6-(4-Bromophenyl)-6-Oxohexanenitrile

Base Information

• Chemical Name: 6-(4-Bromophenyl)-6-Oxohexanenitrile
• CAS No.: 61719-38-8
• Molecular Formula: C12H12BrNO
• Molecular Weight: 266.13
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00605973
• Wikidata: Q82504468
• Mol file: 61719-38-8.mol

Synonyms:6-(4-Bromophenyl)-6-Oxohexanenitrile;61719-38-8;MFCD02260544;SCHEMBL11659075;DTXSID00605973;AKOS016019582;DB-253469

Chemical Property of 6-(4-Bromophenyl)-6-Oxohexanenitrile

Chemical Property:

• Vapor Pressure: 3.46E-07mmHg at 25°C
• Boiling Point: 417.7°C at 760 mmHg
• Flash Point: 206.4°C
• PSA: 40.86000
• Density: 1.353g/cm³
• LogP: 3.71578
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 265.01023
• Heavy Atom Count: 15
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

6-(4-bromophenyl)-6-oxohexanenitrile 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(=O)CCCCC#N)Br

Technology Process of 6-(4-Bromophenyl)-6-Oxohexanenitrile

There total 6 articles about 6-(4-Bromophenyl)-6-Oxohexanenitrile 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: 89.0%

1-bromo-4-ethenyl-benzene (2039-82-9) + cyclobutanone O-(4-(trifluoromethyl)benzoyl) oxime → 6-(4-bromophenyl)-6-oxohexanenitrile (61719-38-8)

Guidance literature:

With fac-tris(2-phenylpyridinato-N,C₂')iridium(III); dimethyl sulfoxide; at 20 ℃; for 10h; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1039/C8CC07072E

Reference yield: 70.0%

cyclobutanone O-(4-(trifluoromethyl)benzoyl) oxime + 1-(4-bromophenyl)-1-(trimethylsilyloxy)ethylene (55991-66-7) → 6-(4-bromophenyl)-6-oxohexanenitrile (61719-38-8)

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; disodium hydrogenphosphate; triphenylphosphine; palladium dichloride; In 1,4-dioxane; at 25 ℃; for 12h; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1039/c9cc08077e

Reference yield: 56.0%

1-Bromo-4-(1-cyclohexen-1-yl)benzene (1605-17-0) → 6-(4-bromophenyl)-6-oxohexanenitrile (61719-38-8)

Guidance literature:

With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trimethylsilylazide; oxygen; In acetonitrile; at 80 ℃; for 36h; under 760.051 Torr; regioselective reaction; Schlenk technique;

DOI:10.1021/ja403824y

upstream raw materials:

1-Bromo-4-(1-cyclohexen-1-yl)benzene

ethyl 4-Bromobenzoylacetate

para-bromoacetophenone

1-bromo-4-ethenyl-benzene

Downstream raw materials:

4'-bromo-5-cyanovalerophenone O-(2-aminoethyl) oxime hydrochloride

Refernces

• 1、 He, Bin-Qing,Yu, Xiao-Ye,Wang, Peng-Zi,Chen, Jia-Rong,Xiao, Wen-Jing. "A photoredox catalyzed iminyl radical-triggered C-C bond cleavage/addition/Kornblum oxidation cascade of oxime esters and styrenes: synthesis of ketonitriles". supporting information. p. 12262 - 12265. Retrieved 2018/11/21.
• 2、 Wang, Teng,Jiao, Ning. "TEMPO-catalyzed aerobic oxygenation and nitrogenation of olefins via C=C double-bond cleavage". supporting information. p. 11692 - 11695. Retrieved 2013/09/02.