2-Bromo-2-nitropropane

Base Information

• Chemical Name: 2-Bromo-2-nitropropane
• CAS No.: 5447-97-2
• Molecular Formula: C3H6BrNO2
• Molecular Weight: 167.99
• Hs Code.: 29049095
• European Community (EC) Number: 226-668-5
• NSC Number: 17672
• DSSTox Substance ID: DTXSID10202876
• Nikkaji Number: J150.080E
• Wikidata: Q83076210
• Mol file: 5447-97-2.mol

Synonyms:2-Bromo-2-nitropropane;5447-97-2;Propane, 2-bromo-2-nitro-;EINECS 226-668-5;NSC17672;C3H6BrNO2;SCHEMBL899692;C3-H6-Br-N-O2;2-Bromo-2-nitropropane, 97%;SCHEMBL17347352;OADSZWXMXIWZSQ-UHFFFAOYSA-;DTXSID10202876;MFCD00007389;NSC 17672;NSC-17672;AKOS015912447;AS-75810;FT-0611401

Chemical Property of 2-Bromo-2-nitropropane

Chemical Property:

• Appearance/Colour: clear colorless to pale yellow liquid
• Vapor Pressure: 3.19mmHg at 25°C
• Melting Point: 33-35 °C
• Refractive Index: n20/D 1.464(lit.)
• Boiling Point: 154.4 °C at 760 mmHg
• Flash Point: 61.1 °C
• PSA: 45.82000
• Density: 1.614 g/cm³
• LogP: 1.91730
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 166.95819
• Heavy Atom Count: 7
• Complexity: 85.4

Purity/Quality:

99% ^*data from raw suppliers

2-Bromo-2-nitropropane 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2-Bromo-2-nitropropane

There total 7 articles about 2-Bromo-2-nitropropane 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: 91.0%

2-nitropropane (79-46-9) → 2-bromo-2-nitropropane (5447-97-2)

Guidance literature:

2-nitropropane; With sodium hydride; In tetrahydrofuran;

With dibromamine-B; In tetrahydrofuran; dichloromethane; at 0 ℃; for 1h;

DOI:10.1080/10426500490459768

Reference yield: 39.0%

2-nitro-2-nitrosopropane (5275-46-7) → 2-bromo-2-nitropropane (5447-97-2)

Guidance literature:

With methylene bis(oxyamine); dibromoisocyanuric acid; In dichloromethane; at 20 ℃; for 72h;

DOI:10.1007/BF00959739

Reference yield: 25.0%

lithium 2-nitropropane (3958-63-2) + 2,4-dibromo-2,4-dinitropentane → 2-bromo-2-nitropropane (5447-97-2) + 2,3-dimethyl-2,3-dinitrobutane (3964-18-9) + trans-1,2-dimethyl-1,2-dinitrocyclopropane

Guidance literature:

In dimethyl sulfoxide; at 18 - 20 ℃; for 0.00833333h;

DOI:10.1021/ja00252a023

upstream raw materials:

acetone oxime

2-nitropropane

2-nitro-2-nitrosopropane

(1,2-dibromo-2-nitro-propyl)-benzene

Downstream raw materials:

2,3-dimethyl-2,3-dinitrobutane

α-nitroisopropyl p-tolyl sulfone

α-nitroisopropyl phenyl sulfone

2-Cyano-3-methyl-1-phenyl-2-buten

Refernces

• 1、 Tajbakhsh, Mahmood,Khazaei, Ardeshir,Mahalli, Majid Shabani,Vaghi, Ramin Ghorbani. "N,N-Dibromobenzenesulfonamide: A useful regenrable reagent for bromination of various carbanionic substrates". . p. 1159 - 1163. Retrieved 2007/10/03.
• 2、 Smirnov, G. A.,Vasil'ev, A. M.,Luk'yanov, O. A.. "UNUSUAL REACTION OF NITROSO COMPOUNDS WITH THE BIS(AMINOOXY)METHANE/DIBROMOISOCYANURATE SYSTEM". . p. 2523 - 2524. Retrieved 2007/10/02.