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4-CHLORO-3,5-DIMETHYL-1H-PYRAZOLE is a chemical compound that features a pyrazole ring with a chlorine atom at the 4-position and two methyl groups at the 3and 5-positions. It is recognized for its stability and reactivity, making it a popular building block in organic synthesis.

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  • 15953-73-8 Structure
  • Basic information

    1. Product Name: 4-CHLORO-3,5-DIMETHYL-1H-PYRAZOLE
    2. Synonyms: AKOS B001465;4-CHLORO-3,5-DIMETHYL-1H-PYRAZOLE;ART-CHEM-BB B001465;4-chloro-3,5-dimethyl-1H-pyrazole(SALTDATA: FREE);1H-Pyrazole,4-chloro-3,5-dimethyl-
    3. CAS NO:15953-73-8
    4. Molecular Formula: C5H7ClN2
    5. Molecular Weight: 130.58
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 15953-73-8.mol
  • Chemical Properties

    1. Melting Point: 117.5°C
    2. Boiling Point: 209.41°C (rough estimate)
    3. Flash Point: 115.9°C
    4. Appearance: /
    5. Density: 1.1900 (rough estimate)
    6. Vapor Pressure: 0.163mmHg at 25°C
    7. Refractive Index: 1.4877 (estimate)
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 4-CHLORO-3,5-DIMETHYL-1H-PYRAZOLE(CAS DataBase Reference)
    11. NIST Chemistry Reference: 4-CHLORO-3,5-DIMETHYL-1H-PYRAZOLE(15953-73-8)
    12. EPA Substance Registry System: 4-CHLORO-3,5-DIMETHYL-1H-PYRAZOLE(15953-73-8)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 15953-73-8(Hazardous Substances Data)

15953-73-8 Usage

Uses

Used in Pharmaceutical Industry:
4-CHLORO-3,5-DIMETHYL-1H-PYRAZOLE is used as an intermediate in the synthesis of various drugs. Its unique structure and reactivity contribute to the development of new pharmaceutical compounds, enhancing the range of available treatments.
Used in Agrochemical Industry:
In the agrochemical sector, 4-CHLORO-3,5-DIMETHYL-1H-PYRAZOLE is employed as an intermediate for the production of pesticides. Its chemical properties allow for the creation of effective pest control agents, supporting agricultural productivity.
Used in Research and Development:
4-CHLORO-3,5-DIMETHYL-1H-PYRAZOLE is utilized as a research chemical, aiding in the exploration and development of new molecules and materials. Its presence in the laboratory setting is crucial for advancing scientific understanding and innovation across various industries.

Check Digit Verification of cas no

The CAS Registry Mumber 15953-73-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,9,5 and 3 respectively; the second part has 2 digits, 7 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 15953-73:
(7*1)+(6*5)+(5*9)+(4*5)+(3*3)+(2*7)+(1*3)=128
128 % 10 = 8
So 15953-73-8 is a valid CAS Registry Number.
InChI:InChI=1/C5H7ClN2/c1-3-5(6)4(2)8-7-3/h1-2H3,(H,7,8)

15953-73-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Chloro-3,5-dimethyl-1H-pyrazole

1.2 Other means of identification

Product number -
Other names 4-chloro-3,5-dimethylpyrazole

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:15953-73-8 SDS

15953-73-8Relevant articles and documents

Solid-state and solution structures of a series of [(HBPz3Me2)Rh(CO)(PR3)] and [(HBPz3Me2,4Cl)Rh(CO)(PR3)] complexes

Malbosc, Fran?ois,Chauby, Valérie,Serra-Le Berre, Carole,Etienne, Michel,Daran, Jean-Claude,Kalck, Philippe

, p. 2689 - 2697 (2001)

Addition of 1 equiv. of a phosphane or phosphite ligand to the κ3-bonded [TpMe2Rh(CO)2] and [TpMe2,4ClRh(CO)2] dicarbonyl precursors gives the monosubstituted complexes [TpRh(CO)L]. The X-ray crystal

Site-Selective C–H Functionalization of (Hetero)Arenes via Transient, Non-symmetric Iodanes

Fosu, Stacy C.,Hambira, Chido M.,Chen, Andrew D.,Fuchs, James R.,Nagib, David A.

supporting information, p. 417 - 428 (2019/02/14)

Fosu, Hambira, and colleagues describe the direct C–H functionalization of medicinally relevant arenes or heteroarenes. This strategy is enabled by transient generation of reactive, non-symmetric iodanes from anions and PhI(OAc)2. The site-selective incorporation of Cl, Br, OMs, OTs, and OTf to complex molecules, including within medicines and natural products, can be conducted by the operationally simple procedure included herein. A computational model for predicting site selectivity is also included. The discovery of new medicines is a time- and labor-intensive process that frequently requires over a decade to complete. A major bottleneck is the synthesis of drug candidates, wherein each complex molecule must be prepared individually via a multi-step synthesis, frequently requiring a week of effort per molecule for thousands of candidates. As an alternate strategy, direct, post-synthetic functionalization of a lead candidate could enable this diversification in a single operation. In this article, we describe a new method for direct manipulation of drug-like molecules by incorporation of motifs with either known pharmaceutical value (halides) or that permit subsequent conversion (pseudo-halides) to medicinally relevant analogs. This user-friendly strategy is enabled by combining commercial iodine reagents with salts and acids. We expect this simple method for selective, post-synthetic incorporation of molecular diversity will streamline the discovery of new medicines. A strategy for C–H functionalization of arenes and heteroarenes has been developed to allow site-selective incorporation of various anions, including Cl, Br, OMs, OTs, and OTf. This approach is enabled by in situ generation of reactive, non-symmetric iodanes by combining anions and bench-stable PhI(OAc)2. The utility of this mechanism is demonstrated via para-selective chlorination of medicinally relevant arenes, as well as site-selective C–H chlorination of heteroarenes. Spectroscopic, computational, and competition experiments describe the unique nature, reactivity, and selectivity of these transient, unsymmetrical iodanes.

