704-77-8 Usage
Description
(E)-β-Bromoallocinnamic acid, an organic compound with the chemical formula C10H9BrO2, is a derivative of cinnamic acid featuring a bromine atom in the beta position relative to the carboxylic acid functional group. (E)-β-Bromoallocinnamic acid is recognized for its utility in organic synthesis and its potential applications in pharmaceuticals and agrochemicals due to the reactivity of the bromine atom, which facilitates various reactions such as Suzuki coupling and Heck reactions.
Uses
Used in Pharmaceutical Industry:
(E)-β-Bromoallocinnamic acid is used as a building block for the synthesis of various pharmaceuticals, leveraging its bromine atom to engage in critical chemical reactions that contribute to the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, (E)-β-Bromoallocinnamic acid serves as an essential intermediate in the creation of compounds designed to protect crops and enhance agricultural productivity, capitalizing on its synthetic versatility.
Used in Organic Synthesis:
(E)-β-Bromoallocinnamic acid is utilized as a versatile intermediate in organic chemistry, particularly for reactions like Suzuki coupling and Heck reactions, which are vital for constructing complex molecular structures.
Used in Antifungal and Antibacterial Applications:
(E)-β-Bromoallocinnamic acid has been investigated for its potential antifungal and antibacterial properties, indicating its use in the development of novel therapeutic agents to combat infections.
Check Digit Verification of cas no
The CAS Registry Mumber 704-77-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 7,0 and 4 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 704-77:
(5*7)+(4*0)+(3*4)+(2*7)+(1*7)=68
68 % 10 = 8
So 704-77-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H7BrO2/c10-8(6-9(11)12)7-4-2-1-3-5-7/h1-6H,(H,11,12)/b8-6-
704-77-8Relevant articles and documents
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Kasiwagi
, p. 985 (1958)
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Metal-Free Transfer Hydrobromination of C-C Triple Bonds
Chen, Weiqiang,Oestreich, Martin
supporting information, p. 4531 - 4534 (2019/06/27)
A transfer hydrobromination of C-C triple bonds inititated by Br?nsted acids is reported. Hydrogen bromide is released stepwise from a bench-stable cyclohexa-1,4-diene-based surrogate, generating biphenyl and ethylene as waste. A range of vinyl bromides was prepared from terminal and internal, mainly acceptor-substituted alkynes with good functional-group tolerance.
Controlling 6-endo-selectivity in oxidation/bromocyclization cascades for synthesis of aplysiapyranoids and other 2,2,6,6-substituted tetrahydropyrans
Brücher, Oliver,Bergstr??er, Uwe,Kelm, Harald,Hartung, Jens,Greb, Marco,Svoboda, Ingrid,Fuess, Hartmut
supporting information; experimental part, p. 6968 - 6980 (2012/09/07)
A cascade, composed of (i) oxovanadium(V)-catalyzed oxidation of bromide by tert-butyl hydroperoxide and (ii) stereoselective 6-endo-bromocyclization, affords 3-bromo-2-aryl-2,6,6-trimethyltetrahydropyrans from styrene-type tertiary alkenols in synthetically useful yields. (E)-Alkenols add the bromo- and the alkoxy substituent anti-selectively across the double bond, indicating a bromonium ion-mechanism for the ring closure. 6-endo-control of the alkenol cyclization thereby arises from the polar effect of the aryl substituent. Two methyl substituents bound to the alkene terminus are not similarly able to favor 6-endo-cyclization, because strain arising from methyl group repulsion, as the bromonium-activated π-bond and the hydroxyl oxygen approach, directs bromocyclization of tertiary prenyl-type substrates toward tetrahydrofuran formation. A hexasubstituted bromotetrahydropyran prepared from the oxidation/bromocyclization cascade served as starting material for synthesis of racemic aplysiapyranoid A, in a sequence of free radical and polar functional group interconversion.
