6-Bromo-2,2-dimethylhexanenitrile

Base Information

• Chemical Name: 6-Bromo-2,2-dimethylhexanenitrile
• CAS No.: 53545-96-3
• Molecular Formula: C8H14BrN
• Molecular Weight: 204.11
• Hs Code.: 2926909090
• European Community (EC) Number: 806-286-0
• DSSTox Substance ID: DTXSID30405069
• Nikkaji Number: J1.479.780G
• Wikidata: Q82209450
• Mol file: 53545-96-3.mol

Synonyms:6-Bromo-2,2-dimethylhexanenitrile;53545-96-3;6-bromo-2,2-dimethyl-hexanenitrile;5-cyano-5-methyl-1-bromohexane;2,2-Dimethyl-6-bromohexanenitrile;SCHEMBL986538;5-cyano-5-methyl1-bromohexane;DTXSID30405069;BBBNHHFFABZOEK-UHFFFAOYSA-N;6-bromo-2,2-dimethylhexanonitrile;AKOS025295433;6-Bromo-2,2-dimethylhexanenitrile, 97%;FT-0754122;J-802159

Chemical Property of 6-Bromo-2,2-dimethylhexanenitrile

Chemical Property:

• Vapor Pressure: 0.0105mmHg at 25°C
• Refractive Index: n20/D 1.465(lit.)
• Boiling Point: 263 °C at 760 mmHg
• Flash Point: 112.9 °C
• PSA: 23.79000
• Density: 1.22g/cm³
• LogP: 3.10138
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 203.03096
• Heavy Atom Count: 10
• Complexity: 131

Purity/Quality:

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

6-BROMO-2,2-DIMETHYLHEXANENITRILE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CCCCBr)C#N

Technology Process of 6-Bromo-2,2-dimethylhexanenitrile

There total 1 articles about 6-Bromo-2,2-dimethylhexanenitrile 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: 92.2%

1,4-dibromo-butane (110-52-1) + Isobutyronitrile (78-82-0) → 6-bromo-2,2-dimethylhexanenitrile (53545-96-3)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium carbonate; In tetrahydrofuran; at 50 - 60 ℃; for 6h; Temperature; Reagent/catalyst;

Reference yield: 86.0%

6-bromo-2,2-dimethylhexanenitrile (53545-96-3) + benzenethiosulfonic acid S-(4-fluorophenyl) ester → 6-(4-fluorophenylthio)-2,2-dimethylhexanenitrile (1237143-51-9)

Guidance literature:

6-bromo-2,2-dimethylhexanenitrile; With magnesium; lithium chloride; zinc(II) chloride; In tetrahydrofuran; at 0 ℃; for 5h; Inert atmosphere;

With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; at -30 ℃; Inert atmosphere;

benzenethiosulfonic acid S-(4-fluorophenyl) ester; In tetrahydrofuran; at -30 ℃; Inert atmosphere;

DOI:10.1039/c001845g

Reference yield: 85.0%

Ethyl 4-bromobenzoate (5798-75-4) + 6-bromo-2,2-dimethylhexanenitrile (53545-96-3) → ethyl 4-(5-cyano-5-methylhexyl)benzoate (1452394-03-4)

Guidance literature:

6-bromo-2,2-dimethylhexanenitrile; With indium(III) chloride; magnesium; lithium chloride; In tetrahydrofuran; at 25 ℃; for 2h; Schlenk technique; Inert atmosphere;

Ethyl 4-bromobenzoate; With bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl acetamide; at 80 ℃; for 12h; Schlenk technique; Inert atmosphere;

DOI:10.1002/chem.201203795

upstream raw materials:

1,4-dibromo-butane

Isobutyronitrile

Downstream raw materials:

2,2-dimethylhexanenitrile

2,2-dimethyl-6-<(4-phenyl-2-quinolyl)oxy>hexanenitrile

2,2-dimethyl-6-[(4,6-diphenyl-pyridin-2-yl)oxy]hexanonitrile

2,2-dimethyl-6-{[4-(4-chlorophenyl)2-quinolyl]oxy}hexanonitrile

Refernces