Cu1.5PMo12O40-catalyzed condensation cyclization for the synthesis of substituted pyrazoles

Yang, Guo-Ping,He, Xing,Yu, Bing,Hu, Chang-Wen

, (2018/09/12)

A convenient and direct approach has been developed for the preparation of pyrazole derivatives by the condensation cyclization of hydrazines/hydrazide and 1,3-diketones in the presence of Cu1.5PMo12O40 (0.33?mol%) under mild conditions (r.t.-60?°C, 10–30?min). Notably, the reaction was found to be scalable as 99% yield was obtained when the reaction was performed at a 5-mmol scale. This solvent-free and halogen-free catalytic system represents an effective economic and environmentally friendly method for the construction of pyrazoles.

A mild halogenation of pyrazoles using sodium halide salts and Oxone

Olsen, Kathryn L.,Jensen, Matthew R.,MacKay, James A.

supporting information, p. 4111 - 4114 (2017/09/29)

A mild, inexpensive, and operationally simple pyrazole halogenation method utilizing Oxone and sodium halide salts is reported. This work documents 17 examples of alkyl, aryl, allyl, and benzyl substituted 4-chloro and 4-bromopyrazoles, obtained in up to 93% yield. Reactions are performed in water under ambient conditions and generation of organic byproducts is avoided.

A two-valence sulfonyl isoxazole derivatives and use thereof

-

Paragraph 0010; 0039; 0048-0049, (2017/10/07)

The invention discloses a bi-titer sulfonyl isoxazole derivative in the technical field of organic compound weedicides, and application thereof. The bi-titer sulfonyl isoxazole derivative has a molecular structural formula shown as a general formula I. The invention further discloses a preparation method of the bi-titer sulfonyl isoxazole derivative. The bi-titer sulfonyl isoxazole derivative has very high activity of inhibiting weed growth and killing and removing weeds, and can be used in agricultural production, and is classified as a novel active component for weedicides.

Synthesis and characterization of some symmetrical substituted 1-(2-chloroethyl)pyrazole-based chalcogenides

Pundir,Mehta,Mobin,Bhasin

, p. 99 - 105 (2019/01/16)

The present paper describes the synthesis of some symmetrical substituted 1-(2-chloroethyl) pyrazole-based dichalcogenides and monochalcogenides by reacting different 3,4,5-trisubstituted 1-(2-chloroethyl) pyrazole derivatives with in situ prepared Na2E2 (E = S, Se, Te) and sodium hydrogen selenide, respectively. All compounds were fully characterized by different spectroscopic techniques, namely, IR, 1H, 13C, 77Se nuclear magnetic resonance, and mass spectrometry. X-ray crystal structure determination of 1,2-bis(2-(4-bromo-3,5-dimethyl-1H-pyrazol-1-yl)ethyl)diselane (10b) reveals intermolecular Se·N·H interactions between two molecules.

WATER-SOLUBLE PYRAZOLE DERIVATIVES AS CORROSION INHIBITORS

-

Paragraph 0113, (2016/12/22)

Disclosed are nitrogen-containing heterocyclic compounds of relatively low aquatic toxicity and methods of using the heterocyclic compounds as corrosion inhibitors. The present method is used to inhibit corrosion of a metal surface in contact with an aqueous system using pyrazole derivatives, and provides enhanced protection against corrosion of metals in aqueous systems. The method comprises the use of corrosion inhibitors that are generally resistant to halogen attack and provide good corrosion resistance in the presence of oxidizing halogen-based biocides. Formulations comprising pyrazole derivatives are also disclosed.

A combined experimental and natural bonding orbital charges study on the one-pot regioselective synthesis of 4-chloropyrazoles

Li, Yi,Liu, Yuanyuan,Xu, Guanghui,Chen, Kai,He, Guangke,Huang, Bin

, p. 658 - 661 (2015/01/16)

The mechanism of a DMF-catalysed electrophilic/nucleophilic chlorination of pyrazole is illustrated with the aid of calculations of the natural bonding orbital charges. Its high regioselectivity and good functionality tolerance of nine pyrazole substrates

Design, practical synthesis, and biological evaluation of novel 6-(Pyrazolylmethyl)-4-quinoline-3-carboxylic acid derivatives as HIV-1 integrase inhibitors

Hu, Liming,Yan, Song,Luo, Zaigang,Han, Xiao,Wang, Yujie,Wang, Zhanyang,Zeng, Chengchu

, p. 10652 - 10666 (2012/11/07)

A series of novel 6-(pyrazolylmethyl)-4-oxo-4H-quinoline-3-carboxylic acid derivatives bearing different substituents on the N-position of quinoline ring were designed and synthesized as potential HIV-1 integrase (IN) inhibitors, based on the structurally related GS-9137 scaffold. The structures of all new compounds were confirmed by 1H-NMR, 13C-NMR and ESI (or HRMS) spectra. Detailed synthetic protocols and the anti-IN activity studies are also presented.

Organic compounds

-

Page/Page column 70, (2010/03/02)

There are described cyclohexyl amide derivatives useful as corticotropin releasing factor (CRF1) receptor antagonists.

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