Bromonitrobenzenes

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Bromonitrobenzenes
Surname 2-bromonitrobenzene 3-bromonitrobenzene 4-bromonitrobenzene
other names o -Bromonitrobenzene m -bromonitrobenzene p -bromonitrobenzene
Structural formula Structure of 2-bromonitrobenzene Structure of 3-bromonitrobenzene Structure of 4-bromonitrobenzene
CAS number 577-19-5 585-79-5 586-78-7
PubChem 11341 11457 11466
Molecular formula C 6 H 4 BrNO 2
Molar mass 202.01 g mol −1
Physical state firmly
Melting point 40-42 ° C 54-56 ° C 124-126 ° C
boiling point 261 ° C 256 ° C 255-256 ° C
density 1.70-1.71 g cm -3
GHS
labeling
07 - Warning
Caution
no classification available
07 - Warning
Caution
H and P phrases 302-312-332 see above 302
no EUH phrases see above no EUH phrases
280 see above no P-phrases

In chemistry , the bromonitrobenzenes form a group of substances that is derived from both nitrobenzene and bromobenzene . The structure consists of a benzene ring with attached nitro group  (–NO 2 ) and bromine  (–Br) as substituents . Their different arrangement results in three constitutional isomers with the empirical formula C 6 H 4 BrNO 2 .

properties

p -Bromonitrobenzene has both the highest symmetry and the highest melting point of the three isomeric bromonitrobenzenes. It crystallizes in the triclinic crystal system in the space group P 1 (space group no. 1) with the lattice parameters a = 636.76  pm , b = 736.35 pm, c = 767.98 pm, α = 65.55 °, β = 87.71 ° and γ = 88.88 °. In the unit cell are 2 formula units . Template: room group / 1

o -Bromonitrobenzene crystallizes in the orthorhombic crystal system in the space group Pbn 2 1 (No. 33, position 2) with the lattice parameters a = 592 pm, b = 2152 pm and c = 534 pm. There are 4 formula units in the unit cell. Template: room group / 33.2

Individual evidence

  1. ↑ a b c data sheet 1-Bromo-2-nitrobenzene from Sigma-Aldrich , accessed on October 16, 2016 ( PDF ).
  2. ↑ FLUKA catalog 2001/2002, pp. 272–273.
  3. ↑ a b c data sheet 1-Bromo-4-nitrobenzene from Sigma-Aldrich , accessed on May 20, 2019 ( PDF ).
  4. ↑ a b product data sheet at chemicalland21.com
  5. ↑ Data sheet 1-Bromo-3-nitrobenzene from Sigma-Aldrich , accessed on October 16, 2016 ( PDF ).
  6. ^ Q. Ali, MR Shah, SW Ng: "4-Bromo-1-nitrobenzene", in: Acta Cryst. , 2011 , E67 , p. 0548; doi: 10.1107 / S1600536811003394 .
  7. ^ TL Charlton, J. Trotter: "The structure of m-bromonitrobenzene", in: Acta Cryst. , 1963 , 16 , p. 313; doi: 10.1107 / S0365110X63000803 .