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120511-72-0

Basic Information
CAS No.: 120511-72-0
Name: 3,5-Bis(2-cyanoprop-2-yl)toluene
Article Data: 74
Molecular Structure:
Molecular Structure of 120511-72-0 (3,5-Bis(2-cyanoprop-2-yl)toluene)
Formula: C15H18N2
Molecular Weight: 226.321
Synonyms: 1,3-Benzenediacetonitrile,α,α,α',α',5-pentamethyl- (9CI);2,2'-(5-Methyl-1,3-phenylene)di(2-methylpropionitrile);2-[3-(Cyanodimethylmethyl)-5-methylphenyl]-2-methylpropionitrile;3,5-Bis(2-cyano-2-methylethyl)toluene;
EINECS: 1806241-263-5
Density: 1.002 g/cm3
Melting Point: 127-130 °C
Boiling Point: 339.089 °C at 760 mmHg
Flash Point: 146.304 °C
Appearance: White crystalline powder
PSA: 47.58000
LogP: 3.59736
Synthetic route
120511-74-2

(3-cyanomethyl-5-methyl-phenyl)-acetonitrile

74-88-4

methyl iodide

120511-72-0

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

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 12h;88%
With sodium hydride79%
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 3 - 3.5h;70.3%
120511-74-2

(3-cyanomethyl-5-methyl-phenyl)-acetonitrile

80-48-8

methyl p-toluene sulfonate

120511-72-0

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

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide at 0℃; Inert atmosphere;86%
1611-92-3

3,5-dibromotoluene

851233-80-2

potassium 2-cyano-2-methyl-propanoate

120511-72-0

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

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,3,5-trimethyl-benzene at 20 - 140℃; for 3.16667h; Inert atmosphere; Sealed tube; chemoselective reaction;84%
22426-30-8

2-cyano-2-methylpropanoic acid

49617-79-0

1,3-diiodo-5-methylbenzene

120511-72-0

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

Conditions
ConditionsYield
With 1,10-Phenanthroline; copper (I) acetate; caesium carbonate In dimethyl sulfoxide at 140℃; for 10h; Reagent/catalyst; Inert atmosphere; Large scale;83.9%
22426-30-8

2-cyano-2-methylpropanoic acid

1611-92-3

3,5-dibromotoluene

120511-72-0

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

Conditions
ConditionsYield
With [2,2]bipyridinyl; copper(l) iodide In N,N-dimethyl-formamide at 150℃; for 12h; Reagent/catalyst; Solvent; Temperature; Inert atmosphere;81.1%
22426-30-8

2-cyano-2-methylpropanoic acid

3,5-bis(trifluoromethanesulfonate)toluene

120511-72-0

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

Conditions
ConditionsYield
With copper(l) iodide; bathophenanthroline; potassium tert-butylate In 5,5-dimethyl-1,3-cyclohexadiene for 48h; Inert atmosphere; Reflux;78.8%
120511-73-1

anastrozol

A

120511-72-0

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

B

2-(3-((1H-1,2,4-triazol-1-yl)methyl)-5-isopropylphenyl)-2-methylpropanenitrile

Conditions
ConditionsYield
With tetraethylammonium perchlorate; triethylamine In dimethyl sulfoxide at 20℃; for 9h; Electrolysis; Green chemistry;A 47%
B 26%
74-88-4

methyl iodide

120511-72-0

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

Conditions
ConditionsYield
Stage #1: (3-cyanomethyl-5-methyl-phenyl)-acetonitrile With potassium tert-butylate In N,N-dimethyl-formamide at 15 - 20℃; for 4 - 5h;
Stage #2: methyl iodide In N,N-dimethyl-formamide for 1h;
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
ConditionsYield
In N,N-dimethyl-formamide at -10 - -5℃; for 0.75h; Product distribution / selectivity;
120511-72-0

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

120511-84-4

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

Conditions
ConditionsYield
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%
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120511-73-1
120511-84-4
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    3,5-Bis(2-cyanoprop-2-yl)toluene CAS No.:120511-72-0 Name: 3,5-Bis(2-cyanoprop-2-yl)toluene Synonyms 2,2'-(5-Methyl-1,3-phenylene)di(2-methylpropionitrile); a,a,a',a',5-Pentamethyl-1,3-benzenediacetonitrile Mo

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Specification

The 3,5-Bis(2-cyanoprop-2-yl)toluene, with the CAS registry number 120511-72-0, is also known as 2-[3-(Cyanodimethylmethyl)-5-methylphenyl]-2-methylpropionitrile. It belongs to the product categories of Intermediates of anastrozole; Anastrozole; Nitriles; Anastrazole; Aromatics; Inhibitors; Intermediates & Fine Chemicals; Isotope Labelled Compounds; Pharmaceuticals. This chemical's molecular formula is C15H18N2 and molecular weight is 226.32. What's more, its systematic name is 2,2'-(5-Methyl-1,3-phenylene)bis(2-methylpropanenitrile). This chemical is an intermediate in the synthesis of Anastrozole, an aromatase inhibitor. It is used as an antineoplastic.

Physical properties of 3,5-Bis(2-cyanoprop-2-yl)toluene are: (1)ACD/LogP: 2.534; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.53; (4)ACD/LogD (pH 7.4): 2.53; (5)ACD/BCF (pH 5.5): 49.60; (6)ACD/BCF (pH 7.4): 49.60; (7)ACD/KOC (pH 5.5): 569.19; (8)ACD/KOC (pH 7.4): 569.19; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 2; (12)Polar Surface Area: 47.58 Å2; (13)Index of Refraction: 1.511; (14)Molar Refractivity: 67.679 cm3; (15)Molar Volume: 225.85 cm3; (16)Polarizability: 26.83×10-24cm3; (17)Surface Tension: 37.2 dyne/cm; (18)Density: 1.002 g/cm3; (19)Flash Point: 146.304 °C; (20)Enthalpy of Vaporization: 58.251 kJ/mol; (21)Boiling Point: 339.089 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Cc1cc(cc(c1)C(C)(C)C#N)C(C)(C)C#N
(2)Std. InChI: InChI=1S/C15H18N2/c1-11-6-12(14(2,3)9-16)8-13(7-11)15(4,5)10-17/h6-8H,1-5H3
(3)Std. InChIKey: SJECEXNMZXMXNE-UHFFFAOYSA-N