Cas no 791642-68-7 (4-bromo-1-iodo-2-methoxy-benzene)

4-Bromo-1-iodo-2-methoxy-benzene is a halogenated aromatic compound featuring both bromine and iodine substituents on a methoxy-substituted benzene ring. This structure makes it a versatile intermediate in organic synthesis, particularly in cross-coupling reactions such as Suzuki, Stille, or Sonogashira couplings, where its dual halogen functionality allows for selective functionalization. The presence of the electron-donating methoxy group further enhances its reactivity in electrophilic aromatic substitution reactions. Its well-defined reactivity profile and stability under standard conditions make it a valuable reagent for pharmaceutical and agrochemical research, as well as material science applications requiring precise aromatic building blocks.
4-bromo-1-iodo-2-methoxy-benzene structure
791642-68-7 structure
Product Name:4-bromo-1-iodo-2-methoxy-benzene
CAS No:791642-68-7
MF:C7H6BrIO
MW:312.930413722992
MDL:MFCD11847482
CID:821476
PubChem ID:46835731
Update Time:2025-11-07

4-bromo-1-iodo-2-methoxy-benzene Chemical and Physical Properties

Names and Identifiers

    • 4-Bromo-1-iodo-2-methoxybenzene
    • 5-Bromo-2-iodoanisole
    • 4-Bromo-1-iodo-2-methoxy-benzene
    • 5-Bromo-2-iodo-anisole
    • ZQPKPGBEEFOTEK-UHFFFAOYSA-N
    • Benzene, 4-bromo-1-iodo-2-methoxy-
    • FCH1406547
    • CM11652
    • OR46223
    • AS05451
    • SY035398
    • 5-BROMO-2-IODOPHENYL METHYL ETHER
    • AX8213138
    • AB1007865
    • AB0042950
    • Z0848
    • A
    • 791642-68-7
    • CS-W020552
    • DTXSID20676549
    • PS-7077
    • SCHEMBL2836741
    • MFCD11847482
    • EN300-213247
    • AMY10797
    • A9898
    • AKOS015851815
    • FT-0706916
    • 4-Bromo-1-iodo-2-methoxybenzene (ACI)
    • 4-Bromo-1-iodo-2-methoxybenzene;5-Bromo-2-iodophenyl methyl ether;
    • DB-075561
    • 4-bromo-1-iodo-2-methoxy-benzene
    • MDL: MFCD11847482
    • Inchi: 1S/C7H6BrIO/c1-10-7-4-5(8)2-3-6(7)9/h2-4H,1H3
    • InChI Key: ZQPKPGBEEFOTEK-UHFFFAOYSA-N
    • SMILES: BrC1C=C(OC)C(I)=CC=1

Computed Properties

  • Exact Mass: 311.86500
  • Monoisotopic Mass: 311.86467g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 110
  • 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: 9.2
  • XLogP3: 3.2

Experimental Properties

  • PSA: 9.23000
  • LogP: 3.06230

4-bromo-1-iodo-2-methoxy-benzene Security Information

4-bromo-1-iodo-2-methoxy-benzene Customs Data

  • HS CODE:2909309090
  • Customs Data:

    China Customs Code:

    2909309090

    Overview:

    2909309090 Other aromatic ethers and their halogenated derivatives\sulfonation\Nitrated derivative(Including nitrosative derivatives).Regulatory conditions:nothing.VAT:17.0%.Tax refund rate:9.0%.MFN tariff:5.5%.general tariff:30.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2909309090 other aromatic ethers and their halogenated, sulphonated, nitrated or nitrosated derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

