109529-98-8

Basic information

• Product Name: ((1E,3E)-5-BROMO-PENTA-1,3-DIENYL)-BENZENE
• Synonyms: ((1E,3E)-5-BROMO-PENTA-1,3-DIENYL)-BENZENE
• CAS NO: 109529-98-8
• Molecular Formula: C₁₁H₁₁Br
• Molecular Weight: 223.10904
• Mol File: 109529-98-8.mol
• Article Data: 19

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ((1E,3E)-5-BROMO-PENTA-1,3-DIENYL)-BENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: ((1E,3E)-5-BROMO-PENTA-1,3-DIENYL)-BENZENE(109529-98-8)
• EPA Substance Registry System: ((1E,3E)-5-BROMO-PENTA-1,3-DIENYL)-BENZENE(109529-98-8)

Safety Data

• Hazardous Substances Data: 109529-98-8(Hazardous Substances Data)

Usage

Description

((1E,3E)-5-BROMO-PENTA-1,3-DIENYL)-BENZENE, also known as 5-Bromo-Penta-1,3-Dienyl-Benzene, is a chemical compound with the molecular formula C11H9Br. It features a benzene ring with a 5-bromo-penta-1,3-dienyl group attached to it, making it a valuable building block for the synthesis of complex organic compounds.

Uses

Used in Organic Synthesis:
((1E,3E)-5-BROMO-PENTA-1,3-DIENYL)-BENZENE is used as a starting material in organic synthesis for the preparation of various derivatives and analogs. Its unique structure and the presence of the bromine atom make it a versatile compound for creating a wide range of organic molecules.
Used in Pharmaceutical Production:
In the pharmaceutical industry, ((1E,3E)-5-BROMO-PENTA-1,3-DIENYL)-BENZENE is used as a reagent in the production of various pharmaceuticals. Its ability to be modified and incorporated into complex molecules makes it a useful component in the development of new drugs.
Used in Agrochemical Production:
((1E,3E)-5-BROMO-PENTA-1,3-DIENYL)-BENZENE is also utilized in the agrochemical industry for the production of various agrochemicals. Its role in creating complex organic compounds contributes to the development of effective and targeted agrochemical products.
Used in Research:
In addition to its practical applications, ((1E,3E)-5-BROMO-PENTA-1,3-DIENYL)-BENZENE is used in research settings to explore its properties and potential applications. Its unique structure and reactivity make it an interesting subject for scientific investigation.

Upstream product

• 58506-33-5 5-phenyl-trans,trans-2,4-pentadien-1-ol 
• 28010-12-0 5-phenylpenta-2,4-dienoic acid 
• 38447-05-1 (2E,4E)-methyl 5-phenylpenta-2,4-dienoate 
• 60329-12-6 2-phenylmethylenecyclopropylmethanol 
• 58506-33-5 5-phenylpenta-2,4-dien-1-ol 
• 39806-16-1 ethyl (2E,4E)-5-phenyl-penta-2,4-dienoate 
• 14371-10-9 (E)-3-phenylpropenal 
• 13466-40-5 (2E, 4E)-5-phenylpenta-2,4-dienal 
• 1552-95-0 ethyl 5-phenyl-2,4-pentadienoate 
• 104-55-2 3-phenyl-propenal 
• 5208-89-9 (E)-1-phenyl-1,4-pentadien-3-ol 

Downstream Products

• 109529-99-9 diethyl <(2E,4E)-5-phenylpenta-2,4-dienyl>phosphonate 
• 109530-00-9 diethyl [(2Z,4E)-5-phenylpenta-2,4-dien-1-yl]phosphonate 
• 862121-70-8 N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-5-phenyl-(E,E)-2,4-pentadien-1-amine 

Relevant articles and documents

Asymmetric Synthesis of Cα-Substituted Prolines through Curtin–Hammett-Controlled Diastereoselective N-Alkylation

Asymmetric synthesis of α-substituted proline derivatives has been accomplished by an efficient chirality-transfer method. High diastereoselectivity of the N-alkylation of the proline ester (C→N chirality transfer) was achieved when a 2,3-disubstituted be

Stereodivergent Intramolecular C(sp3)-H Functionalization of Azavinyl Carbenes: Synthesis of Saturated Heterocycles and Fused N -Heterotricycles

A general approach for the formation of five-membered saturated heterocycles by intramolecular C(sp3)-H functionalization is reported. Using N-sulfonyltriazoles as Rh(II) azavinyl carbene equivalents, a wide variety of stereodefined cis-2,3-dis

Developing glutathione-activated catechol-type diphenylpolyenes as small molecule-based and mitochondria-targeted prooxidative anticancer theranostic prodrugs

Developing concise theranostic prodrugs is highly desirable for personalized and precision cancer therapy. Herein we used the glutathione (GSH)-mediated conversion of 2,4-dinitrobenzenesulfonates to phenols to protect a catechol moiety and developed stable pro-catechol-type diphenylpolyenes as small molecule-based prooxidative anticancer theranostic prodrugs. These molecules were synthesized via a modular route allowing creation of various pro-catechol-type diphenylpolyenes. As a typical representative, PDHH demonstrated three unique advantages: (1) capable of exploiting increased levels of GSH in cancer cells to in situ release a catechol moiety followed by its in situ oxidation to o-quinone, leading to preferential redox imbalance (including generation of H2O2 and depletion of GSH) and final selective killing of cancer cells over normal cells, and is also superior to 5-fluorouracil and doxorubicin, the widely used chemotherapy drugs, in terms of its ability to kill preferentially human colon cancer SW620 cells (IC50 = 4.3 μM) over human normal liver L02 cells (IC50 = 42.3 μM) with a favourable in vitro selectivity index of 9.8; (2) permitting a turn-on fluorescent monitoring for its release, targeting mitochondria and therapeutic efficacy without the need of introducing additional fluorophores after its activation by GSH in cancer cells; (3) efficiently targeting mitochondria without the need of introducing additional mitochondria-directed groups.