2-Nitro-p-xylene-alpha,alpha'-diol

Base Information

• Chemical Name: 2-Nitro-p-xylene-alpha,alpha'-diol
• CAS No.: 23222-97-1
• Molecular Formula: C₈H₉NO₄
• Molecular Weight: 183.164
• Hs Code.: 2906299090
• European Community (EC) Number: 245-503-8
• UNII: 68D3YD7DF4
• DSSTox Substance ID: DTXSID70177798
• Nikkaji Number: J208.807J
• Wikidata: Q83048146
• Mol file: 23222-97-1.mol

Synonyms:23222-97-1;2-Nitro-p-xylylene Glycol;(2-Nitro-1,4-phenylene)dimethanol;2-Nitro-p-xylene-alpha,alpha'-diol;1,4-benzenedimethanol, 2-nitro-;[4-(hydroxymethyl)-3-nitrophenyl]methanol;EINECS 245-503-8;68D3YD7DF4;2-Nitro-1,4-benzenedimethanol;UNII-68D3YD7DF4;SCHEMBL1589851;1,4-Benzenedimethanol,2-nitro-;DTXSID70177798;MFCD00024286;(2-nitrobenzene-1,4-diyl)dimethanol;AKOS015833506;2-Nitro-p-xylylene Glycol, >/=95%;p-Xylene-alpha,alpha'-diol, 2-nitro-;AS-60568;CS-0182167;FT-0638306;N0519;T72118;[4-(HYDROXYMETHYL)-2-NITROPHENYL]METHANOL;A878304

Chemical Property of 2-Nitro-p-xylene-alpha,alpha'-diol

Chemical Property:

• Melting Point: 95 °C
• Boiling Point: 398.1°Cat760mmHg
• PKA: 13.73±0.10(Predicted)
• Flash Point: 180.2°C
• PSA: 86.28000
• Density: 1.42g/cm³
• LogP: 1.10260
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 0
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 183.05315777
• Heavy Atom Count: 13
• Complexity: 180

Purity/Quality:

97% ^*data from raw suppliers

2-Nitro-p-xylylene Glycol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1CO)[N+](=O)[O-])CO
• Uses: 2-Nitro-p-xylylene Glycol is used as a reactant in the synthesis of furylsulfonamides as EP1 receptor antagonists.

Technology Process of 2-Nitro-p-xylene-alpha,alpha'-diol

There total 2 articles about 2-Nitro-p-xylene-alpha,alpha'-diol 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: 92.0%

2-nitroterephthalic acid (610-29-7) → (2-nitro-1,4-phenylene)dimethanol (23222-97-1)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 40 ℃; for 19h;

DOI:10.1016/j.tetlet.2005.09.077

Reference yield:

dimethyl 2-nitroterephthalate (5292-45-5) → (2-nitro-1,4-phenylene)dimethanol (23222-97-1)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol / 5 h / 60 °C

2: dimethylsulfide borane complex / tetrahydrofuran / 18 h / 0 - 40 °C / Inert atmosphere

With dimethylsulfide borane complex; sodium hydroxide; In tetrahydrofuran; methanol;

DOI:10.1021/acs.jmedchem.6b01063

Reference yield: 84.0%

(2-nitro-1,4-phenylene)dimethanol (23222-97-1) → 2-amino-p-xylylene glycol

Guidance literature:

With sodium tetrahydroborate; cobalt sulfide; In ethanol; at 20 ℃; for 1h; Sonication;

DOI:10.1016/j.tetlet.2014.08.068

upstream raw materials:

2-nitroterephthalic acid

dimethyl 2-nitroterephthalate