4-Cyano-4'-pentylbiphenyl

Base Information

• Chemical Name: 4-Cyano-4'-pentylbiphenyl
• CAS No.: 40817-08-1
• Deprecated CAS: 118217-27-9,956587-03-4,956587-03-4
• Molecular Formula: C18H19N
• Molecular Weight: 249.356
• Hs Code.: 29269090
• European Community (EC) Number: 255-093-2
• UNII: 2R6RYG3ZGM
• DSSTox Substance ID: DTXSID3068255
• Nikkaji Number: J21.996G
• Wikipedia: 4-Cyano-4%27-pentylbiphenyl,4-Cyano-4'-pentylbiphenyl
• Wikidata: Q1490706
• Mol file: 40817-08-1.mol

Synonyms:4-cyano-4'-pentylbiphenyl;4-n-pentyl-4'-cyanobiphenyl

Chemical Property of 4-Cyano-4'-pentylbiphenyl

Chemical Property:

• Appearance/Colour: white to light yellow crystal
• Melting Point: 34 °C
• Refractive Index: n20/D 1.532(lit.)
• Boiling Point: 361.634 °C at 760 mmHg
• Flash Point: 193.491 °C
• PSA: 23.79000
• Density: 1.03 g/cm³
• LogP: 4.95798
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: insoluble
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 249.151749610
• Heavy Atom Count: 19
• Complexity: 284

Purity/Quality:

99%, ^*data from raw suppliers

4-Cyano-4''-N-pentylbiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-28-36-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC1=CC=C(C=C1)C2=CC=C(C=C2)C#N
• Uses: 4-Cyano-4'-n-pentylbiphenyl is used in the preparation of 4'-pentylbiphenyl-4-carboxylic acid by acidic hydrolysis using sulfuric acid as a reagent. Intermediates of Liquid Crystals

Technology Process of 4-Cyano-4'-pentylbiphenyl

There total 20 articles about 4-Cyano-4'-pentylbiphenyl which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.5%

copper(I) cyanide (544-92-3) + 4-iodoo-4'-n-pentylbiphenyl (69971-79-5) → 4-cyano-4'-pentyl-1,1'-biphenyl (40817-08-1)

Guidance literature:

In N,N-dimethyl-formamide; for 6h; Heating;

Reference yield: 80.0%

4-(4-pentylphenyl)bromobenzene (63619-59-0) → 4-cyano-4'-pentyl-1,1'-biphenyl (40817-08-1)

Guidance literature:

4-(4-pentylphenyl)bromobenzene; With iodine; magnesium; In tetrahydrofuran; at 70 ℃;

With N,N-dimethyl-formamide; In tetrahydrofuran; at 0 ℃; for 2h;

With ammonia; iodine; In tetrahydrofuran; water; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2012.12.022

Reference yield: 73.0%

tert-butyl isocyanide (630-18-2) + 4-(4-pentylphenyl)bromobenzene (63619-59-0) → 4-cyano-4'-pentyl-1,1'-biphenyl (40817-08-1)

Guidance literature:

4-(4-pentylphenyl)bromobenzene; With n-butyllithium; In tetrahydrofuran; hexane; at -50 ℃; for 0.5h; Inert atmosphere;

tert-butyl isocyanide; In tetrahydrofuran; hexane; at -50 - 20 ℃; for 0.5h; Further stages; Inert atmosphere;

DOI:10.1016/j.tet.2019.130550

upstream raw materials:

4-bromobenzenecarbonitrile

(dichloro)(ethyl)<4-(pentyl)phenyl>silane

copper(I) cyanide

4-iodoo-4'-n-pentylbiphenyl

Downstream raw materials:

1-pentyl-4-phenylbenzene

4'-n-Pentyl-biphenyl-4-carbonsaeureamid

trans-{PtCl₂(4-pentyl-4'-cyanobiphenyl)2}

bis(4-pentyl-4'-cyanobiphenyl)samarium

Refernces

• 1、 Wang, Hua,Dong, Yanan,Zheng, Chaonan,Sandoval, Christian A.,Wang, Xue,Makha, Mohamed,Li, Yuehui. "Catalytic Cyanation Using CO2 and NH3". supporting information. p. 2883 - 2893. Retrieved 2019/01/05.
• 2、 Erb, William,Albini, Mathieu,Rouden, Jacques,Blanchet, Jrme. "Sequential one-pot access to molecular diversity through aniline aqueous borylation". . p. 10568 - 10580. Retrieved 2015/01/08.