2-Benzyloxy-6-nitromethylcyanobenzene

Base Information

• Chemical Name: 2-Benzyloxy-6-nitromethylcyanobenzene
• CAS No.: 79966-73-7
• Molecular Formula: C15H12N2O3
• Molecular Weight: 268.272
• DSSTox Substance ID: DTXSID30698474
• Wikidata: Q82628700
• Mol file: 79966-73-7.mol

Synonyms:79966-73-7;2-BENZYLOXY-6-NITROMETHYLCYANOBENZENE;2-(nitromethyl)-6-phenylmethoxybenzonitrile;Benzeneacetonitrile,2-nitro-6-(phenylmethoxy)-;2-(benzyloxy)-6-(nitromethyl)benzonitrile;DTXSID30698474

Chemical Property of 2-Benzyloxy-6-nitromethylcyanobenzene

Chemical Property:

• Boiling Point: 449.774 °C at 760 mmHg
• Flash Point: 225.815 °C
• PSA: 78.84000
• Density: 1.264 g/cm³
• LogP: 3.43718
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 268.08479225
• Heavy Atom Count: 20
• Complexity: 365

Purity/Quality:

99% ^*data from raw suppliers

(2-BENZYLOXY-6-NITRO)-PHENACETONITRILE 95.00% ^*data from reagent 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)C[N+](=O)[O-]

Technology Process of 2-Benzyloxy-6-nitromethylcyanobenzene

There total 3 articles about 2-Benzyloxy-6-nitromethylcyanobenzene 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: 63.0%

3-(benzyloxy)nitrobenzol (24318-00-1) + (4-chlorophenoxy)acetonitrile (3598-13-8) → 2-(2-benzyloxy-6-nitrophenyl)acetonitrile (79966-73-7)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at -20 - -10 ℃; for 0.5h;

Reference yield:

meta-nitrophenol (554-84-7) → 2-(2-benzyloxy-6-nitrophenyl)acetonitrile (79966-73-7)

Guidance literature:

Multi-step reaction with 2 steps

1: anhydrous K₂CO₃ / dimethylformamide

2: 63 percent / tBuOK / dimethylformamide / 0.5 h / -20 - -10 °C

With potassium tert-butylate; potassium carbonate; In N,N-dimethyl-formamide;

Reference yield:

benzyl chloride (100-44-7) → 2-(2-benzyloxy-6-nitrophenyl)acetonitrile (79966-73-7)

Guidance literature:

Multi-step reaction with 2 steps

1: anhydrous K₂CO₃ / dimethylformamide

2: 63 percent / tBuOK / dimethylformamide / 0.5 h / -20 - -10 °C

With potassium tert-butylate; potassium carbonate; In N,N-dimethyl-formamide;

upstream raw materials:

3-(benzyloxy)nitrobenzol

(4-chlorophenoxy)acetonitrile

meta-nitrophenol

benzyl chloride

Downstream raw materials:

1H-indol-4-ol

Refernces

• 1、 Makosza, Mieczyslaw,Danikiewicz, Witold,Wojciechowski, Krzysztof. "Reactions of Organic Anions, 147.- Simple and General Synthesis of Hydroxy- and Methoxyindoles via Vicarious Nucleophilic Substitution of Hydrogen". . p. 203 - 208. Retrieved 2007/10/02.