Cas no 863870-88-6 (2-Bromo-3-iodophenol)

2-Bromo-3-iodophenol is a halogenated phenol derivative with the molecular formula C?H?BrIO. This compound is primarily utilized as an intermediate in organic synthesis, particularly in the preparation of pharmaceuticals, agrochemicals, and specialty chemicals. Its distinct halogen substitution pattern (bromo and iodo groups at the 2- and 3-positions, respectively) offers selective reactivity for cross-coupling reactions, such as Suzuki or Sonogashira couplings, enabling precise functionalization of aromatic systems. The presence of both bromine and iodine enhances its versatility in sequential transformations. High purity grades are available to ensure consistent performance in sensitive applications. Proper handling is advised due to its potential reactivity and sensitivity to light and moisture.
2-Bromo-3-iodophenol structure
2-Bromo-3-iodophenol structure
Product Name:2-Bromo-3-iodophenol
CAS No:863870-88-6
MF:C6H4BrIO
MW:298.903833389282
MDL:MFCD08166322
CID:820947
PubChem ID:11415311
Update Time:2025-10-28

2-Bromo-3-iodophenol Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-3-iodophenol
    • 2-?bromo-?3-?iodoPhenol
    • 2-Bromo-3-iodophenol (ACI)
    • SY357241
    • DA-28948
    • 863870-88-6
    • QJLSNAHXGXLMLR-UHFFFAOYSA-N
    • SCHEMBL3303827
    • CS-0088155
    • AC-28565
    • PS-11916
    • MFCD08166322
    • AKOS016010441
    • MB05348
    • DTXSID40465215
    • DTXCID30416034
    • MDL： MFCD08166322
    • Inchi： 1S/C6H4BrIO/c7-6-4(8)2-1-3-5(6)9/h1-3,9H
    • InChI Key： QJLSNAHXGXLMLR-UHFFFAOYSA-N
    • SMILES： BrC1C(O)=CC=CC=1I

Computed Properties

  • Exact Mass: 297.84900
  • Monoisotopic Mass: 297.84902g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 0
  • Complexity: 99.1
  • 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: 2.9
  • Topological Polar Surface Area: 20.2?2

Experimental Properties

  • PSA: 20.23000
  • LogP: 2.75930

2-Bromo-3-iodophenol Customs Data

  • HS CODE：2908199090
  • Customs Data：

    China Customs Code:

    2908199090

    Overview:

    HS:2908199090 Derivatives of other phenols and phenolic alcohols containing only halogen substituents and their salts VAT:17.0% Tax refund rate:9.0% Regulatory conditions:nothing MFN tariff:5.5% general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    HS: 2908199090. derivatives of polyphenols or phenol-alcohols containing only halogen substituents and their salts. VAT:17.0%. tax rebate rate:9.0%. supervision conditions:None. MFN tariff:5.5%. general tariff:30.0%

2-Bromo-3-iodophenol Pricemore >>

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2-Bromo-3-iodophenol Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Boron tribromide Solvents: Dichloromethane ;  3 h, rt
Reference
Synthesis of Hexahelicene and 1-Methoxyhexahelicene via Cycloisomerization of Biphenylyl-Naphthalene Derivatives
Storch, Jan; et al, Journal of Organic Chemistry, 2009, 74(8), 3090-3093

Production Method 2

Reaction Conditions
1.1 Reagents: Sodium nitrite ,  Hydrochloric acid Solvents: Water ;  30 min, 0 °C
1.2 Reagents: Potassium iodide Solvents: Water ;  3 h, 60 °C
1.3 Reagents: Sodium thiosulfate Solvents: Water
Reference
Enantioselective Synthesis of 6/5-Spirosilafluorenes by Asymmetric Ring Expansion of 4/5-Spirosilafluorenes with Alkynes
Chen, Hua; et al, Organic Letters, 2023, 25(9), 1558-1563

Production Method 3

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Ethanol ;  7 h, 80 °C
Reference
How To Achieve High Regioselectivity in Barrier-less Nucleophilic Addition to p-Benzynes Generated via Bergman Cyclization of Unsymmetrical Cyclic Azaenediyne?
Das, Eshani; et al, Journal of Organic Chemistry, 2019, 84(5), 2911-2921

Production Method 4

Reaction Conditions
1.1 Reagents: Sodium hydride Solvents: Tetrahydrofuran ;  10 h, rt
2.1 Reagents: 1,2-Dibromoethane ,  Lithium diisopropylamide Solvents: Tetrahydrofuran ;  14 h, -78 °C → rt
3.1 Reagents: Sodium hydroxide Solvents: Ethanol ;  7 h, 80 °C
Reference
How To Achieve High Regioselectivity in Barrier-less Nucleophilic Addition to p-Benzynes Generated via Bergman Cyclization of Unsymmetrical Cyclic Azaenediyne?
Das, Eshani; et al, Journal of Organic Chemistry, 2019, 84(5), 2911-2921

