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4-Cyano-4'-pentylbiphenyl

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CAS:40817-08-1
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CAS:40817-08-1
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CAS:40817-08-1
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CAS:40817-08-1
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4-Cyano-4'-pentylbiphenyl manufacturers

  • 5CB
  • 5CB pictures
  • $6.00
  • 2026-08-20
  • CAS:40817-08-1
  • Min. Order: 1KG
  • Purity: 99%
4-Cyano-4'-pentylbiphenyl Basic information
Product Name:4-Cyano-4'-pentylbiphenyl
Synonyms:4’-pentyl-biphenyl-4-carbonitrile;4-Pentyl-4’-cyanobipheny;4'-PENTYL-4-BIPHENYLCARBONITRILE 99+%;4-N-Pentyl-Biphenylcarbonitrile;4-Pentyl-4'-Cyanobiphenyl,5CbC18H15N;4-n-Amyl-4'-cyanobiphenyl;4'-n-Pentyl-(1,1'-biphenyl)-4-carbonitrile;p-n-Amylbenzylidene-p'-cyanoaniline
CAS:40817-08-1
MF:C18H19N
MW:249.35
EINECS:255-093-2
Product Categories:Liquid Crystals;Nematic;Organic Electronics and Photonics;Biphenyl & Diphenyl ether;Biphenyls (Building Blocks for Liquid Crystals);Building Blocks for Liquid Crystals;Cyanobiphenyls & Analogs (Liquid Crystals);Functional Materials;Liquid Crystals & Related Compounds
Mol File:40817-08-1.mol
4-Cyano-4'-pentylbiphenyl Structure
4-Cyano-4'-pentylbiphenyl Chemical Properties
Melting point 34 °C
Boiling point 140-150 °C0.5 mm Hg(lit.)
density 1.008 g/mL at 25 °C(lit.)
refractive index n20/D 1.532(lit.)
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form liquid crystal (nematic)
color Off-White
Water Solubility insoluble
InChIInChI=1S/C18H19N/c1-2-3-4-5-15-6-10-17(11-7-15)18-12-8-16(14-19)9-13-18/h6-13H,2-5H2,1H3
InChIKeyHHPCNRKYVYWYAU-UHFFFAOYSA-N
SMILESC1(C2=CC=C(CCCCC)C=C2)=CC=C(C#N)C=C1
CAS DataBase Reference40817-08-1(CAS DataBase Reference)
NIST Chemistry Reference[1,1'-Biphenyl]-4-carbonitrile, 4'-pentyl-(40817-08-1)
EPA Substance Registry System[1,1'-Biphenyl]-4-carbonitrile, 4'-pentyl- (40817-08-1)
Safety Information
Hazard Codes Xn
Risk Statements 20/21/22-36/37/38
Safety Statements 23-26-28-36-36/37/39
RIDADR 3276
WGK Germany 3
TSCA TSCA listed
HazardClass 6.1
PackingGroup III
HS Code 29269090
Storage Class10 - Combustible liquids
Hazard ClassificationsSkin Sens. 1
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
4-Cyano-4'-pentylbiphenyl Usage And Synthesis
Chemical Propertieswhite to light yellow crysta
Uses4-Cyano-4'-n-pentylbiphenyl is used in the preparation of 4'-pentylbiphenyl-4-carboxylic acid by acidic hydrolysis using sulfuric acid as a reagent.
UsesIntermediates of Liquid Crystals
General Description4′-Pentyl-4-biphenylcarbonitrile (5CB) is a nematic liquid crystal. 5CB undergoes phase transition from crystalline to nematic then to isotropic state at 18oC and 35oC respectively. It may be produced by modifying biphenyl.2
Synthesis
4-BROMO-4'-N-PENTYLBIPHENYL

63619-59-0

4-Cyano-4'-pentylbiphenyl

40817-08-1

General procedure for the synthesis of 4'-n-pentyl-4-cyanobiphenyl from p-bromopentyl biphenyl: To a dry flask containing magnesium shavings (0.29 g, 12 mmol) was added a solution of 1-bromo-4-methylbenzene (1.37 g, 8.0 mmol) in tetrahydrofuran (THF, 8 mL) at room temperature. After stirring the reaction mixture for 2 h, N,N-dimethylformamide (DMF, 1.3 mL, 12 mmol) was slowly added. The reaction mixture was cooled to 0°C and stirring was continued for 2 hours. Subsequently, ammonia solution (7 mL, 28-30%) and iodine (I2, 4.06 g, 16 mmol) were added to the reaction system. After stirring the reaction mixture for 2 h at room temperature, it was poured into saturated aqueous sodium sulfite (Na2SO3) solution and extracted with chloroform (CHCl3, 3 x 30 mL). The organic layers were combined, dried with anhydrous sodium sulfite (Na2SO4) and filtered. After the solvent was removed by distillation under reduced pressure, the residue was purified by silica gel short column chromatography (eluent: hexane/ethyl acetate = 9:1, v/v) to afford pure 4-methylbenzonitrile (0.77 g) in 82% yield.

References[1] Tetrahedron, 2013, vol. 69, # 5, p. 1462 - 1469
4-Cyano-4'-pentylbiphenyl Preparation Products And Raw materials
Raw materialsMagnesium-->iodine-->Ammonia-->N,N-Dimethylformamide-->4-BROMO-4'-N-PENTYLBIPHENYL
Tag:4-Cyano-4'-pentylbiphenyl(40817-08-1) Related Product Information
2,3,3',4,4',5-HEXACHLOROBIPHENYL Bifendate Benzonitrile Cyclopentanecarbaldehyde Bifenthrin Biphenyl TERT-AMYL METHYL ETHER 4-Cyanobiphenyl CYCLOPENTYLMAGNESIUM CHLORIDE 2-Chlorophenyl cyclopentyl ketone trans-4'-(4-Pentylcyclohexyl)-4-biphenylcarbonitrile 4-CYANO-4'-DODECYLBIPHENYL 4'-Octyl[1,1'-biphenyl]-4-carbonitrile 4'-HEXYL-4-BIPHENYLCARBONITRILE 10CB 4'-Heptyl-4-biphenylcarbonitrile 4'-(trans-4-Propylcyclohexyl)-[1,1'-biphenyl]-4-carbonitrile 4-N-PENTYLBIPHENYL