2-(Benzyloxy)-6-nitrobenzonitrile

Base Information

• Chemical Name: 2-(Benzyloxy)-6-nitrobenzonitrile
• CAS No.: 1591-33-9
• Molecular Formula: C14H10N2O3
• Molecular Weight: 254.245
• DSSTox Substance ID: DTXSID30605805
• Wikidata: Q82504199
• Mol file: 1591-33-9.mol

Synonyms:2-(Benzyloxy)-6-nitrobenzonitrile;1591-33-9;SCHEMBL2411327;DTXSID30605805;WAKYNMMDKOTQDY-UHFFFAOYSA-N;2-nitro-6-(benzyloxy)benzonitrile

Chemical Property of 2-(Benzyloxy)-6-nitrobenzonitrile

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 254.06914219
• Heavy Atom Count: 19
• Complexity: 351

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CC=CC(=C2C#N)[N+](=O)[O-]

Technology Process of 2-(Benzyloxy)-6-nitrobenzonitrile

There total 2 articles about 2-(Benzyloxy)-6-nitrobenzonitrile 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: 53.0%

2,6-dinitrobenzonitrile (35213-00-4) + sodium phenyl-methanolate (20194-18-7) → 2-Benzyloxy-6-nitro-benzonitril (1591-33-9)

Guidance literature:

In N,N-dimethyl-formamide; benzyl alcohol; for 2h; Ambient temperature;

DOI:10.1021/jm00163a067

Reference yield:

1-chloro-2,6-dinitrobenzene (606-21-3) → 2-Benzyloxy-6-nitro-benzonitril (1591-33-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / dimethylformamide / 2 h / 140 - 150 °C

2: 53 percent / phenylmethanol; dimethylformamide / 2 h / Ambient temperature

In N,N-dimethyl-formamide; benzyl alcohol;

DOI:10.1021/jm00163a067

Reference yield: 74.0%

2-Benzyloxy-6-nitro-benzonitril (1591-33-9) → 2-amino-6-(benzyloxy)benzonitrile (123241-46-3)

Guidance literature:

With hydrogenchloride; tin(ll) chloride; In diethylene glycol dimethyl ether; for 1.5h; Ambient temperature;

DOI:10.1021/jm00163a067

upstream raw materials:

2,6-dinitrobenzonitrile

sodium phenyl-methanolate

1-chloro-2,6-dinitrobenzene

Downstream raw materials:

2-amino-6-(benzyloxy)benzonitrile

5-(benzyloxy)quinazoline-2,4-diamine