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2-(p-Bromophenyl)acetyl hydrazide, also known as 2-(4-bromophenyl)acetohydrazide, is a hydrazide derivative with the molecular formula C8H9BrN2O and a molar mass of 216.07 g/mol. It is a white to off-white crystalline solid that is soluble in organic solvents such as acetone and dichloromethane. This chemical compound is used in organic synthesis and pharmaceutical research, particularly as an intermediate in the synthesis of pharmaceuticals and agrochemicals. Additionally, it is known for its ability to inhibit the enzyme acetylcholinesterase, making it a potential candidate for the development of drugs to treat Alzheimer's disease.

14579-97-6

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14579-97-6 Usage

Uses

Used in Pharmaceutical Research:
2-(p-Bromophenyl)acetyl hydrazide is used as an intermediate in the synthesis of pharmaceuticals for its ability to inhibit the enzyme acetylcholinesterase. This property makes it a potential candidate for the development of drugs to treat Alzheimer's disease, where acetylcholinesterase inhibition can help improve cognitive function.
Used in Agrochemical Synthesis:
In the agrochemical industry, 2-(p-Bromophenyl)acetyl hydrazide is used as an intermediate in the synthesis of various agrochemicals. Its reactivity and functional groups make it a valuable component in the development of new pesticides and other agricultural chemicals.
Used in Organic Synthesis:
2-(p-Bromophenyl)acetyl hydrazide is utilized in organic synthesis due to its versatile chemical properties. Its reactivity allows for the formation of various compounds, making it a useful building block in the synthesis of complex organic molecules for a wide range of applications.

Check Digit Verification of cas no

The CAS Registry Mumber 14579-97-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,4,5,7 and 9 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 14579-97:
(7*1)+(6*4)+(5*5)+(4*7)+(3*9)+(2*9)+(1*7)=136
136 % 10 = 6
So 14579-97-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H9BrN2O/c9-7-3-1-6(2-4-7)5-8(12)11-10/h1-4H,5,10H2,(H,11,12)

14579-97-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-Acetyl-2-(4-bromophenyl)hydrazine

1.2 Other means of identification

Product number -
Other names N'-(4-BROMOPHENYL)ACETOHYDRAZIDE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:14579-97-6 SDS

14579-97-6Relevant academic research and scientific papers

Palladium/copper-catalyzed arylation of alkenes with N′-acyl arylhydrazines

Zhang, Ji-Quan,Cao, Jun,Li, Wei,Li, Shu-Min,Li, Yong-Kang,Wang, Jian-Ta,Tang, Lei

supporting information, p. 437 - 441 (2017/02/05)

A novel ligand-free palladium/copper-catalyzed Heck-type coupling reaction of alkenes and N′-acyl arylhydrazines has been developed by using air as the terminal oxidant. This protocol features wide functional group tolerance and produces highly chemoselective and regioselective products with good to excellent yields.

Synthesis of 2,3-dihydro-1H-indazoles by Rh(iii)-catalyzed C-H cleavage of arylhydrazines

Yao, Jinzhong,Feng, Ruokun,Lin, Cong,Liu, Zhanxiang,Zhang, Yuhong

, p. 5469 - 5476 (2014/07/21)

A rhodium-catalyzed efficient method for the synthesis of 2,3-dihydro-1H-indazoles is described. The reaction of arylhydrazines with olefins results in the corresponding 2,3-dihydro 1H-indazoles with exclusive regioselectivity via C-H bond activation. The utility of the methodology is illustrated by a rapid synthesis of 1H-indazoles under mild reaction conditions in half an hour. This journal is the Partner Organisations 2014.

Rh(III)-catalyzed oxidative coupling of 1,2-disubstituted arylhydrazines and olefins: A new strategy for 2,3-dihydro-1H-indazoles

Han, Sangil,Shin, Youngmi,Sharma, Satyasheel,Mishra, Neeraj Kumar,Park, Jihye,Kim, Mirim,Kim, Minyoung,Jang, Jinbong,Kim, In Su

supporting information, p. 2494 - 2497 (2014/05/20)

A rhodium(III)-catalyzed oxidative olefination of 1,2-disubstituted arylhydrazines with alkenes via sp2 C-H bond activation followed by an intramolecular aza-Michael reaction is described. This strategy allows the direct and efficient construct

Indole synthesis by rhodium(III)-catalyzed hydrazine-directed C-H activation: Redox-neutral and traceless by N-N bond cleavage

Zhao, Dongbing,Shi, Zhuangzhi,Glorius, Frank

supporting information, p. 12426 - 12429 (2013/12/04)

Fishing for complements! There is an alternative to the useful Fischer indole synthesis. The new method utilizes the same retrosynthetic disconnection but is based on a RhIII-catalyzed directed C-H activation step and a successive coupling with alkynes. Copyright

Formation of enehydrazine intermediates through coupling of phenylhydrazines with vinyl halides: Entry into the Fischer indole synthesis

Zhan, Fuxu,Liang, Guangxin

supporting information, p. 1266 - 1269 (2013/03/13)

Cut to the chase: Direct formation of an enehydrazine, an intermediate in the classic Fischer indole synthesis, solves the regioselectivity problem associated with indolization. This approach not only achieves selective synthesis of indoles through proper selection of the vinyl halide, but also leads to quick construction of desoxyeseroline and esermethole, as well as the key structural motif in the Akuammiline alkaloid vincorine. Copyright

PIPERIDINE DERIVATIVES AS TACHYKININ RECEPTOR ANTAGONISTS

-

Page/Page column 87-88, (2010/11/28)

A novel piperidine derivative represented by the formula (I) (I) wherein Ar is a phenyl group optionally having substituent(s), R?1? is a hydrogen atom, a hydrocarbon group optionally having substituent(s), an acyl group or a heterocyclic group optionally having substituent(s), Z is a methylene group optionally having C?1-6#191 alkyl group(s), ring A is a piperidine ring optionally further having substituent(s), and B is a monocyclic aromatic heterocyclic group optionally having substituent(s) (substituents of monocyclic aromatic heterocycle may be bonded to each other to form a ring), or a salt thereof has a superior tachykinin receptor antagonistic action and the like, and is useful as an agent for the prophylaxis or treatment of lower urinary tract disease and the like.

OXYGENATION OF SUBSTITUTED 2'-HYDROXYACETOPHENONE 4-BROMOPHENYLHYDRAZONES PROMOTED BY COBALT(II) SCHIFF BASE COMPLEX

Nishinaga, Akira,Yamazaki, Shigekazu,Matsuura, Teruo

, p. 5805 - 5808 (2007/10/02)

Substituted 2'-hydroxyacetophenone 4-bromophenylhydrazones are oxygenated readily in the presence of Co(Salpr) in ethanol to give 2-(4-bromophenylazo)-1,3-benzodioxoles in good yield.The results are rationalized in terms of the decomposition of a peroxy cobalt(III) complex intermediate by a mechanism similar to the Darkin oxidation.

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