Cas no 858124-35-3 (methyl 4-bromo-3-formyl-benzoate)

methyl 4-bromo-3-formyl-benzoate structure
858124-35-3 structure
Product Name:methyl 4-bromo-3-formyl-benzoate
CAS No:858124-35-3
MF:C9H7BrO3
MW:243.054082155228
MDL:MFCD16036866
CID:1011906
PubChem ID:23141464
Update Time:2024-10-26

methyl 4-bromo-3-formyl-benzoate Chemical and Physical Properties

Names and Identifiers

    • methyl 4-bromo-3-formylbenzoate
    • methyl 4-bromo-3-formyl-benzoate
    • 2-Bromo-5-(methoxycarbonyl)benzaldehyde
    • 3-Formyl-4-bromobenzoic acid methyl ester
    • SCHEMBL1174813
    • METHYL4-BROMO-3-FORMYLBENZOATE
    • methyl 3-formyl-4-bromobenzoate
    • PS-11495
    • ZXGBVIJNXQHZNP-UHFFFAOYSA-N
    • EN300-91287
    • DA-02177
    • AKOS025287126
    • Z1262250142
    • MFCD16036866
    • Benzoic acid, 4-bromo-3-formyl-, methyl ester
    • SY237870
    • CS-0133836
    • D79938
    • 858124-35-3
    • MDL: MFCD16036866
    • Inchi: 1S/C9H7BrO3/c1-13-9(12)6-2-3-8(10)7(4-6)5-11/h2-5H,1H3
    • InChI Key: ZXGBVIJNXQHZNP-UHFFFAOYSA-N
    • SMILES: O=CC1C(Br)=CC=C(C(OC)=O)C=1

Computed Properties

  • Exact Mass: 241.95786g/mol
  • Monoisotopic Mass: 241.95786g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 3
  • Complexity: 205
  • 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
  • XLogP3: 1.9
  • Topological Polar Surface Area: 43.4?2

Experimental Properties

  • Density: 1.6±0.1 g/cm3
  • Boiling Point: 336.8±27.0 °C at 760 mmHg
  • Flash Point: 157.5±23.7 °C
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

methyl 4-bromo-3-formyl-benzoate Security Information

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methyl 4-bromo-3-formyl-benzoate Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Silver nitrate Solvents: Methanol ,  Water ;  reflux
Reference
An improved synthesis of (-)-martinellic acid via radical addition-cyclization-elimination reaction of chiral oxime ether
Miyata, Okiko; et al, Synlett, 2006, (6), 893-896

Production Method 2

Reaction Conditions
1.1 Reagents: 2-Iodoxybenzoic acid Solvents: Ethyl acetate ;  rt → 80 °C; 2 h, 80 °C
Reference
Stereoselective synthesis of a Podophyllum lignan core by intramolecular reductive nickel-catalysis
Xiao, Jian; et al, Chemical Communications (Cambridge, 2018, 54(16), 2040-2043

Production Method 3

Reaction Conditions
1.1 Solvents: Acetic acid ;  30 min, 0 °C; 1 h, > 0 °C
2.1 Reagents: Sulfuric acid Solvents: Methanol ,  Water ;  30 min, reflux
2.2 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  reflux
Reference
Hydrogen sulfide induced supramolecular self-assembly in living cells
Wei, Simin; et al, Chemical Communications (Cambridge, 2018, 54(65), 9051-9054

Production Method 4

Reaction Conditions
1.1 Reagents: Sulfuric acid Solvents: Methanol ;  0 °C → rt; 10 min, rt; 3 h, reflux
2.1 Reagents: Diisobutylaluminum hydride Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; -78 °C → rt; 6 h, rt
2.2 Solvents: Water ;  0 °C
2.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 1
3.1 Reagents: 2-Iodoxybenzoic acid Solvents: Ethyl acetate ;  rt → 80 °C; 2 h, 80 °C
Reference
Stereoselective synthesis of a Podophyllum lignan core by intramolecular reductive nickel-catalysis
Xiao, Jian; et al, Chemical Communications (Cambridge, 2018, 54(16), 2040-2043

Production Method 5

Reaction Conditions
1.1 Catalysts: Sulfuric acid Solvents: Methanol ;  overnight, reflux
2.1 Solvents: Acetic acid ;  30 min, 0 °C; 1 h, > 0 °C
3.1 Reagents: Sulfuric acid Solvents: Methanol ,  Water ;  30 min, reflux
3.2 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  reflux
Reference
Hydrogen sulfide induced supramolecular self-assembly in living cells
Wei, Simin; et al, Chemical Communications (Cambridge, 2018, 54(65), 9051-9054

