625-35-4 Usage
Description
(E)-2-Butenoyl chloride, also known as Crotonoyl chloride, is an organic compound with the chemical formula CH3CH=CHCOCl. It is a colorless liquid with a pungent odor and is sensitive to light and heat. (E)-2-Butenoyl chloride is characterized by the presence of a carbon-carbon double bond and a carbonyl chloride group, which makes it highly reactive and a versatile building block in organic synthesis.
Uses
Used in Agrochemical Industry:
(E)-2-Butenoyl chloride is used as an intermediate in the synthesis of agrochemicals for its ability to form various derivatives with biological activity. It is particularly useful in the production of pesticides and herbicides, where its reactivity allows for the formation of stable and effective compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, (E)-2-Butenoyl chloride is used as a key building block in the synthesis of various drugs and drug candidates. Its reactivity enables the formation of diverse chemical structures, which can be further modified to develop new therapeutic agents with improved pharmacological properties.
Used in Dyestuff Industry:
(E)-2-Butenoyl chloride is used as a starting material in the synthesis of dyes and pigments, where its ability to form conjugated systems and reactive intermediates is exploited to create a wide range of colorants with different properties.
Used in Synthesis of α,β-Unsaturated Esters:
(E)-2-Butenoyl chloride is used as a precursor in the synthesis of α,β-unsaturated esters, which are important intermediates in organic chemistry. These esters are used in the production of various chemicals, including fragrances, flavors, and pharmaceuticals, as well as in the synthesis of other complex organic compounds.
Purification Methods
If the IR of a film has no OH bands, then fractionally distil it, taking the middle fraction and redistilling it. If OH bands are present, then add excess of oxalyl chloride, reflux for 3hours, then distil off the reagent and fractionally distil the crotonoyl chloride as before. Stabilise the distillate with 160ppm of hydroquinone. The amide forms needles m 158o from aqueous ammonia, and the anilide also forms needles but with m 115-118o from H2O. [Beilstein 2 H 411, 2 I 188, 2 II 392, 2 III 1265, 2 IV 1506.]
Check Digit Verification of cas no
The CAS Registry Mumber 625-35-4 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 5 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 625-35:
(5*6)+(4*2)+(3*5)+(2*3)+(1*5)=64
64 % 10 = 4
So 625-35-4 is a valid CAS Registry Number.
InChI:InChI=1/C4H5ClO/c1-2-3-4(5)6/h2-3H,1H3/b3-2+
625-35-4Relevant articles and documents
Quorum sensing and nf-κb inhibition of synthetic coumaperine derivatives from piper nigrum
Baruch, Yifat,Gopas, Jacob,Kadosh, Yael,Kumar, Rajendran Saravana,Kushmaro, Ariel,Muthuraman, Subramani,Yaniv, Karin
supporting information, (2021/05/28)
Bacterial communication, termed Quorum Sensing (QS), is a promising target for virulence attenuation and the treatment of bacterial infections. Infections cause inflammation, a process regulated by a number of cellular factors, including the transcription Nuclear Factor kappa B (NF-κB); this factor is found to be upregulated in many inflammatory diseases, including those induced by bacterial infection. In this study, we tested 32 synthetic derivatives of coumaperine (CP), a known natural compound found in pepper (Piper nigrum), for Quorum Sensing Inhibition (QSI) and NF-κB inhibitory activities. Of the compounds tested, seven were found to have high QSI activity, three inhibited bacterial growth and five inhibited NF-κB. In addition, some of the CP compounds were active in more than one test. For example, compounds CP-286, CP-215 and CP-158 were not cytotoxic, inhibited NF-κB activation and QS but did not show antibacterial activity. CP-154 inhibited QS, decreased NF-κB activation and inhibited bacterial growth. Our results indicate that these synthetic molecules may provide a basis for further development of novel therapeutic agents against bacterial infections.
Bromo Radical-Mediated Photoredox Aldehyde Decarbonylation towards Transition-Metal-Free Hydroalkylation of Acrylamides at Room Temperature
Deng, Guo-Jun,Huang, Huawen,Sun, Zhaozhao,Wang, Qiaolin
supporting information, (2021/12/03)
Herein, we report a visible-light-mediated hydroalkylation reaction of alkenes using easily available aldehydes as alkyl sources via bromo radical-promoted photoredox decarbonylation. This protocol provides an alternative entry to C(sp3)?C(sp3) bond formation and features considerable advantages including mild and clean reaction conditions, obviation for transition-metal catalyst, and good functional group compatibility.
PROCESS FOR THE PREPARATION OF PIPERINE
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Page/Page column 9; 14; 17, (2019/05/02)
The present application relates to a process for the preparation of piperine of high purity having low concentrations of isomeric impurities.
