(4,4'-dinitro-[1,1'-biphenyl]-2,2'-diyl)dimethanol

Base Information

• Chemical Name: (4,4'-dinitro-[1,1'-biphenyl]-2,2'-diyl)dimethanol
• CAS No.: 5047-02-9
• Molecular Formula: C14H12N2O6
• Molecular Weight: 304.25
• Mol file: 5047-02-9.mol

Synonyms:(4,4'-dinitro-[1,1'-biphenyl]-2,2'-diyl)dimethanol;2,2'-bis(hydroxymethyl)-4,4'-dinitro-1,1'-biphenyl;4,4'-Dinitro-[1,1'-biphenyl]-2,2'-dimethanol

Chemical Property of (4,4'-dinitro-[1,1'-biphenyl]-2,2'-diyl)dimethanol

Chemical Property:

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4,4'-dinitro-[1,1'-biphenyl]-2,2'-diyl)dimethanol

There total 4 articles about (4,4'-dinitro-[1,1'-biphenyl]-2,2'-diyl)dimethanol 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: 80.0%

dimethyl 4,4’-dinitro-2,2’-biphenyldicarboxylate (23305-76-2) → 4,4’-dinitro-1,1‘-biphenyl-2,2’-dimethanol (5047-02-9)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; at 0 ℃; for 24h; Reflux;

DOI:10.1002/chem.201806435

Reference yield:

4,4'-dinitrodiphenic acid (20246-81-5) → 4,4’-dinitro-1,1‘-biphenyl-2,2’-dimethanol (5047-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / conc. H₂SO₄ / 12 h / Heating

2: 70 percent / LiBH₄ / diethyl ether / 16 h / Ambient temperature

With lithium borohydride; sulfuric acid; In diethyl ether;

DOI:10.1016/0040-4020(96)00044-0

Reference yield:

diphenic acid (863305-32-2) → 4,4’-dinitro-1,1‘-biphenyl-2,2’-dimethanol (5047-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid; nitric acid / 24 h / -15 - 20 °C

2: borane-THF / tetrahydrofuran / 20 h / 25 °C

With borane-THF; sulfuric acid; nitric acid; In tetrahydrofuran;

upstream raw materials:

dimethyl 4,4’-dinitro-2,2’-biphenyldicarboxylate

4,4'-dinitrodiphenic acid

diphenic acid

Downstream raw materials:

4-{(1E)-3-[(2’-{[(3E)-4-(4-{[4-(3-nitrilepropoxy)benzoyl]oxy}phenyl)-2-oxobut-3-enyl]oxy}-4,4’-dinitro-1,1-biphenyl-2-yl)methoxy]-3-oxoprop-1-enyl}phenyl 4-(3-nitrilepropoxy)benzoate

[4,4'-dinitro-2'-({[(2E)-3-(4-{difluoro[4-(4,4,4-trifluorobutoxy)phenyl]methoxy}phenyl)prop-2-enoyl]oxy}methyl)-1,1'-biphenyl-2-yl]methyl (2E)-3-(4-{difluoro[4-(4,4,4-trifluorobutoxy)phenyl]methoxy}phenyl)prop-2-enoate

[4,4'-diamino-2'-({[(2E)-3-(4-{difluoro[4-(4,4,4-trifluorobutoxy)phenyl]methoxy}phenyl)prop-2-enoyl]oxy}methyl)-1,1'-biphenyl-2-yl]methyl (2E)-3-(4-{difluoro[4-(4,4,4-trifluorobutoxy)phenyl]methoxy}phenyl)prop-2-enoate

[4,4'-dinitro-2'-({[(2E)-3-(4-{difluoro[4-(4,4,4-trifluorobutoxy)-phenoxy]methyl}phenyl)prop-2-enoyl]oxy}methyl)-1,1'-biphenyl-2-yl]methyl (2E)-3-(4-{difluoro[4-(4,4,4-trifluorobutoxy)phenoxy]methyl}phenyl)prop-2-enoate

Refernces

• 1、 Vergura, Stefania,Scafato, Patrizia,Belviso, Sandra,Superchi, Stefano. "Absolute Configuration Assignment from Optical Rotation Data by Means of Biphenyl Chiroptical Probes". supporting information. p. 5682 - 5690. Retrieved 2019/03/17.
• 2、 -. "PHOTOALIGNING MATERIALS". Page/Page column 83. . Retrieved 2013/04/24.