1,1-Dinitroethane

Base Information

• Chemical Name: 1,1-Dinitroethane
• CAS No.: 600-40-8
• Molecular Formula: C2H4N2O4
• Molecular Weight: 120.065
• European Community (EC) Number: 684-723-2
• NSC Number: 16150
• UNII: 5CTY3X4E7X
• DSSTox Substance ID: DTXSID80208704
• Nikkaji Number: J53.953H
• Wikidata: Q83082835
• Mol file: 600-40-8.mol

Synonyms:1,1-DINITROETHANE;600-40-8;Ethane, 1,1-dinitro-;1,1-dinitro-ethane;NSC 16150;BRN 1758537;5CTY3X4E7X;NSC-16150;1,1-Dinitroethane (dry) [Forbidden];4-01-00-00174 (Beilstein Handbook Reference);Dinitroethane;NSC16150;1,1-Dinitroethane (dry);UNII-5CTY3X4E7X;WLN: WNY1&NW;SCHEMBL828673;DTXSID80208704;AKOS006346527;NCGC00160582-01;LS-65509

Chemical Property of 1,1-Dinitroethane

Chemical Property:

• Melting Point: 39.5°C (estimate)
• Refractive Index: 1.4468 (estimate)
• Boiling Point: 185.5°Cat760mmHg
• PKA: pK1:5.21 (25°C)
• Flash Point: 79°C
• PSA: 91.64000
• Density: 1.372g/cm³
• LogP: 0.93220
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 120.01710661
• Heavy Atom Count: 8
• Complexity: 96.2

Purity/Quality:

99%, ^*data from raw suppliers

1,1-Dinitroethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC([N+](=O)[O-])[N+](=O)[O-]

Technology Process of 1,1-Dinitroethane

There total 60 articles about 1,1-Dinitroethane 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: 89.0%

1,1-dinitrobromoethane (5432-38-2) → 1,1-dinitroethane (600-40-8)

Guidance literature:

With sodium thiophenolate; In N,N-dimethyl-formamide; Irradiation;

DOI:10.1016/S0040-4039(01)90375-2

Reference yield: 79.0%

nitroform potassium salt + methyl iodide (74-88-4) → 1,1-dinitroethane (600-40-8) + 1,1,1-trinitroethane (595-86-8)

Guidance literature:

15-crown-5; at 20 ℃; Yield given;

DOI:10.1007/BF00961495

Reference yield: 60.0%

Nitroethane (79-24-3) → 1,1-dinitroethane (600-40-8)

Guidance literature:

With sodium hydroxide; sodium persulfate; potassium hexacyanoferrate(III); sodium nitrite; In dichloromethane; at 25 ℃; for 1h;

DOI:10.1021/jo00210a600

upstream raw materials:

piperidine

diethyl ether

1,1-dinitrobromoethane

2-acetylpropanoic acid ethyl ester

Downstream raw materials:

tris(formylamino)methane

Tris-(aethoxycarbonylamino)-methan

(1-Ethoxycarbonylamino-2,2-dinitro-propyl)-carbamic acid ethyl ester

ammonia

Refernces

• 1、 Hawthorne. "". . p. 4980,4981. Retrieved 1956.
• 2、 Petrova,Shcherbinin,Bazanov,Tselinskii. "Oxidative nitration of mononitroalkanes in a system sodium nitrite-polyhaloalkane". . p. 646 - 651. Retrieved 2008/02/08.