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120511-84-4

120511-84-4 Structure

120511-84-4 Structure
IdentificationMore
[Name]

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

120511-84-4
[Synonyms]

2,2-(5-BROMOMETHYL-1,3-PHENYLENE) DI(2-METHYLPROPIONONITRILE)
3,5-Bis(2-cyanoprop-2-yl)benzyl bromide
5-(BROMOMETHYL)-A,A,A,A-TETRAMETHYL-1,3-BENZENEDIACETONITRILE
5-BROMOMETHYL-A,A,A',A'-TETRAMETHYL-1,3-BENZENEDIACETONITRILE
5-(BROMOMETHYL)-ALPHA,ALPHA,ALPHA,ALPHA-TETRAMETHYL-1,3-BENZENEDIACETONITRILE
5-BROMOMETHYLTETRAMETHYL-1,3-BENZENEDIACETONITRILE
2,2'-(5-BROMOMETHYL-1,3-PHENYLENE)-DI-(2-METHYLPROPIONITRILE)
5-BROMOMETHYL-A,A,A',A'-TETRAMETHYL-1,3-BENZENEDIACETONITRIL
3,5-Bis(1-Cyano-1-Methylethyl)BromomethylBenezene(ForAnastrozole)
3,5-Bis(1-cyano-1-methylethyl)bromomethylbenezene
forAnastrozole
5-(BROMOMETHYI)-A,A,A'',A''-TETRAMETHYI-1,3-BENZENEDIACETONITRILE
2-[3-(Cyanodimethylmethyl)-5-bromomethylphenyl]-2-methylpropionitrile
5-(bromomethyl)-α,α,α',α'-tetramethyl-
2-[3-(Bromomethyl)-5-(1-cyano-1-methylethyl)phenyl]-2-methylpropanenitrile
[EINECS(EC#)]

601-717-7
[Molecular Formula]

C15H17BrN2
[MDL Number]

MFCD07782114
[Molecular Weight]

305.21
[MOL File]

120511-84-4.mol
Chemical PropertiesBack Directory
[Melting point ]

98-100°C
[Boiling point ]

380.0±37.0 °C(Predicted)
[density ]

1.276±0.06 g/cm3(Predicted)
[storage temp. ]

Inert atmosphere,2-8°C
[solubility ]

Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
[form ]

Solid
[color ]

White to Off-White
[InChI]

InChI=1S/C15H17BrN2/c1-14(2,9-17)12-5-11(8-16)6-13(7-12)15(3,4)10-18/h5-7H,8H2,1-4H3
[InChIKey]

IHXHGCDOJLOZML-UHFFFAOYSA-N
[SMILES]

C1(C(C)(C)C#N)=CC(CBr)=CC(C(C)(C)C#N)=C1
[CAS DataBase Reference]

120511-84-4(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332
[Precautionary statements ]

P261-P264b-P270-P271-P280-P302+P352-P304+P340-P312-P330-P363-P403-P501c
Hazard InformationBack Directory
[Chemical Properties]

Off-White Solid
[Uses]

α,α,α’,α’-Tetramethyl-5-bromomethyl-1,3-benzenediacetonitrile (Anastrozole EP Impurity C) is an impurity of Anastrozole(impurity D).
[Synthesis]

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

120511-72-0

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

120511-84-4

Using 5,α,α,α',α'-pentamethyl-1,3-benzenediacetonitrile as raw material, 3,5-bis(1-cyano-1-methylethyl)toluene (600 g, 2.65 mol) was obtained after step III. The product was mixed with N-bromosuccinimide (519 g, 2.916 mol) and benzoyl peroxide (17 g, 0.053 mol) in carbon tetrachloride (4.5 L) and the reaction was carried out at reflux for 2 to 2.5 hours. After completion of the reaction, the reaction mixture was cooled and filtered. The filtrate was concentrated to dryness at 40°C to 45°C. The resulting solid was dissolved in 2-propanol (2L) at 75°C to 80°C, followed by slow cooling to 10°C to 15°C and stirring at this temperature for 1 hour. The reaction mixture was further cooled to -5 °C to 0 °C and stirring was continued for 2 h, after which it was filtered and the filter cake was washed with pre-cooled 2-propanol (200 ml). The filter cake was subsequently washed with hexane and blotted dry. Finally, the filter cake was dried under vacuum at 40 °C to 45 °C to afford the target product 3,5-bis(1-cyano-1-methylethyl)benzyl bromide (700.2 g, 87.0% yield).

[References]

[1] Patent: US2006/189670, 2006, A1. Location in patent: Page/Page column 5; 7
[2] Patent: US2006/35950, 2006, A1. Location in patent: Page/Page column 3; 11
[3] Patent: CN103554041, 2016, B. Location in patent: Paragraph 0014-0016
[4] Patent: US2009/221837, 2009, A1. Location in patent: Page/Page column 4
[5] Patent: WO2007/39913, 2007, A1. Location in patent: Page/Page column 14
Spectrum DetailBack Directory
[Spectrum Detail]

3,5-Bis(2-cyanoprop-2-yl)benzyl bromide(120511-84-4)1HNMR
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