Production Method 6

Reaction Conditions
1.1 Catalysts: Sulfuric acid Solvents: Methanol ;  overnight, reflux
2.1 Reagents: Chromium trioxide ,  Sulfuric acid Solvents: Acetic acid ,  Acetic anhydride ;  30 min, cooled; 1 h
3.1 Catalysts: Sulfuric acid Solvents: Methanol ,  Water ;  30 min, reflux
3.2 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  reflux
Reference
Post-synthetic modification of tagged metal-organic frameworks
Burrows, Andrew D.; et al, Angewandte Chemie, 2008, 47(44), 8482-8486

Production Method 7

Reaction Conditions
1.1 Catalysts: Sulfuric acid Solvents: Methanol ,  Water ;  30 min, reflux
1.2 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  reflux
Reference
Post-synthetic modification of tagged metal-organic frameworks
Burrows, Andrew D.; et al, Angewandte Chemie, 2008, 47(44), 8482-8486

Production Method 8

Reaction Conditions
1.1 Reagents: Sulfuric acid Solvents: Methanol ,  Water ;  1 h, reflux
Reference
Inter- and intramolecular hydroacylation of alkenes employing a bifunctional catalyst system
Vautravers, Nicolas R.; et al, Chemical Communications (Cambridge, 2011, 47(23), 6635-6637

Production Method 9

Reaction Conditions
1.1 Reagents: N-Bromosuccinimide ,  Trifluoromethanesulfonic acid Catalysts: 2-Amino-4-nitrobenzoic acid ,  Silver trifluoroacetate ,  Palladium diacetate Solvents: 1,2-Dichloroethane ;  24 h, 90 °C
Reference
Diverse ortho-C(sp2)-H Functionalization of Benzaldehydes Using Transient Directing Groups
Liu, Xi-Hai; et al, Journal of the American Chemical Society, 2017, 139(2), 888-896

Production Method 10

Reaction Conditions
1.1 Reagents: Acetic acid ,  Acetic anhydride ,  Sulfuric acid Solvents: Water ;  5 min, 0 °C
1.2 Reagents: Chromium trioxide ;  30 min; 4 h, 0 °C
1.3 Solvents: Water ;  1 h, 0 °C
1.4 Reagents: Sulfuric acid Solvents: Methanol ,  Water ;  1 h, 85 °C
1.5 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  3 h, 80 °C
Reference
Three-Component Dynamic Covalent Chemistry: From Janus Small Molecules to Functional Polymers
Liu, Hongxu ; et al, Journal of the American Chemical Society, 2021, 143(49), 20735-20746

Production Method 11

Reaction Conditions
1.1 Reagents: Chromium trioxide ,  Sulfuric acid Solvents: Acetic acid ;  30 min, cooled; 1 h, cooled; 40 min, cooled
2.1 Reagents: Sulfuric acid Solvents: Methanol ,  Water ;  1 h, reflux
Reference
Inter- and intramolecular hydroacylation of alkenes employing a bifunctional catalyst system
Vautravers, Nicolas R.; et al, Chemical Communications (Cambridge, 2011, 47(23), 6635-6637

Production Method 12

Reaction Conditions
1.1 Reagents: Chromium trioxide ,  Sulfuric acid Solvents: Water ;  1 h, 0 °C
2.1 Catalysts: Sulfuric acid Solvents: Methanol ,  Water ;  30 min, reflux
Reference
Mimic of the Green Fluorescent Protein β-Barrel: Photophysics and Dynamics of Confined Chromophores Defined by a Rigid Porous Scaffold
Williams, Derek E.; et al, Journal of the American Chemical Society, 2015, 137(6), 2223-2226

Production Method 13

Reaction Conditions
1.1 Reagents: Diisobutylaluminum hydride Solvents: Tetrahydrofuran ,  Hexane ;  -78 °C; -78 °C → rt; 6 h, rt
1.2 Solvents: Water ;  0 °C
1.3 Reagents: Hydrochloric acid Solvents: Water ;  pH 1
2.1 Reagents: 2-Iodoxybenzoic acid Solvents: Ethyl acetate ;  rt → 80 °C; 2 h, 80 °C
Reference
Stereoselective synthesis of a Podophyllum lignan core by intramolecular reductive nickel-catalysis
Xiao, Jian; et al, Chemical Communications (Cambridge, 2018, 54(16), 2040-2043

methyl 4-bromo-3-formyl-benzoate Raw materials

methyl 4-bromo-3-formyl-benzoate Preparation Products

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