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Name	4-Cyano-4'-ethylbiphenyl	EINECS	261-414-7
CAS No.	58743-75-2	Density	1.07 g/cm₃
PSA	23.79000	LogP	3.78768
Solubility	insoluble in water	Melting Point	74-76°C
Formula	C₁₅H₁₃N	Boiling Point	354 °C at 760 mmHg
Molecular Weight	207.275	Flash Point	168.7 °C
Transport Information	UN 3276	Appearance	White crystalline powder
Safety	26-36/37/39	Risk Codes	20/21-36/37/38-41-20/21/22
Molecular Structure		Hazard Symbols	Xn
Synonyms	4-Ethyl-4'-cyanobiphenyl;CB 2;CB 2 (nematogen);	Article Data	12

4-Cyano-4'-ethylbiphenyl Synthetic route

: 623-00-7
4-bromobenzenecarbonitrile

: 63139-21-9
4-ethylphenylboronic acid

: 58743-75-2
4-ethyl-4'-cyanobiphenyl

Conditions

Conditions	Yield
With potassium carbonate In water; N,N-dimethyl-formamide at 80℃; for 2.3h; Suzuki Coupling;	98%
Stage #1: 4-bromobenzenecarbonitrile; 4-ethylphenylboronic acid With potassium carbonate In dimethyl sulfoxide at 70℃; for 0.583333h; Suzuki Coupling; Stage #2: for 0.583333h; Catalytic behavior;	98%
With potassium carbonate In ethanol; water at 100℃; for 0.666667h; Suzuki-Miyaura Coupling;	97%
With palladium on activated charcoal at 100℃; for 2h; Suzuki Coupling;	95%
With potassium carbonate In dimethyl sulfoxide at 80℃; for 2h; Catalytic behavior; Suzuki Coupling;	84%

: 94315-55-6
4'-vinyl-[1,1'-biphenyl]-4-carbonitrile

: 58743-75-2
4-ethyl-4'-cyanobiphenyl

Conditions

Conditions	Yield
With 1,4-dioxane; bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,2-bis-(dicyclohexylphosphino)ethane at 130℃; for 10h; Inert atmosphere; Sealed tube; chemoselective reaction;	98%

: 623-03-0
4-Cyanochlorobenzene

: 63139-21-9
4-ethylphenylboronic acid

: 58743-75-2
4-ethyl-4'-cyanobiphenyl

Conditions

Conditions	Yield
With potassium carbonate In water at 100℃; for 0.916667h; Suzuki-Miyaura Coupling;	95%

: 63139-21-9
4-ethylphenylboronic acid

: 767-00-0
4-cyanophenol

: 58743-75-2
4-ethyl-4'-cyanobiphenyl

Conditions

Conditions	Yield
Stage #1: 4-cyanophenol With fluorosulfonyl fluoride; triethylamine In ethanol; water at 20℃; for 4h; Stage #2: 4-ethylphenylboronic acid With palladium diacetate; triethylamine In ethanol; water at 20℃; for 6h;	95%

: 25309-64-2
4-ethyl-1-iodobenzene

: 126747-14-6
4-cyanophenylboronic acid

: 58743-75-2
4-ethyl-4'-cyanobiphenyl

Conditions

Conditions	Yield
With potassium carbonate In ethanol; water at 50℃; for 1.1h; Catalytic behavior; Suzuki-Miyaura Coupling;	95%
With potassium carbonate In ethanol; water at 50℃; for 1.4h; Catalytic behavior; Suzuki-Miyaura Coupling;	90%
With potassium carbonate In ethanol; water at 70℃; for 9h; Catalytic behavior; Suzuki-Miyaura Coupling;	72%

: 22873-28-5
p-ethylphenylmagnesium bromide

4-halobenzonitrile: 4-halobenzonitrile

: 58743-75-2
4-ethyl-4'-cyanobiphenyl

Conditions

Conditions	Yield
With palladium diacetate; zinc dibromide; tri tert-butylphosphoniumtetrafluoroborate In tetrahydrofuran at 20 - 25℃; for 2.5h; Inert atmosphere;	84%

: 58743-79-6
1-bromo-4-(4'-ethylphenyl)benzene

: 544-92-3
copper(I) cyanide

: 58743-75-2
4-ethyl-4'-cyanobiphenyl

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one

: 5731-01-1
4-bromo-4'-acetylbiphenyl

: 58743-75-2
4-ethyl-4'-cyanobiphenyl

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: AlCl3, LiAlH4 2: 1-methyl-pyrrolidin-2-one View Scheme

: 3144-09-0
methanesulfonamide

: 58743-75-2
4-ethyl-4'-cyanobiphenyl

: N-(1-(4'-cyano-[1,1'-biphenyl]-4-yl)ethyl)methanesulfonamide

Conditions

Conditions	Yield
With tetrabutylammonium tetrafluoroborate In 1,2-dichloro-ethane at 20℃; for 2.5h; Electrochemical reaction; Inert atmosphere; regioselective reaction;	66%

: 58743-75-2
4-ethyl-4'-cyanobiphenyl

: 5731-13-5
4-(4-ethylphenyl)benzoic acid

Conditions

Conditions	Yield
With sodium hydroxide

4-Cyano-4'-ethylbiphenyl Chemical Properties

IUPAC Name: 4-(4-Ethylphenyl)benzonitrile
Empirical Formula: C₁₅H₁₃N
Molecular Weight: 207.2704
Canonical SMILES: CCC1=CC=C(C=C1)C2=CC=C(C=C2)C#N
InChI: InChI=1S/C15H13N/c1-2-12-3-7-14(8-4-12)15-9-5-13(11-16)6-10-15/h3-10H,2H2,1H3
EINECS: 261-414-7
Water Solubility: insoluble
Index of Refraction: 1.593
Molar Refractivity: 65.28 cm³
Molar Volume: 192.5 cm³
Surface Tension: 46.6 dyne/cm
Density: 1.07 g/cm³
Flash Point: 168.7 °C
Enthalpy of Vaporization: 59.9 kJ/mol
Boiling Point: 354 °C at 760 mmHg
Vapour Pressure: 3.45E-05 mmHg at 25 °C
Product Categories: Biphenyl derivatives; Biphenyl & Diphenyl ether
Melting Point of 4-Cyano-4'-ethylbiphenyl (CAS NO.58743-75-2): 74-76 °C

4-Cyano-4'-ethylbiphenyl Uses

4-Cyano-4'-ethylbiphenyl (CAS NO.58743-75-2) is used as intermediates of liquid crystals.

4-Cyano-4'-ethylbiphenyl Safety Profile

Hazard Codes: Harmful Xn
Risk Statements: 20/21-36/37/38-41-20/21/22
R20/21:Harmful by inhalation and in contact with skin.
R36/37/38:Irritating to eyes, respiratory system and skin.
R41:Risk of serious damage to the eyes.
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.
Safety Statements: 26-36/37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR: 3276
HazardClass: 6.1
PackingGroup of 4-Cyano-4'-ethylbiphenyl (CAS NO.58743-75-2): III

4-Cyano-4'-ethylbiphenyl Specification

4-Cyano-4'-ethylbiphenyl (CAS NO.58743-75-2), its Synonyms are (1,1'-Biphenyl)-4-carbonitrile, 4'-ethyl- ; 4'-Ethyl(1,1'-biphenyl)-4-carbonitrile ; 1'-Biphenyl-4-carbonitrile,4'-ethyl- . It is white crystalline powder.

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