Production Method 1

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: Iodine ,  Sulfuric acid ;  2 d, 125 - 135 °C; 135 °C → rt
1.2 Reagents: Water ;  cooled

Reference

Synthesis of Doubly Annulated m-Terphenyl-Based Molecular Tweezers and Their Charge-Transfer Complexes with DDQ as a Guest

Thakur, Khushabu; Wang, Denan ; Lindeman, Sergey V.; Rathore, Rajendra, Chemistry - A European Journal, 2018, 24(50), 13106-13109

Production Method 2

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: N-Iodosuccinimide Catalysts: Sulfuric acid Solvents: Trifluoroacetic acid ;  6 - 8 h, 25 °C

Reference

Preparation of 1,4-dibromo-2,5-diiodobenzene and its analogues

, China, , ,

Production Method 3

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: Sulfuric acid ,  Periodic acid
1.2 Reagents: Potassium iodide
1.3 Reagents: Sulfuric acid

Reference

Directed Electrophilic Cyclizations: Efficient Methodology for the Synthesis of Fused Polycyclic Aromatics

Goldfinger, Marc B.; Crawford, Khushrav B.; Swager, Timothy M., Journal of the American Chemical Society, 1997, 119(20), 4578-4593

Production Method 4

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: Iodine ,  Sulfuric acid Solvents: Water ;  10 min, 90 °C; 90 °C → 115 °C; 1 d, 115 °C

Reference

Precise Monoselective Aromatic C-H Bond Activation by Chemisorption of Meta-Aryne on a Metal Surface

Fan, Qitang; Werner, Simon; Tschakert, Jalmar; Ebeling, Daniel ; Schirmeisen, Andre; et al, Journal of the American Chemical Society, 2018, 140(24), 7526-7532

Production Method 5

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: Iodine ,  Sulfuric acid ;  6 h, 130 °C; 130 °C → rt
1.2 Reagents: Water

Reference

Preparation of heteroacene derivatives useful for organic semiconductor layers and organic thin film transistors

, Japan, , ,

Production Method 6

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: Iodine ,  Sulfuric acid ;  6 h, 125 °C

Reference

Synthesis and discrimination of organic acids bisimidazole and bisimidazolium cruciforms

Wang, Zhi; Zhou, Hongjun; Hu, Junyi; You, Jingsong; Gao, Ge, Huaxue Xuebao, 2013, 71(9), 1257-1264

Production Method 7

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: Iodine ,  Sulfuric acid ;  130 °C

Reference

Intramolecular Alkyne Aromatization: Unexpected Synthesis of Expanded [9]Helicene and π-Extended Double [4]Helicene, and Their Molecular Geometry Effect on Transistor Memory

Yu, Yang; Wang, Le; Wang, Chang; Liu, Fei; Ling, Haifeng; et al, Small Science, 2023, 3(8),

Production Method 8

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: Sulfuric acid ,  Potassium iodide ,  Periodic acid (H5IO6) Solvents: Water ;  20 min, 0 °C
1.2 24 h, rt

Reference

Preparation of aromatic polycyclic compounds for organic electric elements

, Korea, , ,

Production Method 9

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: Iodine ,  Sulfuric acid ;  6 h, 130 °C; 130 °C → rt
1.2 Reagents: Water

Reference

Preparation of heteroacene derivative, an organic semiconductor layer, and an organic thin film transistor

, Japan, , ,

Production Method 10

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: Sulfuric acid ,  Potassium iodide ,  Periodic acid ;  0 °C; 0 °C → 10 °C; 24 h, rt

Reference

Aromatic compound as hole transport materials for organic electroluminescent device

, Korea, , ,

Production Method 11

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: Sulfuric acid ;  rt → 135 °C
1.2 Reagents: Iodine ;  12 h, 130 °C; 130 °C → rt
1.3 Reagents: Water ;  cooled

Reference

Polymorphism of 2D Imine Covalent Organic Frameworks

Li, Yusen; Guo, Linshuo; Lv, Yongkang; Zhao, Ziqiang; Ma, Yanhang; et al, Angewandte Chemie, 2021, 60(10), 5363-5369

