| Identification | More | [Name]
2,5-DIBROMO-3,4-DINITROTHIOPHENE | [CAS]
52431-30-8 | [Synonyms]
2,5-DIBROMO-3,4-DINITROTHIOPHENE
AKOS 92299
2,5-Dibromo-3,4-dinitrthiphene
2,5-DIBROMO-3,4-DINITROTHIOPHENE 98+% | [EINECS(EC#)]
676-535-4 | [Molecular Formula]
C4Br2N2O4S | [MDL Number]
MFCD00015537 | [Molecular Weight]
331.93 | [MOL File]
52431-30-8.mol |
| Chemical Properties | Back Directory | [Appearance]
Light Orange Solid | [Melting point ]
137°C | [Boiling point ]
341.2±37.0 °C(Predicted) | [density ]
2.459±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Acetone, Methanol | [form ]
Solid | [color ]
Light Orange | [Water Solubility ]
Insoluble in water. | [BRN ]
218219 | [InChI]
InChI=1S/C4Br2N2O4S/c5-3-1(7(9)10)2(8(11)12)4(6)13-3 | [InChIKey]
AHGHPBPARMANQD-UHFFFAOYSA-N | [SMILES]
C1(Br)SC(Br)=C([N+]([O-])=O)C=1[N+]([O-])=O | [CAS DataBase Reference]
52431-30-8(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3 | [HS Code ]
29349990 |
| Hazard Information | Back Directory | [Chemical Properties]
Light Orange Solid | [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. | [Synthesis]
GENERAL STEPS: Preparation The synthesis of 2,5-dibromo-3,4-dinitrothiophene from 2,5-dibromothiophene in Example 1 was carried out as follows: firstly, a mixed acid was prepared by mixing 11 mL of fuming nitric acid with 20 mL of fuming sulfuric acid. Subsequently, 13 mL of concentrated sulfuric acid was added to this mixed acid to prepare a reaction solution. To this solution, 7.5 g (31 mmol) of 2,5-dibromothiophene was slowly added dropwise while maintaining the reaction temperature between 20 and 30 °C by means of a water bath with continuous stirring for 3 hours. Upon completion of the reaction, the reaction solution was transferred to a vessel containing 90 g of ice to terminate the reaction. The resulting solid product was collected by filtration and purified by recrystallization with methanol to give the final target product 2,5-dibromo-3,4-dinitrothiophene. The yield based on 2,5-dibromothiophene was 66%. | [References]
[1] Journal of Chemical Crystallography, 2007, vol. 37, # 6, p. 387 - 398
[2] Dyes and Pigments, 2012, vol. 92, # 1, p. 674 - 680
[3] Patent: KR2018/17709, 2018, A. Location in patent: Paragraph 0173; 0176; 0180-0182
[4] European Journal of Organic Chemistry, 2012, # 28, p. 5540 - 5551
[5] Macromolecules, 2010, vol. 43, # 2, p. 697 - 708 |
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