3-(Hydroxymethyl)-5-nitrophenol

Base Information

• Chemical Name: 3-(Hydroxymethyl)-5-nitrophenol
• CAS No.: 180628-74-4
• Molecular Formula: C7H7NO4
• Molecular Weight: 169.137
• Hs Code.: 2908999090
• DSSTox Substance ID: DTXSID40570979
• Wikidata: Q82458554
• Mol file: 180628-74-4.mol

Synonyms:3-(Hydroxymethyl)-5-nitrophenol;180628-74-4;Benzenemethanol, 3-hydroxy-5-nitro-;SCHEMBL11025268;DTXSID40570979;AMY41621;MFCD11870181;AKOS016842532;DS-14189;CS-0157692;O10886

Chemical Property of 3-(Hydroxymethyl)-5-nitrophenol

Chemical Property:

• PSA: 86.28000
• LogP: 1.31590
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 169.03750770
• Heavy Atom Count: 12
• Complexity: 167

Purity/Quality:

97% ^*data from raw suppliers

3-(hydroxymethyl)-5-nitrophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1[N+](=O)[O-])O)CO

Technology Process of 3-(Hydroxymethyl)-5-nitrophenol

There total 3 articles about 3-(Hydroxymethyl)-5-nitrophenol 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: 94.0%

3-hydroxy-5-nitrobenzoic acid (78238-14-9) → 3-hydroxy-5-nitrobenzyl alcohol (180628-74-4)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/chem.202003471

Reference yield:

3,5-dinitrobenzoic acid (99-34-3) → 3-hydroxy-5-nitrobenzyl alcohol (180628-74-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / hexamethylphosphoric acid triamide / 20 h / 85 °C

2: 95 percent / AcOH; HBr / 20 h / Heating

3: 79 percent / NaBH₄; I₂ / tetrahydrofuran / 6 h / 20 °C

With sodium tetrahydroborate; hydrogen bromide; iodine; acetic acid; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;

DOI:10.1021/ja051430y

Reference yield:

3-methoxy-5-nitrobenzoic acid (78238-12-7) → 3-hydroxy-5-nitrobenzyl alcohol (180628-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / AcOH; HBr / 20 h / Heating

2: 79 percent / NaBH₄; I₂ / tetrahydrofuran / 6 h / 20 °C

With sodium tetrahydroborate; hydrogen bromide; iodine; acetic acid; In tetrahydrofuran;

DOI:10.1021/ja051430y

upstream raw materials:

3-hydroxy-5-nitrobenzoic acid

3,5-dinitrobenzoic acid

3-methoxy-5-nitrobenzoic acid

Downstream raw materials:

[3-(benzyloxy)-5-nitrophenyl]methanol

Non-8-enoic acid [3-benzyloxy-5-((Z)-4-methyl-deca-3,9-dienyl)-phenyl]-amide

ethyl 3-[3-(benzyloxy)-5-nitrophenyl]propanoate

(E)-ethyl 3-[3-(benzyloxy)-5-nitrophenyl]acrylate