1-(2-Nitrophenyl)ethanol

Base Information

• Chemical Name: 1-(2-Nitrophenyl)ethanol
• CAS No.: 3205-25-2
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.164
• Hs Code.: 2906299090
• European Community (EC) Number: 830-342-3
• NSC Number: 47195
• Nikkaji Number: J695.550I
• Mol file: 3205-25-2.mol

Synonyms:1-(2-nitrophenyl)ethanol

Chemical Property of 1-(2-Nitrophenyl)ethanol

Chemical Property:

• Vapor Pressure: 0.000145mmHg at 25°C
• Melting Point: 40-41℃
• Refractive Index: 1.5572 (589.3 nm 20℃)
• Boiling Point: 106-107°C 1mmHg.
• PKA: 13.84±0.20(Predicted)
• Flash Point: 143.4°C
• PSA: 66.05000
• Density: 1.2300 g/cm3 (20 ºC)
• LogP: 2.17130
• Storage Temp.: Refrigerator
• Solubility.: Dichloromethane, Ether, Ethyl Acetate, Methanol
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 167.058243149
• Heavy Atom Count: 12
• Complexity: 166

Purity/Quality:

99.5% ^*data from raw suppliers

rac-1-(2-Nitrophenyl)ethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1[N+](=O)[O-])O
• Uses: (R,S)-1-(2-Nitrophenyl)ethanol (cas# 3205-25-2) is a compound useful in organic synthesis.

Technology Process of 1-(2-Nitrophenyl)ethanol

There total 32 articles about 1-(2-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: 99.0%

2-acetylnitrobenzene (577-59-3) → (S)-1-(2-nitrophenyl)ethanol (3205-25-2,108530-03-6,142631-59-2,80379-10-8)

Guidance literature:

With D-glucose; In aq. phosphate buffer; at 25 ℃; for 24h; pH=7.0; stereoselective reaction;

DOI:10.3390/md16020062

Reference yield: 92.0%

methyltriisopropoxytitanium(IV) (18006-13-8) + 2-nitro-benzaldehyde (552-89-6) → 1-(2-nitrophenyl)ethan-1-ol (80379-10-8,108530-03-6,142631-59-2,3205-25-2)

Guidance literature:

In tetrahydrofuran; at -50 ℃; for 4h;

DOI:10.1002/hlca.19800630839

Reference yield: 89.0%

2-nitro(ethylbenzene) (612-22-6) → (R)-(-)-1-(2-nitrophenyl)-1-ethanol (3205-25-2,80379-10-8,142631-59-2,108530-03-6)

Guidance literature:

With C₂₆H₃₆IN₃O₂Si; 3-chloro-benzenecarboperoxoic acid; sodium bromide; copper(I) bromide; In acetonitrile; at 20 ℃; for 14h; enantioselective reaction; Irradiation;

DOI:10.1021/acscatal.0c02321

upstream raw materials:

1-Phenylethanol

acetic anhydride

2-acetylnitrobenzene

o-(trimethylsilyl)nitrobenzene

Downstream raw materials:

N-<<(2-nitrophenyl)-1-methylmethoxy>carbonyl>octadecylamine

chloro-acetic acid 1-(2-nitro-phenyl)-ethyl ester

nicotinic acid 1-(2-nitrophenyl)ethyl ester

C₁₉H₂₃NO₁₀

Refernces

• 1、 -. "Preparation method of o-nitrobenzaldehyde". Paragraph 0055-0059; 0062-0064. . Retrieved 2021/12/07.
• 2、 Giesler, Markus,Guder, Marian,Hartmann, Laura,Mantel, Marvin,Pietruszka, J?rg,Rüthlein, Elisabeth. "Lewis Base–Br?nsted Acid–Enzyme Catalysis in Enantioselective Multistep One-Pot Syntheses". supporting information. p. 16700 - 16706. Retrieved 2021/05/07.