[1,1'-Biphenyl]-4-carbonitrile, 4'-propyl-

Base Information

• Chemical Name: [1,1'-Biphenyl]-4-carbonitrile, 4'-propyl-
• CAS No.: 58743-76-3
• Molecular Formula: C16H15N
• Molecular Weight: 221.302
• Hs Code.: 2926909090
• European Community (EC) Number: 261-415-2
• DSSTox Substance ID: DTXSID7069285
• Nikkaji Number: J1.345E
• Wikidata: Q72502687
• Mol file: 58743-76-3.mol

Synonyms:58743-76-3;4'-Propyl-[1,1'-biphenyl]-4-carbonitrile;4-Propyl-4'-cyanobiphenyl;[1,1'-Biphenyl]-4-carbonitrile, 4'-propyl-;4-Cyano-4'-propylbiphenyl;4-(4-propylphenyl)benzonitrile;4'-Propylbiphenyl-4-carbonitrile;EINECS 261-415-2;4'-Propyl[1,1'-biphenyl]-4-carbonitrile;(1,1'-Biphenyl)-4-carbonitrile, 4'-propyl-;4-Cyano-4'-n-propylbiphenyl;MFCD00505987;4'-Propyl(1,1'-biphenyl)-4-carbonitrile;4-Cyano-4'-n-propyl-biphenyl;4'-Propyl-4-cyanobiphenyl;4-Cyano-4 inverted exclamation marka-propylbiphenl;SCHEMBL2041798;DTXSID7069285;4'-Propylbiphenyl-4-carbonitril;4'-Propyl-4-biphenylcarbonitrile;AMY25183;AKOS015914666;CS-W014732;SB66819;DS-15533;4-Propyl-[1,1'-biphenyl]-4'-carbonitrile;C2764;FT-0640549;4'-Propyl[1,1'-biphenyl]-4-carbonitrile #;J-515969

Chemical Property of [1,1'-Biphenyl]-4-carbonitrile, 4'-propyl-

Chemical Property:

• Melting Point: 64-66 °C
• Boiling Point: 367.463 °C at 760 mmHg
• Flash Point: 176.998 °C
• PSA: 23.79000
• Density: 1.05 g/cm³
• LogP: 4.17778
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 4.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 221.120449483
• Heavy Atom Count: 17
• Complexity: 259

Purity/Quality:

99% ^*data from raw suppliers

4-Cyano-4'-propylbiphenyl >99.0%(GC) ^*data from reagent suppliers

Safty Information:

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC1=CC=C(C=C1)C2=CC=C(C=C2)C#N
• Uses: Intermediates of Liquid Crystals

Technology Process of [1,1'-Biphenyl]-4-carbonitrile, 4'-propyl-

There total 9 articles about [1,1'-Biphenyl]-4-carbonitrile, 4'-propyl- 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: 86.0%

4-n-propyl-4'-bromobiphenyl (58743-81-0) → 4-cyano-4'-n-propylbiphenyl (58743-76-3)

Guidance literature:

With iodophenylbis(triphenylphosphine)palladium; In N,N-dimethyl-formamide; for 2h; Heating;

Reference yield: 71.0%

4'-Propyl-biphenyl-4-carbaldehyde oxime (93972-12-4) → 4-cyano-4'-n-propylbiphenyl (58743-76-3)

Guidance literature:

With acetic anhydride; for 2h; Heating;

Reference yield:

biphenyl (92-52-4,1594-86-1) → 4-cyano-4'-n-propylbiphenyl (58743-76-3)

Guidance literature:

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: 71 percent / acetic anhydride / 2 h / Heating

With pyridine; potassium hydroxide; aluminium trichloride; hydroxylamine hydrochloride; acetic anhydride; titanium tetrachloride; hydrazine hydrate; In dichloromethane;

upstream raw materials:

4'-Propyl-biphenyl-4-carbaldehyde oxime

4-n-propyl-4'-bromobiphenyl

copper(I) cyanide

biphenyl

Downstream raw materials:

4-(4-n-propylphenyl)-benzoic acid 4'-(3-methylbutyl)-phenyl ester

4-(4-n-propylphenyl)benzoic acid

Refernces

• 1、 Bumagin, N. A.,Luzikova, E. V.,Beletskaya, I. P.. "Synthesis of Mesogenic Compounds, Catalyzed by Metal Complexes. I. Monoalkylation and Monoarylation of 1,4-Dibromobenzene in the Synthesis of 4-n-Alkyl- and 4-n-Alkoxy-4'-Cyanobiphenyls Catalyzed by Palladium". . p. 1480 - 1486. Retrieved 2007/10/03.