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Merck

D39002

Sigma-Aldrich

1,2-Dibrom-benzol

98%

Synonym(e):

o-Dibromobenzene

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About This Item

Empirische Formel (Hill-System):
C6H4Br2
CAS-Nummer:
Molekulargewicht:
235.90
Beilstein:
970241
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352100
PubChem Substanz-ID:
NACRES:
NA.22

Dampfdichte

8.2 (vs air)

Qualitätsniveau

Assay

98%

Form

liquid

Brechungsindex

n20/D 1.611 (lit.)

bp

224 °C (lit.)

mp (Schmelzpunkt)

4-6 °C (lit.)

Dichte

1.956 g/mL at 25 °C (lit.)

SMILES String

Brc1ccccc1Br

InChI

1S/C6H4Br2/c7-5-3-1-2-4-6(5)8/h1-4H

InChIKey

WQONPSCCEXUXTQ-UHFFFAOYSA-N

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Allgemeine Beschreibung

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.

Anwendung


  • Selective Covalent Capture of Collagen Triple Helices with Minimal Protecting Group Strategy: This study details the use of Rink Amide MBHA resin for capturing collagen triple helices, highlighting its efficiency in solid-phase synthesis (JDH Le Tracy Yu, 2020).

  • Solid phase peptide synthesis: new resin and new protecting group: Introduction of a novel resin, Fmoc-Rink-Amide PEG Octagel, showcasing its application in peptide synthesis (S Ramkisson, 2018).

  • Development of a novel, automated, robotic system for rapid, high-throughput, parallel, solid-phase peptide synthesis: This paper discusses the utilization of Rink Amide MBHA resin in developing an automated system for peptide synthesis (K Kiss et al., 2023).

  • Synthesis of Peptoids Containing Multiple Nhtrp and Ntrp Residues: A Comparative Study of Resin, Cleavage Conditions and Submonomer Protection: The study compares different resins including Rink Amide MBHA, analyzing their efficacy in peptoid synthesis (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

Piktogramme

Exclamation markEnvironment

Signalwort

Warning

Gefahreneinstufungen

Aquatic Chronic 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

10 - Combustible liquids

WGK

WGK 3

Flammpunkt (°F)

197.6 °F - closed cup

Flammpunkt (°C)

92 °C - closed cup

Persönliche Schutzausrüstung

Eyeshields, Gloves, type ABEK (EN14387) respirator filter


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Kunden haben sich ebenfalls angesehen

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)
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
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

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