4-bromo-1-iodo-2-methoxy-benzene Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-JD809-5g
4-bromo-1-iodo-2-methoxy-benzene
791642-68-7 98%
5g
510.0CNY 2021-08-04
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-JD809-250mg
4-bromo-1-iodo-2-methoxy-benzene
791642-68-7 98%
250mg
106CNY 2021-05-08
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-JD809-1g
4-bromo-1-iodo-2-methoxy-benzene
791642-68-7 98%
1g
147.0CNY 2021-08-04
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
B844557-1g
4-Bromo-1-iodo-2-methoxybenzene
791642-68-7 98%
1g
130.50 2021-05-17
JIE DA WEI ( SHANG HAI ) YI YAO KE JI FA ZHAN Co., Ltd.
03R0301-5g
4-Bromo-1-iodo-2-methoxy-benzene
791642-68-7 96%
5g
5071.29CNY 2021-05-08
JIE DA WEI ( SHANG HAI ) YI YAO KE JI FA ZHAN Co., Ltd.
03R0301-25g
4-Bromo-1-iodo-2-methoxy-benzene
791642-68-7 96%
25g
16943.89CNY 2021-05-08
JIE DA WEI ( SHANG HAI ) YI YAO KE JI FA ZHAN Co., Ltd.
03R0301-1g
4-Bromo-1-iodo-2-methoxy-benzene
791642-68-7 96%
1g
1679.12CNY 2021-05-08
TRC
B687425-1g
5-Bromo-2-iodoanisole
791642-68-7
1g
$ 90.00 2022-06-01
TRC
B687425-5 g
5-Bromo-2-iodoanisole
791642-68-7
5g
$ 245.00 2022-01-10
Fluorochem
038031-250mg
5-Bromo-2-iodoanisole
791642-68-7 98%
250mg
£11.00 2022-03-01

4-bromo-1-iodo-2-methoxy-benzene Production Method

Production Method 1

Reaction Conditions
1.1 Reagents: Sodium nitrite ,  Hydrochloric acid ,  Potassium iodide Solvents: Water
Reference
Ortho-C-H methoxylation of aryl halides enabled by a polarity-reversed N-O reagent
Liu, Xin ; Fu, Yue ; Chen, Zhijie; Liu, Peng ; Dong, Guangbin, Nature Chemistry, 2023, 15(10), 1391-1399

Production Method 2

Reaction Conditions
1.1 Reagents: Iodine ,  Tripotassium phosphate Solvents: Acetonitrile ;  6 h, 100 °C; 100 °C → rt
1.2 Reagents: Sodium carbonate ,  Sodium persulfate Solvents: Water ;  rt
Reference
Transition-metal-free decarboxylative iodination: New routes for decarboxylative oxidative cross-couplings
Perry, Gregory J. P.; Quibell, Jacob M.; Panigrahi, Adyasha; Larrosa, Igor, Journal of the American Chemical Society, 2017, 139(33), 11527-11536

Production Method 3

Reaction Conditions
1.1 Reagents: Sodium nitrite ,  Sulfuric acid ,  Potassium iodide
Reference
Synthesis-Guided Structure Revision of the Sarcodonin, Sarcoviolin, and Hydnellin Natural Product Family
Lin, David W.; Masuda, Takeshi; Biskup, Moritz B.; Nelson, Jonathan D.; Baran, Phil S., Journal of Organic Chemistry, 2011, 76(4), 1013-1030

Production Method 4

Reaction Conditions
1.1 Reagents: p-Toluenesulfonic acid ,  Sodium nitrite ,  Potassium iodide
Reference
Pyridazine-derived γ-secretase modulators
Wan, Zehong; Hall, Adrian; Jin, Yun; Xiang, Jia-Ning; Yang, Eric; et al, Bioorganic & Medicinal Chemistry Letters, 2011, 21(13), 4016-4019

Production Method 5

Reaction Conditions
Reference
Synthesis of C3,C4-Disubstituted Indoles via the Palladium/Norbornene-Catalyzed ortho-Amination/ipso-Heck Cyclization
Rago, Alexander J.; Dong, Guangbin, Organic Letters, 2021, 23(9), 3755-3760

Production Method 6

Reaction Conditions
1.1 Reagents: Sodium nitrite ,  Sulfuric acid Solvents: Water ;  30 min, 5 - 10 °C
1.2 Reagents: Potassium iodide ;  1 h, rt
Reference
The synthesis and SAR of 2-arylsulfanylphenyl-1-oxyalkylamino acids as GlyT-1 inhibitors
Smith, Garrick; Mikkelsen, Gitte; Eskildsen, Jorgen; Bundgaard, Christoffer, Bioorganic & Medicinal Chemistry Letters, 2006, 16(15), 3981-3984

