Cas no 85604-06-4 (5-(Benzyloxy)-2-bromobenzaldehyde)

5-(Benzyloxy)-2-bromobenzaldehyde structure
85604-06-4 structure
Product Name:5-(Benzyloxy)-2-bromobenzaldehyde
CAS No:85604-06-4
MF:C14H11BrO2
MW:291.139943361282
MDL:MFCD03425931
CID:663956
PubChem ID:10870024
Update Time:2025-07-29

5-(Benzyloxy)-2-bromobenzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 5-(Benzyloxy)-2-bromobenzaldehyde
    • 2-bromo-5-phenylmethoxybenzaldehyde
    • 5-Bezyloxy-2-bromobenzaldehyde
    • Benzaldehyde, 2-bromo-5-(phenylmethoxy)-
    • 5-BENZYLOXY-2-BROMOBENZALDEHYDE
    • 5-benzyloxy-2-bromo-benzaldehyde
    • NUBOCIQJROMWLP-UHFFFAOYSA-N
    • 2-Bromo-5-(benzyloxy)benzaldehyde
    • Z0899
    • ST24044214
    • Z1460319982
    • 2-Bromo-5-(phenylmethoxy)benzaldehyde (ACI)
    • 85604-06-4
    • DTXSID90446579
    • AKOS005067663
    • EN300-1184386
    • MFCD03425931
    • SCHEMBL1588758
    • SY103025
    • AS-19893
    • DA-02218
    • MDL: MFCD03425931
    • Inchi: 1S/C14H11BrO2/c15-14-7-6-13(8-12(14)9-16)17-10-11-4-2-1-3-5-11/h1-9H,10H2
    • InChI Key: NUBOCIQJROMWLP-UHFFFAOYSA-N
    • SMILES: O=CC1C(Br)=CC=C(OCC2C=CC=CC=2)C=1

Computed Properties

  • Exact Mass: 289.99424g/mol
  • Monoisotopic Mass: 289.99424g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 4
  • Complexity: 238
  • 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: 26.3
  • XLogP3: 3.5

Experimental Properties

  • Melting Point: 46-48°C

5-(Benzyloxy)-2-bromobenzaldehyde Security Information

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5-(Benzyloxy)-2-bromobenzaldehyde Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  2 h, 80 °C
Reference
Total Synthesis of Bulbophylol-B
Lin, Jinshun; et al, Journal of Natural Products, 2008, 71(11), 1938-1941

Production Method 2

Reaction Conditions
1.1 Reagents: Sodium acetate ,  Bromine Solvents: Dichloromethane ;  45 min, cooled; 5 h; 0 °C
Reference
Total Synthesis of (+)-Korupensamine B via an Atropselective Intermolecular Biaryl Coupling
Huang, Shenlin; et al, Journal of the American Chemical Society, 2010, 132(40), 14021-14023

Production Method 3

Reaction Conditions
1.1 Reagents: Bromine Solvents: Carbon tetrachloride ;  15 min, 25 °C; 2 h, 25 °C
1.2 Reagents: Water Solvents: Dichloromethane
2.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  2 h, 80 °C
Reference
Total Synthesis of Bulbophylol-B
Lin, Jinshun; et al, Journal of Natural Products, 2008, 71(11), 1938-1941

Production Method 4

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  rt
1.2 Reagents: Water ;  rt
Reference
1,4-Palladium Shift/C(sp3)-H Activation Strategy for the Remote Construction of Five-Membered Rings
Rocaboy, Ronan; et al, Organic Letters, 2019, 21(5), 1434-1437

Production Method 5

Reaction Conditions
1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  2 h, rt
Reference
Identification of vimentin binding to the derivative of saurolactam with antiresorptive activity by using its chemical affinity probe
Kim, Myung Hee; et al, Bulletin of the Korean Chemical Society, 2010, 31(7), 2047-2050

Production Method 6

Reaction Conditions
1.1 Reagents: Tripotassium phosphate Catalysts: 1,10-Phenanthroline ,  Cuprous iodide Solvents: Toluene ;  7 - 48 h, 80 °C; 80 °C → rt
1.2 Reagents: Ammonium chloride Solvents: Water ;  rt
Reference
Simple, Copper(I)-Catalyzed Oxidation of Benzylic/Allylic Alcohols to Carbonyl Compounds: Synthesis of Functionalized Cinnamates in One Pot
Reddy, Alavala Gopi Krishna; et al, Synthetic Communications, 2014, 44(14), 2076-2087

Production Method 7

Reaction Conditions
1.1 Reagents: Bromine Solvents: Chloroform
1.2 Reagents: Sodium hydride Solvents: Dimethylformamide ,  Tetrahydrofuran
1.3 Solvents: Dimethylformamide ,  Tetrahydrofuran
Reference
Molecular Clefts. 4. An Approach to Structural Analogs of Echinomycin: Synthesis of a New Class of Synthetic Molecular Tweezers
Harmata, Michael; et al, Journal of the American Chemical Society, 1994, 116(18), 8392-3

Production Method 8

Reaction Conditions
1.1 Reagents: Bromine Solvents: Dichloromethane ;  18 h, rt
1.2 Reagents: Potassium carbonate Solvents: Dimethylformamide ;  4 h, rt
Reference
High-Throughput Crystallography Reveals Boron-Containing Inhibitors of a Penicillin-Binding Protein with Di- and Tricovalent Binding Modes
Newman, Hector; et al, Journal of Medicinal Chemistry, 2021, 64(15), 11379-11394

Production Method 9

Reaction Conditions
1.1 Reagents: Potassium carbonate Catalysts: 18-Crown-6 Solvents: Acetone ;  overnight, rt
2.1 Reagents: Sodium acetate ,  Bromine Solvents: Dichloromethane ;  45 min, cooled; 5 h; 0 °C
Reference
Total Synthesis of (+)-Korupensamine B via an Atropselective Intermolecular Biaryl Coupling
Huang, Shenlin; et al, Journal of the American Chemical Society, 2010, 132(40), 14021-14023

Production Method 10

Reaction Conditions
1.1 Reagents: Hydrogen bromide Solvents: Acetic acid ,  Water ;  3 h, 100 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ;  basified
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 1
2.1 Reagents: Potassium carbonate
Reference
Binding and Preliminary Evaluation of 5-Hydroxy- and 10-Hydroxy-2,3,12,12a-tetrahydro-1H-[1]benzoxepino[2,3,4-ij]isoquinolines as Dopamine Receptor Ligands
Claudi, Francesco; et al, Journal of Medicinal Chemistry, 2000, 43(4), 599-608

5-(Benzyloxy)-2-bromobenzaldehyde Raw materials

5-(Benzyloxy)-2-bromobenzaldehyde Preparation Products

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