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蒸汽密度
8.2 (vs air)
质量水平
方案
98%
表单
liquid
折射率
n20/D 1.611 (lit.)
沸点
224 °C (lit.)
mp
4-6 °C (lit.)
密度
1.956 g/mL at 25 °C (lit.)
SMILES字符串
Brc1ccccc1Br
InChI
1S/C6H4Br2/c7-5-3-1-2-4-6(5)8/h1-4H
InChI key
WQONPSCCEXUXTQ-UHFFFAOYSA-N
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一般描述
1,2-Dibromobenzene, also known as o-Dibromobenzene, is an aromatic halogenated hydrocarbon commonly used as a precursor in various organic synthesis reactions based on the intermediate formation of benzynes.
应用
- 最小保护基团策略下胶原蛋白三螺旋的选择性共价捕获：本研究详细介绍了Rink Amide MBHA树脂捕获胶原蛋白三螺旋的使用，强调了其在固相合成中的效率（JDH Le Tracy Yu, 2020）。
- 固相肽合成：新树脂和新保护基团：介绍一种新型树脂，Fmoc-Rink-Amide PEG Octagel，展示其在肽合成中的应用（S Ramkisson, 2018）。
- 开发一种新型自动化机器人系统，用于快速、高通量、平行、固相肽合成：本文讨论了Rink Amide MBHA树脂在开发肽合成自动化系统中的应用（K Kiss et al., 2023）。
- 含有多个Ntrp和Ntrp残基的类肽的合成：树脂、解理条件及亚单体保护的比较研究：该研究比较了包括Rink Amide MBHA在内的不同树脂，分析了它们在类肽合成中的功效（A Lone et al., 2020）。
It is also used as a key reactant in the synthesis of:
- diborylbenzenes via palladium-catalyzed borylation of bromobenzenes
- o,o′-tri- and -tetrasubstituted biphenyls via aryne cross-coupling reaction
警示用语：
Warning
危险分类
Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
靶器官
Respiratory system
储存分类代码
10 - Combustible liquids
WGK
WGK 3
闪点(°F)
197.6 °F - closed cup
闪点(°C)
92 °C - closed cup
个人防护装备
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
法规信息
危险化学品
Efficient and Complementary Methods Offering Access to Synthetically Valuable 1, 2-Dibromobenzenes
Vincent D, et al.
European Journal of Organic Chemistry (2011)
Palladium-Catalyzed Double Cross-Coupling Reactions of Organodimetallic Reagents Leading to Polycyclic Aromatic Hydrocarbons
Masaki S, et al.
European Journal of Organic Chemistry, 2013, 8069-8081 (2013)
Regioselectivity in the Aryne Cross-Coupling of Aryllithiums with Functionalized 1, 2-Dibromobenzenes
Vincent D, et al.
European Journal of Organic Chemistry (2011)
Holger F Bettinger et al.
The Journal of organic chemistry, 72(25), 9750-9752 (2007-11-08)
The one-step high-yield synthesis of 1,2-bis(trimethylsilyl)benzene from 1,2-dibromobenzene using tert-butyllithium and trimethylsilyltriflate is reported. A mechanistic investigation shows that 1,2-dilithiobenzene is not an intermediate in this reaction; the coexistence of trimethylsilyltriflate and tert-butyllithium at very low temperatures allows a sequence
G Shakila et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 86, 449-455 (2011-11-25)
The FT-IR and FT-Raman spectra of the compound 1,2-dibromobenzene have been recorded in the region 4000-100cm(-1). The vibrational analysis has been made using HF and DFT (B3LYP and LSDA) level of theory by employing 6-31 +G (d, p) and 6-311
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