3,3'''-Bis(bromomethyl)-5,5'''-dimethyl-2,2',2'',2'''-tetraethoxy-5'-(2,4,6-trinitroanilino)-1,1':3',1'':3'',1'''-quaterphenyl

Base Information

• Chemical Name: 3,3'''-Bis(bromomethyl)-5,5'''-dimethyl-2,2',2'',2'''-tetraethoxy-5'-(2,4,6-trinitroanilino)-1,1':3',1'':3'',1'''-quaterphenyl
• CAS No.: 122110-94-5
• Molecular Formula: C₄₂H₄₂Br₂N₄O₁₀
• Molecular Weight: 922.624
• Mol file: 122110-94-5.mol

Synonyms:3,3'''-Bis(bromomethyl)-5,5'''-dimethyl-2,2',2'',2'''-tetraethoxy-5'-(2,4,6-trinitroanilino)-1,1':3',1'':3'',1'''-quaterphenyl

Chemical Property of 3,3'''-Bis(bromomethyl)-5,5'''-dimethyl-2,2',2'',2'''-tetraethoxy-5'-(2,4,6-trinitroanilino)-1,1':3',1'':3'',1'''-quaterphenyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,3'''-Bis(bromomethyl)-5,5'''-dimethyl-2,2',2'',2'''-tetraethoxy-5'-(2,4,6-trinitroanilino)-1,1':3',1'':3'',1'''-quaterphenyl

There total 10 articles about 3,3'''-Bis(bromomethyl)-5,5'''-dimethyl-2,2',2'',2'''-tetraethoxy-5'-(2,4,6-trinitroanilino)-1,1':3',1'':3'',1'''-quaterphenyl 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: 95.0%

3,3'''-Bis(ethoxymethyl)-5,5'''-dimethyl-2,2',2'',2'''-tetraethoxy-5'-(2,4,6-trinitroanilino)-1,1':3',1'':3'',1'''-quaterphenyl (122110-93-4) → 3,3'''-Bis(bromomethyl)-5,5'''-dimethyl-2,2',2'',2'''-tetraethoxy-5'-(2,4,6-trinitroanilino)-1,1':3',1'':3'',1'''-quaterphenyl (122110-94-5)

Guidance literature:

With hydrogen bromide; In chloroform; for 0.333333h;

DOI:10.1021/ja00198a053

Reference yield:

2-bromo-6-(hydroxymethyl)-4-methyl-phenol (43135-49-5) → 3,3'''-Bis(bromomethyl)-5,5'''-dimethyl-2,2',2'',2'''-tetraethoxy-5'-(2,4,6-trinitroanilino)-1,1':3',1'':3'',1'''-quaterphenyl (122110-94-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) NaH / 1.) THF, 0 deg C, 2.) reflux, 18 h

2: 1.) BuLi, trimethyl borate, 2.) 2M aq. Na₂CO₃ / 2.) tetrakis(triphenylphosphine)palladium / 1.) THF, hexane, -78 deg C, 8 min; -78 deg C, 30 min; -78 deg C to 0 deg C, 45 min, 2.) EtOH, benzene, reflux, 8 h

3: 78 percent / 1N aq. NaOH, Fe(CO)5 / benzene / 8 h / 25 °C

4: 92 percent / NaHCO₃ / methanol / 4 h / 25 °C

5: 95 percent / HBr / CHCl₃ / 0.33 h

With sodium hydroxide; n-butyllithium; iron pentacarbonyl; Trimethyl borate; hydrogen bromide; sodium hydride; sodium hydrogencarbonate; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; chloroform; benzene;

DOI:10.1021/ja00198a053

Reference yield:

2-Bromo-6-(ethoxymethyl)-4-methylethoxybenzene (122110-86-5) → 3,3'''-Bis(bromomethyl)-5,5'''-dimethyl-2,2',2'',2'''-tetraethoxy-5'-(2,4,6-trinitroanilino)-1,1':3',1'':3'',1'''-quaterphenyl (122110-94-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) BuLi, trimethyl borate, 2.) 2M aq. Na₂CO₃ / 2.) tetrakis(triphenylphosphine)palladium / 1.) THF, hexane, -78 deg C, 8 min; -78 deg C, 30 min; -78 deg C to 0 deg C, 45 min, 2.) EtOH, benzene, reflux, 8 h

2: 78 percent / 1N aq. NaOH, Fe(CO)5 / benzene / 8 h / 25 °C

3: 92 percent / NaHCO₃ / methanol / 4 h / 25 °C

4: 95 percent / HBr / CHCl₃ / 0.33 h

With sodium hydroxide; n-butyllithium; iron pentacarbonyl; Trimethyl borate; hydrogen bromide; sodium hydrogencarbonate; sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; chloroform; benzene;

DOI:10.1021/ja00198a053

upstream raw materials:

3,3'''-Bis(ethoxymethyl)-5,5'''-dimethyl-2,2',2'',2'''-tetraethoxy-5'-(2,4,6-trinitroanilino)-1,1':3',1'':3'',1'''-quaterphenyl

2-bromo-6-(hydroxymethyl)-4-methyl-phenol

2-Bromo-6-(ethoxymethyl)-4-methylethoxybenzene

3,3'-Diiodo-2,2'-dihydroxy-1,1'-biphenyl

Downstream raw materials:

(20R,23S)-14,29-Dimethyl-31,33,34,35-tetraethoxy-4-(2,4,6-trinitroanilino)-18,25,32-trioxahexacyclo<25.3.1.1^2,6.1^7,11.1^12,16.1^20,23>pentatriaconta-1(31),2,4,6(35),7,9,11(34),12,14,16(33),27,29-dodecaene