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Basic Information
CAS No.: 52709-83-8
Name: 4'-Butyl-4-biphenylcarbonitrile
Article Data: 5
Molecular Structure:
Molecular Structure of 52709-83-8 (4'-Butyl-4-biphenylcarbonitrile)
Formula: C17H17N
Molecular Weight: 235.329
Synonyms: 4-Butyl-4'-cyanobiphenyl;4'-n-Butyl-4-cyanobiphenyl;4-Cyano-4'-butylbiphenyl;4-Cyano-4'-n-butylbiphenyl;4-Butyl-4'-cyano-1,1'-biphenyl;CB 4;CB 4 (liquid crystal);
EINECS: 258-119-0
Density: 1.04 g/cm3
Melting Point: 49-51 °C
Boiling Point: 380.9 °C at 760 mmHg
Flash Point: 185.3 °C
Risk Codes: 20/21/22-36/37/38
Safety: 26-36/37/39
PSA: 23.79000
LogP: 4.56788
Synthetic route
Cu2(CN)2

Cu2(CN)2

52709-83-8

4'-n-butyl-4-cyanobiphenyl

Conditions
ConditionsYield
With iodophenylbis(triphenylphosphine)palladium In N,N-dimethyl-formamide for 2h; Heating;91%
93972-13-5

4'-Butyl-biphenyl-4-carbaldehyde oxime

52709-83-8

4'-n-butyl-4-cyanobiphenyl

Conditions
ConditionsYield
With acetic anhydride for 2h; Heating;70%
623-26-7

terephthalonitrile

109-65-9

1-bromo-butane

100-47-0

benzonitrile

A

1591-30-6

(1,1'-biphenyl)-4,4'-dicarbonitrile

B

104-51-8

1-butylbenzene

C

52709-83-8

4'-n-butyl-4-cyanobiphenyl

D

20651-73-4

4-butylbenzonitrile

Conditions
ConditionsYield
Stage #1: terephthalonitrile With sodium In ammonia at -33℃;
Stage #2: benzonitrile In ammonia for 0.5h;
Stage #3: 1-bromo-butane In ammonia for 1.5h;
A 15%
B 9%
C 56%
D 8%
623-26-7

terephthalonitrile

109-65-9

1-bromo-butane

100-47-0

benzonitrile

A

1591-30-6

(1,1'-biphenyl)-4,4'-dicarbonitrile

B

52709-83-8

4'-n-butyl-4-cyanobiphenyl

C

20651-73-4

4-butylbenzonitrile

D

134785-03-8

1-butyl-1-cyanocyclohexa-2,5-diene

Conditions
ConditionsYield
Stage #1: terephthalonitrile With sodium In ammonia at -33℃;
Stage #2: 1-bromo-butane; benzonitrile In ammonia
A 8%
B 30%
C 10%
D 3%
92-52-4

biphenyl

52709-83-8

4'-n-butyl-4-cyanobiphenyl

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: AlCl3 / CH2Cl2 / 5 h / Ambient temperature
2: 1) hydrazine hydrate, 2) KOH / 1) diethylene glycol, 130 deg C, 1 h, 2) diethylene glycol, 130 deg C, 2 h, then 160 deg C, 3 h
3: 1) TiCl4, 2) hydroxylamine hydrochloride, pyridine / 1) CH2Cl2, 0 deg C, 30 min, 2) ethanol, reflux, 2 h
4: 70 percent / acetic anhydride / 2 h / Heating
View Scheme
37909-95-8

4-butylbiphenyl

52709-83-8

4'-n-butyl-4-cyanobiphenyl

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1) TiCl4, 2) hydroxylamine hydrochloride, pyridine / 1) CH2Cl2, 0 deg C, 30 min, 2) ethanol, reflux, 2 h
2: 70 percent / acetic anhydride / 2 h / Heating
View Scheme
13211-01-3

