2-(3-Methoxy-4-nitrophenyl)ethanol

Base Information

• Chemical Name: 2-(3-Methoxy-4-nitrophenyl)ethanol
• CAS No.: 168766-15-2
• Molecular Formula: C9H11NO4
• Molecular Weight: 197.191
• Hs Code.: 2909499000
• DSSTox Substance ID: DTXSID90587855
• Wikidata: Q82480338
• Mol file: 168766-15-2.mol

Synonyms:2-(3-Methoxy-4-nitrophenyl)ethanol;168766-15-2;3-METHOXY-4-NITRO-BENZENEETHANOL;2-(3-METHOXY-4-NITROPHENYL)ETHAN-1-OL;SCHEMBL8867665;DTXSID90587855;AB70408;DB-346076

Chemical Property of 2-(3-Methoxy-4-nitrophenyl)ethanol

Chemical Property:

• PSA: 75.28000
• LogP: 1.66140
• Storage Temp.: 2-8°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 197.06880783
• Heavy Atom Count: 14
• Complexity: 192

Purity/Quality:

≥99% ^*data from raw suppliers

2-(3-Methoxy-4-nitrophenyl)ethanol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)CCO)[N+](=O)[O-]

Technology Process of 2-(3-Methoxy-4-nitrophenyl)ethanol

There total 5 articles about 2-(3-Methoxy-4-nitrophenyl)ethanol 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%

2-(3-methoxy-4-nitrophenyl)acetic acid (5803-22-5) → 2-(3-methoxy-4-nitrophenyl)ethanol (168766-15-2)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 25 ℃; for 2.5h;

DOI:10.1021/jm070336k

Reference yield: 79.0%

methyl 2-(3-methoxy-4-nitrophenyl)acetate (162663-13-0) → 2-(3-methoxy-4-nitrophenyl)ethanol (168766-15-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere; Cooling with ice;

Reference yield:

3-methoxyphenylacetonitrile (19924-43-7) → 2-(3-methoxy-4-nitrophenyl)ethanol (168766-15-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 32 percent / trifluoroacetic anhydride; tetra-n-butylammonium nitrate; 18-crown-6 / CH₂Cl₂ / 1.5 h / 20 °C

2: aq. HCl / 3.5 h / 100 °C

3: 94 percent / BH₃*THF / tetrahydrofuran / 2.5 h / 0 - 25 °C

With hydrogenchloride; borane-THF; 18-crown-6 ether; tetrabutylammonium nitrate; trifluoroacetic anhydride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm070336k

upstream raw materials:

2-(3-methoxy-4-nitrophenyl)acetic acid

3-methoxyphenylacetonitrile

(3-Methoxy-4-nitro-phenyl)-acetonitrile

4-fluoro-2-methoxy-1-nitrobenzene

Downstream raw materials:

2-[2-(3-methoxy-4-nitrophenyl)ethoxy]tetrahydro-2H-pyran

C₂₉H₂₆N₂O₁₀

ethyl ({2-methoxy-4-[2-({5-hydroxy-2-[(4-methoxybenzylamino)carbonyl]-4-oxo-4H-chromen-7-yl}oxy)ethyl]phenyl}amino)(oxo)acetate

ethyl 7-[2-(3-methoxy-4-{[ethoxy(oxo)acetyl]amino}phenyl)ethoxy]-5-hydroxy-4-oxo-4H-chromene-2-carboxylate