577-19-5 Usage
Description
1-Bromo-2-nitrobenzene is an organic compound that exists as a white to light yellow crystal powder. It is known for its reactivity in various chemical processes, particularly in the context of organic synthesis and the formation of different chemical compounds.
Uses
1. Used in Organic Synthesis:
1-Bromo-2-nitrobenzene is used as a key intermediate in the synthesis of various organic compounds due to its reactivity and ability to undergo palladium[0]-mediated Ullmann cross-coupling reactions.
2. Used in Pharmaceutical Industry:
1-Bromo-2-nitrobenzene is used as a reactant to produce N-methyl-N-(2-nitro-phenyl)-anthranilic acid, which is an important compound in the pharmaceutical industry.
3. Used in Chemical Research:
1-Bromo-2-nitrobenzene is utilized in the preparation of several compounds, such as 4-methoxy-2'-nitrodiphenyl ether, 1-methoxy-3,5-bis-(2-nitro-phenoxy)benzene, and 5-hydroxy-3-methoxy-2'-nitrodiphenyl ether, which are essential for further research and development in the chemical field.
4. Used in Material Science:
1-Bromo-2-nitrobenzene's properties make it a candidate for use in the development of new materials, particularly in the context of cross-coupling reactions that can lead to novel materials with specific properties.
Purification Methods
Crystallise it twice from pet ether, using charcoal before the first crystallisation. [Beilstein 5 III 618, 5 IV 728.]
Check Digit Verification of cas no
The CAS Registry Mumber 577-19-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,7 and 7 respectively; the second part has 2 digits, 1 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 577-19:
(5*5)+(4*7)+(3*7)+(2*1)+(1*9)=85
85 % 10 = 5
So 577-19-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H4BrNO2/c7-5-3-1-2-4-6(5)8(9)10/h1-4H
577-19-5Relevant articles and documents
Nitration of deactivated aromatic compounds via mechanochemical reaction
Wu, Jian-Wei,Zhang, Pu,Guo, Zhi-Xin
supporting information, (2021/05/05)
A variety of deactivated arenes were nitrated to their corresponding nitro derivatives in excellent yields under high-speed ball milling condition using Fe(NO3)3·9H2O/P2O5 as nitrating reagent. A radical involved mechanism was proposed for this facial, eco-friendly, safe, and effective nitration reaction.
Two-Phase Electrochemical Generation of Aryldiazonium Salts: Application in Electrogenerated Copper-Catalyzed Sandmeyer Reactions
Goljani, Hamed,Tavakkoli, Zahra,Sadatnabi, Ali,Nematollahi, Davood
supporting information, p. 5920 - 5924 (2020/08/12)
The electrochemical generation of aryldiazonium salts from nitroarenes in a two-phase system (ethyl acetate/water) was reported for the first time. Some compounds including azo, azosulfone, and arylazides were prepared in good yields with good purity. Cathodically generated aryldiazoniums and anodically produced copper(Ι) ions were used to perform Sandmeyer reactions. To improve the method, an H-type self-driving cell equipped with a Zn rod as an anode was introduced and used for two-phase aryldiazonium production.
NITRATION
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Page/Page column 36; 41; 46; 64; 37; 47; 42; 66, (2020/05/28)
The present invention relates to a process for preparing a nitrated compound, comprising the step of reacting a compound (A) comprising at least one substituted or unsubstituted aromatic or heteroaromatic ring, wherein said heteroaromatic ring comprises at least one heteroatom selected from the group consisting of oxygen, sulfur, phosphor, selenium and nitrogen, with a compound of formula (I) wherein Y is selected from the group consisting of hydrogen and nitro.