1-([1,1'-biphenyl]-4-yl)butan-1-one

52709-83-8

4'-n-butyl-4-cyanobiphenyl

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1) hydrazine hydrate, 2) KOH / 1) diethylene glycol, 130 deg C, 1 h, 2) diethylene glycol, 130 deg C, 2 h, then 160 deg C, 3 h
2: 1) TiCl4, 2) hydroxylamine hydrochloride, pyridine / 1) CH2Cl2, 0 deg C, 30 min, 2) ethanol, reflux, 2 h
3: 70 percent / acetic anhydride / 2 h / Heating
View Scheme
109-65-9

1-bromo-butane

C14H9N2(1-)

52709-83-8

4'-n-butyl-4-cyanobiphenyl

Conditions
ConditionsYield
at -33℃; for 1.5h;
52709-83-8

4'-n-butyl-4-cyanobiphenyl

37909-95-8

4-butylbiphenyl

Conditions
ConditionsYield
With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; ethanol; potassium hexamethylsilazane In toluene at 150℃; for 8h; Inert atmosphere; Molecular sieve;73%
52709-83-8

4'-n-butyl-4-cyanobiphenyl

59662-46-3

4’-butyl-[1,1 ‘-biphenyl]-4-carboxylic acid

Conditions
ConditionsYield
With sodium hydroxide
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    4'-Butyl-4-biphenylcarbonitrile

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    Product Name: 4'-Butyl-4-biphenylcarbonitrile Synonyms: 4-N-BUTYL-4'-CYANOBIPHENYL;4'-N-BUTYLBIPHENYL-4-CARBONITRILE;4'-BUTYL-4-BIPHENYLCARBONITRILE;4-BUTYL-4'-CYANOBIPHENYL;4CB;4-CYANO-4'-BUTYL BIPHENYL;TIMTEC-BB SBB008

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  • Casno:

    52709-83-8

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Specification

The 4'-Butyl-4-biphenylcarbonitrile, with the CAS registry number 52709-83-8 and EINECS registry number 258-119-0, has the systematic name of 4'-butylbiphenyl-4-carbonitrile. And the molecular formula of this chemical is C17H17N. It belongs to the product categories of Biphenyl & Diphenyl ether. In addition, it is used as intermediates of liquid crystals.

The physical properties of 4'-Butyl-4-biphenylcarbonitrile are as following: (1)ACD/LogP: 5.35; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.35; (4)ACD/LogD (pH 7.4): 5.35; (5)ACD/BCF (pH 5.5): 6836.82; (6)ACD/BCF (pH 7.4): 6836.82; (7)ACD/KOC (pH 5.5): 19345.51; (8)ACD/KOC (pH 7.4): 19345.51; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 23.79 Å2; (13)Index of Refraction: 1.576; (14)Molar Refractivity: 74.54 cm3; (15)Molar Volume: 225.2 cm3; (16)Polarizability: 29.55×10-24cm3; (17)Surface Tension: 45 dyne/cm; (18)Density: 1.04 g/cm3; (19)Flash Point: 185.3 °C; (20)Enthalpy of Vaporization: 62.92 kJ/mol; (21)Boiling Point: 380.9 °C at 760 mmHg; (22)Vapour Pressure: 5.26E-06 mmHg at 25°C.

Preparation of 4'-Butyl-4-biphenylcarbonitrile: This chemical can be prepared by 4'-bromo-4-butyl-biphenyl. The reaction will need reagent PhPdI(PPh3)2, and the solvent dimethylformamide. The reaction time is 2 hour with heating, and the yield is about 91%. 

4'-Butyl-4-biphenylcarbonitrile can be prepared by 4'-bromo-4-butyl-biphenyl

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin, and it is also harmful by inhalation, in contact with skin and if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: N#Cc2ccc(c1ccc(cc1)CCCC)cc2
(2)InChI: InChI=1/C17H17N/c1-2-3-4-14-5-9-16(10-6-14)17-11-7-15(13-18)8-12-17/h5-12H,2-4H2,1H3
(3)InChIKey: PJPLBHHDTUICNN-UHFFFAOYAK