Cas no 882772-99-8 (3-Bromo-2-nitrobenzaldehyde)

3-Bromo-2-nitrobenzaldehyde structure
3-Bromo-2-nitrobenzaldehyde structure
Product Name:3-Bromo-2-nitrobenzaldehyde
CAS No:882772-99-8
MF:C7H4BrNO3
MW:230.015561103821
MDL:MFCD00462872
CID:1003435
PubChem ID:21106434
Update Time:2024-10-26

3-Bromo-2-nitrobenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 3-Bromo-2-nitrobenzaldehyde
    • 3-Bromo-2-nitro-benzaldehyde
    • 2-nitrobromobenzaldehyde
    • bromo-2-nitrobenzaldehyde
    • 2-Nitro-3-bromobenzaldehyde
    • DAZQBQQNIUAQAV-UHFFFAOYSA-N
    • BCP15849
    • FCH1331392
    • AS07012
    • AK145282
    • AX8261633
    • 3-Bromo-2-nitrobenzaldehyde (ACI)
    • CS-0041855
    • AKOS015996810
    • 882722-99-8
    • DS-8082
    • MFCD00462872
    • EN300-247074
    • Z1269151783
    • CL9232
    • TD8207
    • 882772-99-8
    • DB-366081
    • DTXSID10610816
    • SCHEMBL2625726
    • SY059210
    • MDL: MFCD00462872
    • Inchi: 1S/C7H4BrNO3/c8-6-3-1-2-5(4-10)7(6)9(11)12/h1-4H
    • InChI Key: DAZQBQQNIUAQAV-UHFFFAOYSA-N
    • SMILES: O=CC1C([N+](=O)[O-])=C(Br)C=CC=1

Computed Properties

  • Exact Mass: 228.93746g/mol
  • Monoisotopic Mass: 228.93746g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 192
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 62.9
  • XLogP3: 1.9

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3-Bromo-2-nitrobenzaldehyde Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sulfuric acid ,  Nitric acid Solvents: Water ;  20 min, 0 °C; 1 h, rt
Reference
A stereoselective approach to peptidomimetic BACE1 inhibitors
Butini, Stefania; et al, European Journal of Medicinal Chemistry, 2013, 70, 233-247

Production Method 2

Reaction Conditions
1.1 Reagents: Sulfuric acid ,  Nitric acid Solvents: Water ;  40 min, < 10 °C; 30 min, 5 - 10 °C
1.2 Reagents: Water ;  cooled; 30 min, heated
Reference
Iron promoted C3-H nitration of 2H-indazole: direct access to 3-nitro-2H-indazoles
Murugan, Arumugavel; et al, Organic & Biomolecular Chemistry, 2018, 16(28), 5113-5118

Production Method 3

Reaction Conditions
1.1 Reagents: Sulfuric acid ,  Potassium nitrate Solvents: Water ;  < 30 °C; 16 h, 23 °C
Reference
New octahydropyrido[3,4-b]acridine scaffolds for combinatorial chemistry
Diedrich, Claas Lueder; et al, Synthesis, 2008, (14), 2199-2210

Production Method 4

Reaction Conditions
1.1 Reagents: Sulfuric acid ,  Fuming nitric acid ;  20 min, 0 °C; 0 °C → rt; 12 h, 40 °C
1.2 Reagents: Water ;  0 °C
1.3 Reagents: Sodium hydroxide Solvents: Water ;  pH 7
Reference
Benzimidazolyl Palladium Complexes as Highly Active and General Bifunctional Catalysts in Sustainable Cross-Coupling Reactions
Zhu, Jiancheng; et al, ACS Catalysis, 2019, 9(8), 6993-6998

Production Method 5

Reaction Conditions
1.1 Reagents: Pyrrolidine ,  Dimethylformamide dimethyl acetal ,  Sodium periodate Solvents: Dimethylformamide ,  Water
Reference
A Diels-Alder approach to biaryl synthesis
Ashburn, Bradley O., 2008, , 69(3),

Production Method 6

Reaction Conditions
1.1 Reagents: Pyrrolidine ,  Dimethylformamide dimethyl acetal Solvents: Dimethylformamide ;  rt; rt → 115 °C; 22 h, 115 °C; 115 °C → rt
1.2 Reagents: Sodium periodate Solvents: Dimethylformamide ,  Water ;  0 °C → rt; 3 h, rt
Reference
A Diels-Alder approach to biaryls (DAB): synthesis of the western portion of TMC-95
Ashburn, Bradley O.; et al, Tetrahedron, 2007, 64(5), 856-865

Production Method 7

Reaction Conditions
1.1 Reagents: Pyrrolidine ,  Dimethylformamide dimethyl acetal ;  22 h, 115 °C; 115 °C → 0 °C
1.2 Reagents: Sodium periodate Solvents: Dimethylformamide ,  Water ;  0 °C → rt
Reference
Design and Synthesis of a Novel Series of Bicyclic Heterocycles As Potent γ-Secretase Modulators
Bischoff, Francois; et al, Journal of Medicinal Chemistry, 2012, 55(21), 9089-9106

Production Method 8

Reaction Conditions
1.1 Reagents: N-Bromosuccinimide ,  Sulfuric acid ;  3 h, rt
1.2 Reagents: Water ;  cooled
Reference
Reexamination of the Bromination of 2-Nitrobenzaldehyde with NBS or NaBr-NaIO4 in Sulfuric Acid
Cummings, Matthew M.; et al, Synthetic Communications, 2014, 44(7), 954-958

3-Bromo-2-nitrobenzaldehyde Raw materials

3-Bromo-2-nitrobenzaldehyde Preparation Products

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