4-Butylbiphenyl

Base Information

• Chemical Name: 4-Butylbiphenyl
• CAS No.: 37909-95-8
• Molecular Formula: C16H18
• Molecular Weight: 210.319
• Hs Code.: 2902900000
• UNII: 1TY72T98FQ
• DSSTox Substance ID: DTXSID30891221
• Nikkaji Number: J891.194K
• Wikidata: Q27252878
• Mol file: 37909-95-8.mol

Synonyms:4-Butylbiphenyl;4-butyl-1,1'-biphenyl;37909-95-8;4-n-Butylbiphenyl;1,1'-Biphenyl, 4-butyl-;1-butyl-4-phenylbenzene;1-p-Biphenylylbutane;Biphenyl, 4-butyl-;4-(But-1-yl)biphenyl;UNII-1TY72T98FQ;1TY72T98FQ;MFCD00100665;4-Butyl biphenyl;1-butyl-4-phenyl-benzene;4-Butylbiphenyl, 97%;DTXSID30891221;STR02879;Dicyclopentadienylbisphenolcyanateester;AKOS015843125;CS-W015100;SB66363;AC-18366;SY018362;B3888;FT-0602656;F21457;A823934;Q27252878;143317-14-0

Chemical Property of 4-Butylbiphenyl

Chemical Property:

• Melting Point: 7 °C
• Refractive Index: n20/D 1.577(lit.)
• Boiling Point: 320.5 °C at 760 mmHg
• Flash Point: 153.9 °C
• PSA: 0.00000
• Density: 0.953 g/cm³
• LogP: 4.69620
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 4
• Exact Mass: 210.140850574
• Heavy Atom Count: 16
• Complexity: 171

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Butylbiphenyl ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=CC=C(C=C1)C2=CC=CC=C2
• Uses: Intermediates of Liquid Crystals

Technology Process of 4-Butylbiphenyl

There total 20 articles about 4-Butylbiphenyl 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: 85.0%

4-n-butylchlorobenzene (15499-27-1) + p-tolyl triflate (29540-83-8) + tributylphenylstannane (960-16-7) → 4-Methylbiphenyl (644-08-6) + 4-butylbiphenyl (37909-95-8)

Guidance literature:

With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tri-tert-butyl phosphine; cesium fluoride; In 1,4-dioxane; at 60 ℃; for 22h;

DOI:10.1021/ja020012f

Reference yield: 80.0%

C54H45O3P2PdS(1+)*BF4(1-) + tert-butyldimethylsilyl chloride (18162-48-6) + 4-butylphenylboronic acid (145240-28-4) → 4-butylbiphenyl (37909-95-8) + {[(2Z)-3-(benzenesulfonyl)-2-phenylprop-2-en-1-yl]oxy}(tert-butyl)dimethylsilane

Guidance literature:

C₅₄H₄₅O₃P₂PdS⁽¹⁺⁾*BF₄^(1-); 4-butylphenylboronic acid; With iodobenzene; potassium carbonate; In tetrahydrofuran; at 70 ℃; for 15h; Sealed tube; Inert atmosphere;

tert-butyldimethylsilyl chloride; With 1H-imidazole; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2017.08.021

Reference yield: 64.0%

iodobenzene (591-50-4) + phenylsulfonylpropa-1,2-diene (2525-42-0) + tert-butyldimethylsilyl chloride (18162-48-6) + 4-butylphenylboronic acid (145240-28-4) → 4-butylbiphenyl (37909-95-8) + {[(2Z)-3-(benzenesulfonyl)-2-phenylprop-2-en-1-yl]oxy}(tert-butyl)dimethylsilane

Guidance literature:

iodobenzene; phenylsulfonylpropa-1,2-diene; 4-butylphenylboronic acid; With tetrakis(acetonitrile)palladium bistriflate; potassium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; at 70 ℃; Sealed tube; Inert atmosphere;

tert-butyldimethylsilyl chloride; With 1H-imidazole; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2017.08.021

upstream raw materials:

4-n-butylchlorobenzene

p-tolyl triflate

tributylphenylstannane

4-tert-butylbiphenyl

Downstream raw materials:

4'-n-butyl-4-cyanobiphenyl

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

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

biphenyl-4-carboxylic acid

Refernces

• 1、 Fedyushin, Pavel A.,Peshkov, Roman Yu.,Panteleeva, Elena V.,Tretyakov, Evgeny V.,Beregovaya, Irina V.,Gatilov, Yuri V.,Shteingarts, Vitalij D.. "Purposeful regioselectivity control of the Birch reductive alkylation of biphenyl-4-carbonitrile". . p. 842 - 851. Retrieved 2018/01/19.
• 2、 Heijnen, Dorus,Gualtierotti, Jean-Baptiste,Hornillos, Valentín,Feringa, Ben L.. "Nickel-Catalyzed Cross-Coupling of Organolithium Reagents with (Hetero)Aryl Electrophiles". supporting information. p. 3991 - 3995. Retrieved 2016/03/16.