Production Method 12

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: Sulfuric acid ,  Potassium iodide ,  Periodic acid (H5IO6) ;  30 min, 0 °C
1.2 Reagents: Water ;  0 °C

Reference

Direct Self-Assembly of a 2D and 3D Star of David

Song, Bo; Zhang, Zhe; Wang, Kun; Hsu, Chih-Hao; Bolarinwa, Olapeju; et al, Angewandte Chemie, 2017, 56(19), 5258-5262

Production Method 13

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: Sulfuric acid ,  Periodic acid (H5IO6) ;  rt → 0 °C
1.2 Reagents: Potassium iodide ;  0 °C; 30 min, 0 °C
1.3 Reagents: Water ;  cooled

Reference

Gold-Catalyzed Synthesis of π-Extended Carbazole-Based Systems and their Application as Organic Semiconductors

Hendrich, Christoph M.; Hannibal, Valentin D.; Eberle, Lukas; Hertwig, Leif E.; Zschieschang, Ute; et al, Advanced Synthesis & Catalysis, 2021, 363(5), 1401-1407

Production Method 14

108-36-1

96843-23-1

Reaction Conditions

1.1 Reagents: Iodine ,  Sulfuric acid

Reference

Synthetically useful aryl-aryl bond formation via Grignard generation and trapping of arynes. A one-step synthesis of p-terphenyl and unsymmetrical biaryls

Hart, Harold; Harada, Katsumasa; Du, Chi Jen Frank, Journal of Organic Chemistry, 1985, 50(17), 3104-10

Production Method 15

96843-23-1

Reaction Conditions

1.1 Reagents: Iodine ,  Sulfuric acid

Reference

A new synthesis of p-terphenyls

Hart, Harold; Harada, Katsumasa, Tetrahedron Letters, 1985, 26(1), 29-32

Benzene, 1,5-dibromo-2,4-diiodo- Raw materials

• 1,3-Dibromobenzene

Benzene, 1,5-dibromo-2,4-diiodo- Preparation Products

• Benzene, 1,5-dibromo-2,4-diiodo- (96843-23-1)

• 1. Evidence of rutile-to-anatase photo-induced electron transfer in mixed-phase TiO2 by solid-state NMR spectroscopy?
  Weili Dai,Guangjun Wu,Michael Hunger Chem. Commun., 2015,51, 13779-13782
• 2. Exchangeability of amino acid residues with similar physicochemical properties in coiled-coil interactions?
  Guiying Zhang,Maosheng Cheng,Yanni Li,Keliang Liu,Lifeng Cai Chem. Commun., 2013,49, 11086-11088
• 3. Distinct correlation between (CN2)x units and pores: a low-cost method for predesigned wide range control of micropore size of porous carbon?
  Xiaotong Feng,Lei Bian,Jie Ma,Lei Zhou,Xiayan Wang,Guangsheng Guo,Qiaosheng Pu Chem. Commun., 2019,55, 3963-3966
• 4. Fatty acid positional distribution in colostrum and mature milk of women living in Inner Mongolia, North Jiangsu and Guangxi of China?
  Long Deng,Qian Zou,Biao Liu,Wenhui Ye,Chengfei Zhuo,Li Chen,Ze-Yuan Deng,Ya-Wei Fan,Jing Li Food Funct., 2018,9, 4234-4245
• 5. Dissociative dynamics of O2 on Ag(110)?
  Ivor Lon?ari? Phys. Chem. Chem. Phys., 2015,17, 9436-9445

• 62131-93-5(Naphthalene, 2,6-dibromo-3,7-diiodo-)
• 21521-51-7(2,4,6-Tribromoiodobenzene)
• 860556-79-2(2-BROMO-1,4-DIIODOBENZENE)
• 19393-94-3(2,4-Dibromo-1-iodobenzene)
• 102153-44-6(2-Bromo-3-iodonaphthalene)
• 89284-52-6(1,4-Dibromo-2-iodobenzene)
• 583-55-1(2-Bromoiodobenzene)
• 533-55-1(2-Bromo-iodobenzene)
• 57137-98-1(Benzene, pentabromoiodo-)
• 63262-06-6(1,4-Dibromo-2,5-diiodobenzene)