38573-88-5 Usage
Description
1-Bromo-2,3-difluorobenzene is an organic compound characterized by the presence of a bromine atom and two fluorine atoms attached to a benzene ring. It is a versatile intermediate in the synthesis of various chemical compounds and has potential applications in the pharmaceutical and chemical industries.
Uses
1. Used in Pharmaceutical Industry:
1-Bromo-2,3-difluorobenzene is used as an intermediate for the synthesis of potent, orally active Calcitonin gene-related peptide (CGRP) receptor antagonist (BMS-846372). 1-Bromo-2,3-difluorobenzene has potential therapeutic applications in the treatment of migraines and other conditions related to CGRP receptor activity.
2. Used in Chemical Industry:
1-Bromo-2,3-difluorobenzene is used as an intermediate for the preparation of 2,3-difluorophenyl(dimethyl)phosphane, which can be further utilized in the synthesis of various chemical compounds.
3. Used in Liquid Crystal Industry:
1-Bromo-2,3-difluorobenzene is used as an intermediate for the development of liquid crystal materials, which are essential components in the manufacturing of display technologies, such as LCD screens.
4. Used in Drug Synthesis:
1-Bromo-2,3-difluorobenzene serves as a key intermediate in the synthesis of various drugs, contributing to the development of new pharmaceuticals with improved therapeutic properties.
5. Used in Microbial Oxidation Research:
Microbial oxidation of 1-bromo-2,3-difluorobenzene by Pseudomonas putida strain 39/D and Escherichia coli recombinant microorganism (strain JM 109(pDTG601)) has been reported. This research can provide insights into the biodegradation and biotransformation processes of halogenated aromatic compounds, which are relevant to environmental and industrial applications.
Synthesis
Add
50% aqueous solution of KOH (18.0 g, 160 mmol) to a mixture of
1-bromo-5,5,6,6-tetrafluorocyclohex-1-ene (11.65 g) and
triethylbenzylammonium chloride (0.15 g, 0.7 mmol) at 30-35°C for 30
minutes. Keep the reaction mixture at 75-85°C for 2 hours. Cool the
reaction mixture. Dilute the reaction mixture with water. Extract the
organic product with CH2Cl2. Dry the organic product over CaCl2. Distill the organic product. 1H NMR (CDCl3, 300.1 MHz), δ: 7.00-7.16 (m, 1H, Ar); 7.17-7.29 (m, 1H, Ar); 7.34-7.47 (m, 1H, Ar). 13C NMR (CDCl3,
75.5 MHz), δ: 110.40 (d, C(1), J = 17.5 Hz); 116.40 (d, C(4), J = 17.7
Hz); 124.70 (dd, C(5), J = 7.1 Hz, J = 5.0 Hz); 128.23 (d, C(6), J = 3.6
Hz); 148.10 (dd, C(2), J = 248.8 Hz, J = 14.3 Hz); 150.92 (dd, C(3), J =
251.9 Hz, J = 13.3 Hz). 19F NMR (CDCl3, 282.4 MHz), δ: -130.9 (m, 1 F, Ar), -134.8 (m, 1 F, Ar). BP 157-158°C. Elemental Analysis Found (%): C, 37.54; H, 1.50. C6H3BrF2. Calculated (%): C, 37.34; H, 1.52. Mass Spec MS, m/z (Irel (%)): 194, 192 [M]+ (100, 99), 113 [M-Br]+ (88), 63 (60).Fig The synthetic method of 1-Bromo-2,3-difluorobenzene
Check Digit Verification of cas no
The CAS Registry Mumber 38573-88-5 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,8,5,7 and 3 respectively; the second part has 2 digits, 8 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 38573-88:
(7*3)+(6*8)+(5*5)+(4*7)+(3*3)+(2*8)+(1*8)=155
155 % 10 = 5
So 38573-88-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H3BrF2/c7-4-2-1-3-5(8)6(4)9/h1-3H
38573-88-5Relevant articles and documents
Three-step regioselective synthesis of 2,3-difluorohalobenzenes using tetrafluoroethylene and buta-1,3-diene as starting building blocks
Egorov, M. P.,Lipkind, M. B.,Nefedov, O. M.,Volchkov, N. V.
, p. 925 - 932 (2021/06/07)
The gas-phase copyrolysis of tetrafluoroethylene and buta-1,3-diene in a flow tube reactor at 490–510 °C gives 3,3,4,4-tetrafluorocyclohex-1-ene, which is selectively converted to 1-bromo- or 1-chloro-2,3-difluorobenzene via intermediate steps of halogenation and dehydrohalogenation.
Method for producing tetrakis ( fluoroaryl) borate-magnesium compound
-
, (2008/06/13)
Fluoroaryl magnesium halide is reacted with a boron compound so that a molar ratio of the fluoroaryl magnesium halide to the boron compound is not less than 3.0 and not more than 3.7, so as to produce a tetrakis (fluoroaryl) borate·magnesium compound. With this method, there occurs no hydrogen fluoride which corrodes a producing apparatus and requires troublesome waste water treatment.