Product Name

  • Name

    4'-Butyl-4-biphenylcarbonitrile

  • EINECS 258-119-0
  • CAS No. 52709-83-8
  • Article Data5
  • CAS DataBase
  • Density 1.04 g/cm3
  • Solubility
  • Melting Point 49-51 °C
  • Formula C17H17N
  • Boiling Point 380.9 °C at 760 mmHg
  • Molecular Weight 235.329
  • Flash Point 185.3 °C
  • Transport Information
  • Appearance
  • Safety 26-36/37/39
  • Risk Codes 20/21/22-36/37/38
  • Molecular Structure Molecular Structure of 52709-83-8 (4'-Butyl-4-biphenylcarbonitrile)
  • Hazard Symbols
  • 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);
  • PSA 23.79000
  • LogP 4.56788

Synthetic route

Cu2(CN)2

Cu2(CN)2

4'-n-butyl-4-cyanobiphenyl
52709-83-8

4'-n-butyl-4-cyanobiphenyl

Conditions
ConditionsYield
With iodophenylbis(triphenylphosphine)palladium In N,N-dimethyl-formamide for 2h; Heating;91%
4'-Butyl-biphenyl-4-carbaldehyde oxime
93972-13-5

4'-Butyl-biphenyl-4-carbaldehyde oxime

4'-n-butyl-4-cyanobiphenyl
52709-83-8

4'-n-butyl-4-cyanobiphenyl

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

terephthalonitrile

1-bromo-butane
109-65-9

1-bromo-butane

benzonitrile
100-47-0

benzonitrile

A

(1,1'-biphenyl)-4,4'-dicarbonitrile
1591-30-6

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

B

1-butylbenzene
104-51-8

1-butylbenzene

C

4'-n-butyl-4-cyanobiphenyl
52709-83-8

4'-n-butyl-4-cyanobiphenyl

D

4-butylbenzonitrile
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%
...Expand
terephthalonitrile
623-26-7

terephthalonitrile

1-bromo-butane
109-65-9

1-bromo-butane

benzonitrile
100-47-0

benzonitrile

A

(1,1'-biphenyl)-4,4'-dicarbonitrile
1591-30-6

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

B

4'-n-butyl-4-cyanobiphenyl
52709-83-8

4'-n-butyl-4-cyanobiphenyl

C

4-butylbenzonitrile
20651-73-4

4-butylbenzonitrile

D

1-butyl-1-cyanocyclohexa-2,5-diene
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%
...Expand
biphenyl
92-52-4

biphenyl

4'-n-butyl-4-cyanobiphenyl
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
4-butylbiphenyl
37909-95-8

4-butylbiphenyl

4'-n-butyl-4-cyanobiphenyl
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
1-([1,1'-biphenyl]-4-yl)butan-1-one
13211-01-3

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

4'-n-butyl-4-cyanobiphenyl
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
1-bromo-butane
109-65-9

1-bromo-butane

C14H9N2(1-)

C14H9N2(1-)

4'-n-butyl-4-cyanobiphenyl
52709-83-8

4'-n-butyl-4-cyanobiphenyl

Conditions
ConditionsYield
at -33℃; for 1.5h;
4'-n-butyl-4-cyanobiphenyl
52709-83-8

4'-n-butyl-4-cyanobiphenyl

4-butylbiphenyl
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%
4'-n-butyl-4-cyanobiphenyl
52709-83-8

4'-n-butyl-4-cyanobiphenyl

4’-butyl-[1,1 ‘-biphenyl]-4-carboxylic acid
59662-46-3

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

Conditions
ConditionsYield
With sodium hydroxide
4'-n-butyl-4-cyanobiphenyl
52709-83-8

4'-n-butyl-4-cyanobiphenyl

4'-butyl-[1,1'-biphenyl]-4-carbaldehyde
93972-06-6

4'-butyl-[1,1'-biphenyl]-4-carbaldehyde

Conditions
ConditionsYield
With formic acid; aluminum nickel for 8h; Heating;
4'-n-butyl-4-cyanobiphenyl
52709-83-8

4'-n-butyl-4-cyanobiphenyl

4-(4-n-butylphenyl)-benzoic acid 4'-methoxyphenyl ester
61733-31-1

4-(4-n-butylphenyl)-benzoic acid 4'-methoxyphenyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide
2: (i) SOCl2, (ii) /BRN= 507924/, Py
View Scheme
4'-n-butyl-4-cyanobiphenyl
52709-83-8

4'-n-butyl-4-cyanobiphenyl

4'-Butyl-biphenyl-4-carboxylic acid 4-pentyl-phenyl ester
61733-14-0

4'-Butyl-biphenyl-4-carboxylic acid 4-pentyl-phenyl ester

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide
2: sulfuric acid; boric acid
View Scheme
4'-n-butyl-4-cyanobiphenyl
52709-83-8

4'-n-butyl-4-cyanobiphenyl

A

4-butylbiphenyl
37909-95-8

4-butylbiphenyl

B

4-butyl-1,1'-biphenyl-4'-d

4-butyl-1,1'-biphenyl-4'-d

Conditions
ConditionsYield
With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; ethanol-d6; potassium hexamethylsilazane In toluene at 150℃; Inert atmosphere; Molecular sieve;

4'-Butyl-4-biphenylcarbonitrile 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

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