(S)-1-(2-Nitrophenyl)ethanol

Base Information

• Chemical Name: (S)-1-(2-Nitrophenyl)ethanol
• CAS No.: 80379-10-8
• Molecular Formula: C₈H₉NO₃
• Molecular Weight: 167.164
• European Community (EC) Number: 964-288-8
• Nikkaji Number: J2.095.677A
• Mol file: 80379-10-8.mol

Synonyms:(S)-1-(2-Nitrophenyl)ethanol;80379-10-8;(1S)-1-(2-nitrophenyl)ethanol;(1S)-1-(2-nitrophenyl)ethan-1-ol;SCHEMBL2065608;AKOS012670012;EN300-85778

Chemical Property of (S)-1-(2-Nitrophenyl)ethanol

Chemical Property:

• Boiling Point: 319.0±17.0 °C(Predicted)
• PKA: 13.84±0.20(Predicted)
• Density: 1.263
• 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:

98%Min ^*data from raw suppliers

(1S)-1-(2-nitrophenyl)ethan-1-ol ^*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
• Isomeric SMILES: C[C@@H](C1=CC=CC=C1[N+](=O)[O-])O

Technology Process of (S)-1-(2-Nitrophenyl)ethanol

There total 32 articles about (S)-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:

O-1-(2-nitrophenyl)ethyl-O'-tert-butyl-N,N-diethyl phosphoramidite

2-(4-chlorophenyl)-4-methylquinoline

4-methyl-2-phenylquinoline

2-(4-bromophenyl)-4-methylquinoline

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.