2,5-Dibromo-3,4-dinitrothiophene

Base Information

• Chemical Name: 2,5-Dibromo-3,4-dinitrothiophene
• CAS No.: 52431-30-8
• Molecular Formula: C4Br2 N2 O4 S
• Molecular Weight: 331.929
• Hs Code.: 2934999090
• European Community (EC) Number: 676-535-4
• NSC Number: 145788,84661
• DSSTox Substance ID: DTXSID10292696
• Nikkaji Number: J358.766E
• Wikidata: Q69754372
• Mol file: 52431-30-8.mol

Synonyms:2,5-Dibromo-3,4-dinitrothiophene;52431-30-8;2,5-Dibromo-3,4-dinitro-thiophene;Thiophene, 2,5-dibromo-3,4-dinitro-;MFCD00015537;C4Br2N2O4S;NSC84661;NCIOpen2_009291;YSWG259;SCHEMBL1086204;DTXSID10292696;2,5-dibromo-3,4-ditnitrothiophene;AMY23195;BCP17333;GEO-03863;NSC-84661;NSC145788;AKOS000280818;AC-4941;CS-W013934;NSC-145788;SB66866;AS-30448;BP-10009;SY013239;D2371;FT-0610271;EN300-250935;2,5-Dibromo-3,4-dinitrothiophene, 99% (GC);J-507289

Chemical Property of 2,5-Dibromo-3,4-dinitrothiophene

Chemical Property:

• Appearance/Colour: Light Orange Solid
• Vapor Pressure: 0.000161mmHg at 25°C
• Melting Point: 137°C
• Boiling Point: 341.2°Cat760mmHg
• Flash Point: 160.2°C
• PSA: 119.88000
• Density: 2.459g/cm³
• LogP: 4.13590
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Acetone, Methanol
• Water Solubility.: Insoluble in water.
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 331.79250
• Heavy Atom Count: 13
• Complexity: 217

Purity/Quality:

99% ^*data from raw suppliers

2,5-Dibromo-3,4-dinitrothiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1(=C(SC(=C1[N+](=O)[O-])Br)Br)[N+](=O)[O-]
• Uses: Reatant in the synthesis of bromodinitro compound, polymers via stille coupling. 3,4-diaminothiophene was obtained from the reduction of 2,5-dibromo-3,4-dinitrothiophene. This monomer is useful in the Pd catalyzed Stille coupling to make conjugated thiophene oligomers or co-oligomers. The corresponding amine(s) can be obtained by subsequent reduction.

Technology Process of 2,5-Dibromo-3,4-dinitrothiophene

There total 6 articles about 2,5-Dibromo-3,4-dinitrothiophene 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: 94.0%

2,5-dibromothiophen (3141-27-3) → 2,5-dibromo-3,4-dinitrothiophene (52431-30-8)

Guidance literature:

With sulfuric acid; nitric acid; for 3h;

DOI:10.1007/s10870-006-9160-y

Reference yield:

2,5-dibromothiophen (3141-27-3) → 2,5-dibromo-3-nitro-thiophene (2160-51-2) + 2,5-dibromo-3,4-dinitrothiophene (52431-30-8)

Guidance literature:

With sulfuric acid; nitric acid;

Reference yield:

thiophene (188290-36-0,8014-23-1,25233-34-5) → 2,5-dibromo-3,4-dinitrothiophene (52431-30-8)

Guidance literature:

With sulfuric acid; bromine; nitric acid; Yield given. Multistep reaction;

upstream raw materials:

2,5-dibromothiophen

2,3,5-tribromothiophene

thiophene

Downstream raw materials:

thiophene-3,4-diamine

2-bromo-3,4-dinitrothiophene

3’,4’-dinitro-2,2’:5’,2’’-terthiophene

4,4'-(3,4-dinitrothiophene-2,5-diyl)bis(N,N-diphenylaniline)

Refernces

• 1、 Tarkuc, Simge,Unver, Elif Kose,Udum, Yasemin Arslan,Tanyeli, Cihangir,Toppare, Levent. "The effect of changes in π-conjugated terthienyl systems using thienyl and ethylenedioxybenzene functionalized thieno[3,4-b]pyrazine precursors: Multicolored low band gap polymers". . p. 7254 - 7258. Retrieved 2010.
• 2、 -. "Nitration method of simple and efficient aromatic heterocyclic compound". Paragraph 0025-0027. . Retrieved 2021/09/08.
• 3、 Berl, Alexandra J.,Kalow, Julia A.,Woods, Eliot F.. "Photocontrolled Synthesis of n-Type Conjugated Polymers". supporting information. p. 6062 - 6067. Retrieved 2020/02/27.