2-Nitroethanol

Base Information

• Chemical Name: 2-Nitroethanol
• CAS No.: 625-48-9
• Molecular Formula: C2H5NO3
• Molecular Weight: 91.0666
• Hs Code.: 29055910
• European Community (EC) Number: 210-895-1
• NSC Number: 16151
• DSSTox Substance ID: DTXSID8025751
• Nikkaji Number: J1.685C
• Wikidata: Q22668732
• Metabolomics Workbench ID: 130875
• ChEMBL ID: CHEMBL324774
• Mol file: 625-48-9.mol

Synonyms:2-NITROETHANOL;625-48-9;Ethanol, 2-nitro-;2-nitroethan-1-ol;2-Nitro-ethanol;beta-Nitroalcohol;beta-Nitroethanol;.beta.-Nitroethanol;CCRIS 6076;EINECS 210-895-1;MFCD00007405;NSC 16151;BRN 1633753;AI3-28038;DTXSID8025751;4-01-00-01388 (Beilstein Handbook Reference);b-Nitroethanol;NSC16151;2 NITROETHANOL;2-Nitroethanol, 97%;.beta.-Nitroethyl alcohol;MLS002152877;CHEMBL324774;DTXCID805751;HMS3039F14;Tox21_200622;AC1643;NSC-16151;AKOS009085428;AB00877;CS-W013741;LS-1502;NCGC00091621-01;NCGC00091621-02;NCGC00258176-01;CAS-625-48-9;SMR001224491;SY008757;2-Nitroethanol, purum, >=95.0% (GC);A8644;FT-0613195;N0368;EN300-23939;Q22668732

Chemical Property of 2-Nitroethanol

Chemical Property:

• Appearance/Colour: Clear yellow liquid
• Vapor Pressure: 0.12mmHg at 25°C
• Melting Point: -80 °C(lit.)
• Refractive Index: n20/D 1.445(lit.)
• Boiling Point: 193.8 °C at 760 mmHg
• PKA: 8.42±0.29(Predicted)
• Flash Point: 113.8 °C
• PSA: 66.05000
• Density: 1.267 g/cm³
• LogP: -0.22140
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: Chloroform, DMSO, Methanol (Sparingly)
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 91.026943022
• Heavy Atom Count: 6
• Complexity: 47.2

Purity/Quality:

99.9% ^*data from raw suppliers

2-Nitroethanol ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CO)[N+](=O)[O-]
• Uses: 2-Nitroethanol is an aliphatic β-nitro alcohol used as an in vivo therapeutic corneoscleral crosslinking agents with higher order nitroalcohol. It also functions as a crosslinking reagent for scieral tissue cross-linking of the eye cornea for treating keratoconus and post-surgical keratectasia.

Technology Process of 2-Nitroethanol

There total 46 articles about 2-Nitroethanol 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: 97.0%

2-methyl-2-(2-nitroethoxy)-propane (77791-00-5) → 2-nitro-1-ethanol (625-48-9)

Guidance literature:

With sodium iodide; cerium(III) chloride; In acetonitrile; at 70 ℃; for 32h;

DOI:10.1002/adsc.200505469

Reference yield: 96.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + nitromethane (75-52-5) → 2-nitro-1-ethanol (625-48-9)

Guidance literature:

With potassium carbonate; In ethanol; at 20 ℃; for 7h; Reflux; Large scale;

Reference yield: 93.5%

Carbonic acid 2-nitro-ethyl ester 2-trimethylsilanyl-ethyl ester (78687-51-1) → 2-nitro-1-ethanol (625-48-9) + ethene (74-85-1) + trimethylsilyl fluoride (420-56-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 0.166667h; deprotection of TMSEC derivat with various catalist;

DOI:10.1016/0040-4039(81)89023-5

upstream raw materials:

Iodoethanol

formaldehyd

nitromethane

formic acid

Downstream raw materials:

1-nitroethylene

2,7-anhydro-β-D-ido-Heptulopyranose

(1RS,2SR)-2-(2,2-dichloro-acetylamino)-1-(4-methoxy-phenyl)-propane-1,3-diol

2-(Benzoyloxy)-1-Nitroethane

Refernces

• 1、 -. "A process for preparing taurine (by machine translation)". Paragraph 0033-0035. . Retrieved 2017/06/09.
• 2、 Manna, Madhu Sudan,Mukherjee, Santanu. "Organocatalytic enantioselective formal C(sp2)-H alkylation". supporting information. p. 130 - 133. Retrieved 2015/01/30.