2-Nitro-3-pentanol

Base Information

• Chemical Name: 2-Nitro-3-pentanol
• CAS No.: 20575-40-0
• Molecular Formula: C5H11NO3
• Molecular Weight: 133.15
• Hs Code.: 2905590090
• NSC Number: 17682
• DSSTox Substance ID: DTXSID70280615
• Nikkaji Number: J462.232D
• Mol file: 20575-40-0.mol

Synonyms:2-nitro-3-pentanol;2-nitropentan-3-ol;20575-40-0;NSC17682;NSC 17682;4-nitro-3-pentanol;2-nitro-pentan-3-ol;SCHEMBL6341155;DTXSID70280615;NSC-17682;AKOS006327133;FT-0672811;J-013428

Chemical Property of 2-Nitro-3-pentanol

Chemical Property:

• Vapor Pressure: 0.0314mmHg at 25°C
• Boiling Point: 87-94°C@11mmHg.
• Flash Point: 94.3°C
• PSA: 66.05000
• Density: 1.09g/cm³
• LogP: 0.94570
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 133.07389321
• Heavy Atom Count: 9
• Complexity: 98.9

Purity/Quality:

97% ^*data from raw suppliers

2-NITROPENTAN-3-OL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C(C)[N+](=O)[O-])O
• Uses: 2-Nitro-3-pentanol (cas# 20575-40-0) is a compound useful in organic synthesis.

Technology Process of 2-Nitro-3-pentanol

There total 2 articles about 2-Nitro-3-pentanol 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: 93.0%

Nitroethane (79-24-3) + propionaldehyde (123-38-6) → 2-nitropentan-3-ol (20575-40-0,138668-19-6,138668-26-5)

Guidance literature:

With potassium fluoride; In tetrahydrofuran; isopropyl alcohol;

DOI:10.1021/ja991814m

Reference yield:

→ 2-nitropentan-3-ol (20575-40-0,138668-19-6,138668-26-5)

Guidance literature:

DOI:10.1139/v73-424 DOI:10.1246/bcsj.41.1444

Reference yield:

2-nitropentan-3-ol (20575-40-0,138668-19-6,138668-26-5) → 1,4-bis<5-<2,8,12,18-tetraethyl-15-(2,5-dimethoxyphenyl)-3,7,13,17-tetramethylporphyrinyl>>benzene (108895-19-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 89 percent / concd. H₂SO₄ / 1 h

2: DBU / tetrahydrofuran; propan-2-ol / 4 h / Ambient temperature

3: 91 percent / concd. HCl / ethanol / 10 h / Heating

4: 93.4 percent / NaOH / ethane-1,2-diol / 0.75 h / Heating

5: 1.) perchloric acid, 2.) o-chloranil / 1.) THF, methanol, 2.) chloroform, 20 min

With hydrogenchloride; sodium hydroxide; perchloric acid; o-tetrachloroquinone; sulfuric acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; ethanol; ethylene glycol; isopropyl alcohol;

DOI:10.1021/ja00181a038

upstream raw materials:

Nitroethane

propionaldehyde

Downstream raw materials:

2-Nitro-3-pentanone

3-ethyl-4-methyl-2-(p-toluenesulfonyl)-1H-pyrrole

5-bromo-4-methyl-3-ethyl-2-tosyl-pyrrole

4-ethyl-3-methyl-5-(p-toluenesulfonyl)-1,5-dihydro-1H-pyrrolin-2-one

Refernces

• 1、 Kancharla, Papireddy,Reynolds, Kevin A.. "Synthesis of 2,2′-bipyrrole-5-carboxaldehydes and their application in the synthesis of B-ring functionalized prodiginines and tambjamines". . p. 8375 - 8385. Retrieved 2013/09/02.
• 2、 Desai, Uday V.,Pore,Mane,Solabannavar,Wadgaonkar. "Potassium Phosphate Catalyzed Nitroaldol Reaction". . p. 19 - 24. Retrieved 2007/10/03.