 0.25h; Product distribution / selectivity;

...Expand

288-88-0

1,2,4-Triazole

120511-84-4

2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile

A

2,2'-[5-(1H-1,2,4-triazol-1-ylmethyl)-1,3-phenylene]-di(2-methylpropionitrile) hydrochloride

B

2,2'-[5-(4H-1,2,4-triazol-1-ylmethyl)-1,3-phenylene]-di(2-methyl-propionitrile) hydrochloride

Conditions

Conditions	Yield
Stage #1: 1,2,4-Triazole; 2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile With potassium carbonate In DMF (N,N-dimethyl-formamide); isopropyl alcohol at 20℃; for 20h; Stage #2: With hydrogenchloride In toluene for 2h; Product distribution / selectivity;

...Expand

120511-84-4

2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile

120511-73-1

anastrozol

Conditions

Conditions	Yield
Stage #1: 1,2,4-Triazole With sodium hydroxide In 1-methyl-pyrrolidin-2-one at 20 - 60℃; for 14 - 55h; Stage #2: 2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile In 1-methyl-pyrrolidin-2-one at -26 - -20℃; for 18 - 26h; Stage #3: With acetic acid In 1-methyl-pyrrolidin-2-one pH=6.5 - 7; Product distribution / selectivity;

120511-84-4

2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile

33016-47-6

(1-tritylimidazol-4-yl)carboxaldehyde

120512-62-1

2,2'-[5-(5-formylimidazol-1-yl)-1,3-phenylene]-di(2-methylpropiononitrile)

Conditions

Conditions	Yield
With acetic acid In methanol; chloroform; water; acetonitrile

120511-84-4

2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile

41253-21-8

sodium triazole

A

120511-72-0

3,5-bis(2-cyanoprop-2-yl)toluene

B

120511-92-4

α,α,α',α'-tetramethyl-5-(4H-1,2,4-triazol-4ylmethyl)-1,3-benzene-diacetonitrile

C

120511-73-1

anastrozol

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at -10 - -5℃; for 0.75h; Product distribution / selectivity;

...Expand

288-88-0

1,2,4-Triazole

120511-84-4

2-[3-bromomethyl-5-(cyanodimethylmethyl)phenyl]-2-methylpropanenitrile

A

120511-92-4

α,α,α',α'-tetramethyl-5-(4H-1,2,4-triazol-4ylmethyl)-1,3-benzene-diacetonitrile

B

120511-73-1

anastrozol

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide for 2h; Product distribution / selectivity; Reflux;
With potassium carbonate In toluene at 9 - 21℃; for 4.5h; Overall yield = 71.8 %; Overall yield = 42.14 g;

...Expand

3,5-Bis(2-cyanoprop-2-yl)benzyl bromide Chemical Properties

3,5-Bis(2-cyanoprop-2-yl)benzyl bromide Specification