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D39002

1,2-Dibromobenzene

98%

Synonym(s):

o-Dibromobenzene

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About This Item

Empirical Formula (Hill Notation):
C6H4Br2
CAS Number:
583-53-9
Molecular Weight:
235.90
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24893794
EC Number:
209-507-3
Beilstein/REAXYS Number:
970241
MDL number:
MFCD00000057
Assay:
98%
Form:
liquid
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vapor density

8.2 (vs air)

Quality Segment

assay

98%

form

liquid

refractive index

n20/D 1.611 (lit.)

bp

224 °C (lit.)

mp

4-6 °C (lit.)

density

1.956 g/mL at 25 °C (lit.)

functional group

bromo

SMILES string

Brc1ccccc1Br

InChI

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

InChI key

WQONPSCCEXUXTQ-UHFFFAOYSA-N

General description

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.

Application

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

  • 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).



Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class

10 - Combustible liquids

WGK

WGK 3

Flash Point (°F)

197.6 °F - closed cup

Flash Point (°C)

92 °C - closed cup

PPE (personal protective equipment)

Eyeshields, Gloves, type ABEK (EN14387) respirator filter

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