4'-Nitrobenzo-12-crown-4

Base Information

• Chemical Name: 4'-Nitrobenzo-12-crown-4
• CAS No.: 78554-67-3
• Molecular Formula: C12H15NO6
• Molecular Weight: 269.254
• Mol file: 78554-67-3.mol

Synonyms:4'-Nitrobenzo-12-crown-4

Chemical Property of 4'-Nitrobenzo-12-crown-4

Chemical Property:

• Melting Point: 108-109 °C(Solv: ethanol (64-17-5))
• Boiling Point: 417.2±45.0 °C(Predicted)
• PSA: 82.74000
• Density: 1.231±0.06 g/cm3(Predicted)
• LogP: 1.92240

Purity/Quality:

NLT 98% ^*data from raw suppliers

4'-Nitrobenzo-12-crown-4 99.24% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4'-Nitrobenzo-12-crown-4

There total 8 articles about 4'-Nitrobenzo-12-crown-4 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: 93.0%

benzo-12-crown-4 (14174-08-4) → 2-nitro-6,7,9,10,12,13-hexahydro-5,8,11,14-tetraoxabenzocyclododecene (78554-67-3)

Guidance literature:

With nitric acid; In chloroform; acetic acid; at 20 ℃; for 6h;

DOI:10.1246/bcsj.75.1527

Reference yield: 55.0%

benzo-12-crown-4 (14174-08-4) → 2-nitro-6,7,9,10,12,13-hexahydro-5,8,11,14-tetraoxabenzocyclododecene (78554-67-3) + 4',5'-dinitro-B12C4

Guidance literature:

With potassium nitrate; at 40 ℃;

DOI:10.1023/A:1017530731688

Reference yield:

triethylene glycol di-(p-toluenesulfonate) (19249-03-7) → 2-nitro-6,7,9,10,12,13-hexahydro-5,8,11,14-tetraoxabenzocyclododecene (78554-67-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrabutylammomium bromide; sodium hydroxide / toluene; water / 0.5 h / 50 - 60 °C

1.2: 6 h / Reflux

2.1: acetic acid; nitric acid / chloroform / 24 h / 20 °C / Cooling with ice

With tetrabutylammomium bromide; nitric acid; acetic acid; sodium hydroxide; In chloroform; water; toluene;

upstream raw materials:

benzo-12-crown-4

benzene-1,2-diol

1,2-bis(2-chloroethoxy)ethane

triethylene glycol di-(p-toluenesulfonate)

Downstream raw materials:

2-{2-[2-(2-Methylamino-5-nitro-phenoxy)-ethoxy]-ethoxy}-ethanol

(2-{2-[2-(2-iodo-ethoxy)-ethoxy]-ethoxy}-4-nitro-phenyl)-methyl-amine

(2-{2-[2-(2-chloro-ethoxy)-ethoxy]-ethoxy}-4-nitro-phenyl)-methyl-amine