Production Method 7

Reaction Conditions
1.1 Reagents: N-Iodosuccinimide Catalysts: [1,1,1-Trifluoro-N-[(trifluoromethyl)sulfonyl]methanesulfonamidato-κN](triphenyl… Solvents: Dichloromethane ,  Toluene ;  14 h, 40 °C
Reference
Gold(I)-catalyzed iodination of arenes
Leboeuf, David; Ciesielski, Jennifer; Frontier, Alison J., Synlett, 2014, 25(3), 399-402

4-bromo-1-iodo-2-methoxy-benzene Raw materials

4-bromo-1-iodo-2-methoxy-benzene Preparation Products

4-bromo-1-iodo-2-methoxy-benzene Suppliers

Suzhou Senfeida Chemical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
(CAS:791642-68-7)4-bromo-1-iodo-2-methoxybenzene
Order Number:sfd4687
Stock Status:in Stock
Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:33
Price ($):discuss personally

Additional information on 4-bromo-1-iodo-2-methoxy-benzene

Recent Advances in the Application of 4-Bromo-1-iodo-2-methoxy-benzene (CAS: 791642-68-7) in Chemical Biology and Pharmaceutical Research

The compound 4-bromo-1-iodo-2-methoxy-benzene (CAS: 791642-68-7) has recently garnered significant attention in chemical biology and pharmaceutical research due to its versatile reactivity and potential applications in drug discovery and material science. This halogenated aromatic compound serves as a crucial intermediate in the synthesis of complex molecules, particularly in cross-coupling reactions such as Suzuki-Miyaura and Buchwald-Hartwig couplings. Recent studies have highlighted its role in the development of novel therapeutics and functional materials, making it a focal point for researchers in the field.

One of the most notable applications of 4-bromo-1-iodo-2-methoxy-benzene is its use in the synthesis of biologically active compounds. A 2023 study published in the Journal of Medicinal Chemistry demonstrated its utility in constructing kinase inhibitors, where it served as a key building block for the introduction of halogenated aryl groups. The study reported that derivatives synthesized using this compound exhibited potent inhibitory activity against specific cancer-related kinases, with IC50 values in the nanomolar range. This underscores its potential in targeted cancer therapy.

In addition to its pharmaceutical applications, 4-bromo-1-iodo-2-methoxy-benzene has been employed in materials science. A recent publication in Advanced Materials detailed its use in the synthesis of organic semiconductors. The compound's ability to undergo efficient cross-coupling reactions allowed for the precise tuning of electronic properties in conjugated polymers, leading to improved charge carrier mobility. These findings open new avenues for the development of flexible electronics and optoelectronic devices.

From a mechanistic perspective, the reactivity of 4-bromo-1-iodo-2-methoxy-benzene has been extensively studied. Research published in Organic Letters in 2024 explored its behavior in palladium-catalyzed reactions, revealing that the iodine substituent undergoes oxidative addition more readily than the bromine substituent. This selectivity enables sequential functionalization, a feature that has been leveraged in the synthesis of complex heterocycles. Such insights are invaluable for designing efficient synthetic routes in medicinal chemistry.

Despite its promising applications, challenges remain in the large-scale production and handling of 4-bromo-1-iodo-2-methoxy-benzene. A 2023 review in Chemical Reviews highlighted the need for improved synthetic protocols to enhance yield and reduce byproducts. Additionally, environmental concerns related to halogenated waste have prompted investigations into greener alternatives, though the compound's unique reactivity often makes it irreplaceable in certain contexts.

In conclusion, 4-bromo-1-iodo-2-methoxy-benzene (CAS: 791642-68-7) continues to be a cornerstone in chemical biology and pharmaceutical research. Its dual functionality as a synthetic intermediate and a building block for bioactive molecules positions it at the forefront of innovation. Future research is expected to focus on optimizing its applications while addressing sustainability challenges, further solidifying its role in advancing the field.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:791642-68-7)4-bromo-1-iodo-2-methoxybenzene
sfd4687
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
Email