Production Method 5

Reaction Conditions
1.1 Reagents: Sodium nitrite ,  Hydrochloric acid Solvents: Water ;  rt; 10 min, rt
1.2 Reagents: Potassium iodide Solvents: Water ;  30 min, rt
1.3 Reagents: Sodium thiosulfate Solvents: Water ;  rt
Reference
Induction of Axial Chirality in 8-Arylquinolines through Halogenation Reactions Using Bifunctional Organocatalysts
Miyaji, Ryota; et al, Chemistry - A European Journal, 2017, 23(42), 9996-10000

Production Method 6

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Ethanol ;  5 h, reflux
1.2 Reagents: Hydrochloric acid Solvents: Water ;  neutralized, rt
Reference
A New and Efficient Synthesis of 4-Functionalized Benzo[b]furans from 2,3-Dihalophenols
Sanz, Roberto; et al, Journal of Organic Chemistry, 2005, 70(16), 6548-6551

Production Method 7

Reaction Conditions
1.1 Reagents: Iron ,  Ammonium chloride Solvents: Ethanol ,  Water ;  15 h, 90 °C
2.1 Reagents: Sodium nitrite ,  Hydrochloric acid Solvents: Water ;  rt; 10 min, rt
2.2 Reagents: Potassium iodide Solvents: Water ;  30 min, rt
2.3 Reagents: Sodium thiosulfate Solvents: Water ;  rt
Reference
Induction of Axial Chirality in 8-Arylquinolines through Halogenation Reactions Using Bifunctional Organocatalysts
Miyaji, Ryota; et al, Chemistry - A European Journal, 2017, 23(42), 9996-10000

Production Method 8

Reaction Conditions
1.1 Reagents: Diisopropylamine ,  Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C; 0 °C → -78 °C
1.2 30 min, -78 °C
1.3 30 min, -78 °C; -78 °C → rt
2.1 Reagents: Sodium hydroxide Solvents: Ethanol ;  5 h, reflux
2.2 Reagents: Hydrochloric acid Solvents: Water ;  neutralized, rt
Reference
A New and Efficient Synthesis of 4-Functionalized Benzo[b]furans from 2,3-Dihalophenols
Sanz, Roberto; et al, Journal of Organic Chemistry, 2005, 70(16), 6548-6551

Production Method 9

Reaction Conditions
1.1 Reagents: 1,2-Dibromoethane ,  Lithium diisopropylamide Solvents: Tetrahydrofuran ;  14 h, -78 °C → rt
2.1 Reagents: Sodium hydroxide Solvents: Ethanol ;  7 h, 80 °C
Reference
How To Achieve High Regioselectivity in Barrier-less Nucleophilic Addition to p-Benzynes Generated via Bergman Cyclization of Unsymmetrical Cyclic Azaenediyne?
Das, Eshani; et al, Journal of Organic Chemistry, 2019, 84(5), 2911-2921

Production Method 10

Reaction Conditions
1.1 Reagents: Sodium nitrite ,  Hydrogen bromide Solvents: Acetonitrile ,  Water ;  rt; 30 min, rt
1.2 Reagents: Copper bromide (CuBr) ;  rt; rt → 60 °C; 1 h, 60 °C; 60 °C → rt
1.3 Solvents: Water ;  rt
2.1 Reagents: Iron ,  Ammonium chloride Solvents: Ethanol ,  Water ;  15 h, 90 °C
3.1 Reagents: Sodium nitrite ,  Hydrochloric acid Solvents: Water ;  rt; 10 min, rt
3.2 Reagents: Potassium iodide Solvents: Water ;  30 min, rt
3.3 Reagents: Sodium thiosulfate Solvents: Water ;  rt
Reference
Induction of Axial Chirality in 8-Arylquinolines through Halogenation Reactions Using Bifunctional Organocatalysts
Miyaji, Ryota; et al, Chemistry - A European Journal, 2017, 23(42), 9996-10000

Production Method 11

Reaction Conditions
1.1 Reagents: Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  10 min, -78 °C; -78 °C → rt; 30 min, rt
1.2 Solvents: Tetrahydrofuran ;  36 h, reflux
2.1 Reagents: Diisopropylamine ,  Butyllithium Solvents: Tetrahydrofuran ,  Hexane ;  30 min, 0 °C; 0 °C → -78 °C
2.2 30 min, -78 °C
2.3 30 min, -78 °C; -78 °C → rt
3.1 Reagents: Sodium hydroxide Solvents: Ethanol ;  5 h, reflux
3.2 Reagents: Hydrochloric acid Solvents: Water ;  neutralized, rt
Reference
A New and Efficient Synthesis of 4-Functionalized Benzo[b]furans from 2,3-Dihalophenols
Sanz, Roberto; et al, Journal of Organic Chemistry, 2005, 70(16), 6548-6551

2-Bromo-3-iodophenol Raw materials

2-Bromo-3-iodophenol Preparation Products

2-Bromo-3-iodophenol Related Literature

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