3-Nitro-2-butanol

Base Information

• Chemical Name: 3-Nitro-2-butanol
• CAS No.: 6270-16-2
• Molecular Formula: C4H9 N O3
• Molecular Weight: 119.12
• European Community (EC) Number: 228-447-9
• NSC Number: 33811,17679
• DSSTox Substance ID: DTXSID20978318
• Nikkaji Number: J211.503D
• Mol file: 6270-16-2.mol

Synonyms:3-Nitro-2-butanol;6270-16-2;3-Nitrobutan-2-ol;2-Butanol, 3-nitro-;2-Nitrobutan-3-ol;CCRIS 5049;EINECS 228-447-9;BRN 1751713;4-01-00-01583 (Beilstein Handbook Reference);NSC17679;3-nitro-butan-2-ol;SCHEMBL1980632;DTXSID20978318;NSC33811;NSC 17679;NSC 33811;NSC-17679;NSC-33811;AKOS015916732;LS-46586;FT-0636054;E80400

Chemical Property of 3-Nitro-2-butanol

Chemical Property:

• Vapor Pressure: 0.0432mmHg at 25°C
• Melting Point: 21.25°C (estimate)
• Refractive Index: n20/D 1.441(lit.)
• Boiling Point: 55 °C0.5 mm Hg(lit.)
• PKA: 7.36±0.19(Predicted)
• Flash Point: 196 °F
• PSA: 66.05000
• Density: 1.1 g/mL at 25 °C(lit.)
• LogP: 0.55560
• XLogP3: 0.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 119.058243149
• Heavy Atom Count: 8
• Complexity: 87.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Nitro-2-butanol, mixture of isomers 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C)O)[N+](=O)[O-]
• Uses: 3-Nitro-2-butanol was used to study the mechanism of oxidation of methylethylketoxime and acetoxime in the liver microsomes from rats, mice and humans.

Technology Process of 3-Nitro-2-butanol

There total 7 articles about 3-Nitro-2-butanol 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: 85.0%

Nitroethane (79-24-3) + acetaldehyde (75-07-0,9002-91-9) → 3-nitrobutan-2-ol (6270-16-2)

Guidance literature:

With 2C₁₀H₇NO₅^(2-)*3CH₃NO*H⁽¹⁺⁾*Sm⁽³⁺⁾; In water; at 70 ℃; for 36h; Catalytic behavior;

DOI:10.1039/c5ce01456e

Reference yield: 54.0%

Nitroethane (79-24-3) + ethanol (64-17-5) → 3-nitrobutan-2-ol (6270-16-2)

Guidance literature:

With potassium fluoride; In isopropyl alcohol; at 20 ℃; for 10h;

DOI:10.1081/SCC-120003151

Reference yield:

propionaldehyde (123-38-6) + 1-Nitropropane (108-03-2) → 3-nitrobutan-2-ol (6270-16-2) + 3-nitro-pentan-2-ol (5447-99-4)

Guidance literature:

With potassium hydroxide; Triton X-405; In water; at 60 ℃; for 2h;

upstream raw materials:

Nitroethane

acetaldehyde

diethyl ether

butene-2

Downstream raw materials:

(+/-)-tert-butyl (3-hydroxybutan-2-yl)carbamate

Nitroethane

acetaldehyde

2-nitro-but-2-ene

Refernces

• 1、 Bosica, Giovanna,Polidano, Kurt. "Solvent-Free Henry and Michael Reactions with Nitroalkanes Promoted by Potassium Carbonate as a Versatile Heterogeneous Catalyst". . . Retrieved 2017/07/11.
• 2、 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.