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Bis(4-cyanophenyl)methanol
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Name

Bis(4-cyanophenyl)methanol

 EINECS N/A
CAS No. 134521-16-7 Density 1.27 g/cm3
PSA 67.81000 LogP 2.51166
Solubility N/A Melting Point 158-159 °C
Formula C15H10N2O Boiling Point 473.5 °C at 760 mmHg
Molecular Weight 234.257 Flash Point 240.1 °C
Transport Information N/A Appearance White or off-white crystalline powder
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 134521-16-7 (Bis(4-cyanophenyl)methanol) Hazard Symbols N/A
Synonyms

Bis(p-cyanophenyl)methanol;CGP 44645;4,4'-(hydroxymethanediyl)dibenzonitrile;benzonitrile, 4,4'-(hydroxymethylene)bis-;

Article Data 7

Bis(4-cyanophenyl)methanol Synthetic route

32446-66-5

4,4'-dicyanobenzophenone

134521-16-7

4,4'-Methanol-bisbenzonitrile

Conditions
ConditionsYield
With sodium tetrahydroborate In methanol at 0℃; for 0.5h;100%
With aluminium amalgam; ammonia
With sodium tetrahydroborate In methanol
With sodium tetrahydroborate In methanol
Stage #1: 4,4'-dicyanobenzophenone With sodium tetrahydroborate In methanol at 0 - 30℃; for 0.5h;
Stage #2: With methanol; water; acetic acid pH=6.33;
105-07-7

4-cyanobenzaldehyde

A

32446-66-5

4,4'-dicyanobenzophenone

B

134521-16-7

4,4'-Methanol-bisbenzonitrile

C

100-47-0

benzonitrile

Conditions
ConditionsYield
With rhodium(II) acetate; 1,3-bis-(diphenylphosphino)propane In toluene at 200℃; for 5.5h; Temperature;A 10%
B 6%
C 30%
611-98-3

4,4'-diaminobenzophenone

134521-16-7

4,4'-Methanol-bisbenzonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium nitrite; aqueous hydrochloric acid; water / weiteres Reagens: Natriumcarbonat
2: amalgamated aluminium; ethanolic ammonia
View Scheme
611-97-2

bis(p-methylphenyl)-methanone

134521-16-7

4,4'-Methanol-bisbenzonitrile

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: dihydrogen peroxide; hydrogen bromide / water; tetrachloromethane / 2 h / 20 °C / Irradiation
1.2: 48 h / 20 - 60 °C
2.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C
View Scheme
623-00-7

4-bromobenzenecarbonitrile

105-07-7

4-cyanobenzaldehyde

134521-16-7

4,4'-Methanol-bisbenzonitrile

Conditions
ConditionsYield
Stage #1: 4-bromobenzenecarbonitrile With TurboGrignard In tetrahydrofuran at -15 - 20℃; for 2.25h;
Stage #2: 4-cyanobenzaldehyde In tetrahydrofuran at -15 - 0℃; for 1.16667h;		0.72 g
134521-16-7

4,4'-Methanol-bisbenzonitrile

69545-39-7

4,4'-dicyanodiphenylbromomethane

Conditions
ConditionsYield
With hydrogen bromide In water; toluene at 60℃; for 2h; Heating / reflux;92%
134521-16-7

4,4'-Methanol-bisbenzonitrile

112809-57-1

4-(alpha-chloro-4'-cyanobenzyl)-benzonitrile

Conditions
ConditionsYield
With hydrogenchloride; zinc(II) chloride In water; toluene at 40 - 65℃; for 4h;85%
134521-16-7

4,4'-Methanol-bisbenzonitrile

32446-66-5

4,4'-dicyanobenzophenone

Conditions
ConditionsYield
With manganese(IV) oxide In chloroform at 20℃; for 5.5h;85%
With nickel(II) triflate; cyclohexanone; 1,2-bis-(dicyclohexylphosphino)ethane In toluene at 110℃; for 12h; Schlenk technique;59%
134521-16-7

4,4'-Methanol-bisbenzonitrile

4,4'-hydroxymethanediyl-bis-benzamidine; dihydrochloride

Conditions
ConditionsYield
With hydrogenchloride; nitrobenzene weiteres Reagens: Aethanol; Behandeln des nach mehreren Tagen isolierten Reaktionsprodukts mit aethanol. Ammoniak;
With hydrogenchloride; chloroform weiteres Reagens: Aethanol; Behandeln des nach mehreren Tagen isolierten Reaktionsprodukts mit aethanol. Ammoniak;
134521-16-7

4,4'-Methanol-bisbenzonitrile

C15H10N2O(1-)

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 20℃; Kinetics; electron pulse irradiation;

Bis(4-cyanophenyl)methanol Specification

The Bis(4-cyanophenyl)methanol, with the CAS registry number 134521-16-7, has the systematic name of 4,4'-(hydroxymethanediyl)dibenzonitrile. It is a kind of organics, and should be stored in the dry and cool environment. And the molecular formula of the chemical is C15H10N2O.

The characteristics of Bis(4-cyanophenyl)methanol are as followings: (1)ACD/LogP: 1.51; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2; (4)ACD/LogD (pH 7.4): 2; (5)ACD/BCF (pH 5.5): 10; (6)ACD/BCF (pH 7.4): 10; (7)ACD/KOC (pH 5.5): 180; (8)ACD/KOC (pH 7.4): 180; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 67.81 Å2; (13)Index of Refraction: 1.644; (14)Molar Refractivity: 66.738 cm3; (15)Molar Volume: 184.393 cm3; (16)Polarizability: 26.457×10-24cm3; (17)Surface Tension: 67.115 dyne/cm; (18)Density: 1.27 g/cm3; (19)Flash Point: 240.139 °C; (20)Enthalpy of Vaporization: 77.598 kJ/mol; (21)Boiling Point: 473.458 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: N#Cc1ccc(cc1)C(O)c2ccc(C#N)cc2
(2InChI: InChI=1/C15H10N2O/c16-9-11-1-5-13(6-2-11)15(18)14-7-3-12(10-17)4-8-14/h1-8,15,18H
(3)InChIKey: JNJWXPZHWUOYRZ-UHFFFAOYAQ

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