4-chloro-3,5-dimethyl-1H-pyrazole

Base Information

• Chemical Name: 4-chloro-3,5-dimethyl-1H-pyrazole
• CAS No.: 15953-73-8
• Molecular Formula: C5H7 Cl N2
• Molecular Weight: 130.577
• Hs Code.: 2933199090
• European Community (EC) Number: 675-302-4
• DSSTox Substance ID: DTXSID20350099
• Nikkaji Number: J461.863G
• Wikidata: Q82125861
• Mol file: 15953-73-8.mol

Synonyms:4-chloro-3,5-dimethyl-1H-pyrazole;15953-73-8;1H-Pyrazole, 4-chloro-3,5-dimethyl-;4-chloro-3,5-dimethylpyrazole;3,5-dimethyl-4-chloropyrazole;SCHEMBL1197102;DTXSID20350099;JGTUBTJLRQIMAB-UHFFFAOYSA-N;MFCD00825711;STK298872;AKOS000275092;N-PHTHALOYL-DL-GLUTAMICANHYDRIDE;NCGC00320866-01;AS-47804;BB 0216491;CS-0153639;EU-0017922;EN300-61156;F16198;AB01315943-02

Chemical Property of 4-chloro-3,5-dimethyl-1H-pyrazole

Chemical Property:

• Vapor Pressure: 0.163mmHg at 25°C
• Melting Point: 117.5°C
• Refractive Index: 1.544
• Boiling Point: 221°C at 760 mmHg
• Flash Point: 115.9°C
• PSA: 28.68000
• Density: 1.237g/cm³
• LogP: 1.67990
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 130.0297759
• Heavy Atom Count: 8
• Complexity: 86.5

Purity/Quality:

98%min ^*data from raw suppliers

4-Chloro-3,5-dimethyl-1H-pyrazole ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=NN1)C)Cl

Technology Process of 4-chloro-3,5-dimethyl-1H-pyrazole

There total 18 articles about 4-chloro-3,5-dimethyl-1H-pyrazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

3,5-dimethyl-1H-pyrazole (67-51-6) → 4-Chloro-3,5-dimethylpyrazole (15953-73-8)

Guidance literature:

With N-chloro-succinimide; In ethyl acetate; at 25 - 30 ℃; for 0.25h; ultrasound irradiation;

DOI:10.1016/j.tetlet.2005.08.027

Reference yield: 98.0%

3-chloropentane-2,4-dione (1694-29-7) → 4-Chloro-3,5-dimethylpyrazole (15953-73-8)

Guidance literature:

With Cu_1.5PMo₁₂O₄₀; hydrazine hydrate; at 20 ℃; for 0.25h; Green chemistry;

DOI:10.1002/aoc.4532

Reference yield: 81.0%

4-chloro-3,5-dimethyl-1-[2-(p-tosyl)-ethyl]-1H-pyrazole → 4-Chloro-3,5-dimethylpyrazole (15953-73-8)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -30 - 20 ℃;

DOI:10.1016/j.tet.2003.11.046

upstream raw materials:

3,5-dimethyl-1H-pyrazole

sulfuryl dichloride

diethyl ether

water

Downstream raw materials:

5-((4-chloro-3,5-dimethyl-1H-pyrazol-1-yl)methyl)furan-2-carboxylic acid

4-chloro-5-methyl-1H-pyrazole-3-carboxylic acid

C₁₂H₁₂ClN₃O₂

C₁₂H₁₄ClN₃

Refernces

• 1、 Fosu, Stacy C.,Hambira, Chido M.,Chen, Andrew D.,Fuchs, James R.,Nagib, David A.. "Site-Selective C–H Functionalization of (Hetero)Arenes via Transient, Non-symmetric Iodanes". supporting information. p. 417 - 428. Retrieved 2019/02/14.
• 2、 Olsen, Kathryn L.,Jensen, Matthew R.,MacKay, James A.. "A mild halogenation of pyrazoles using sodium halide salts and Oxone". supporting information. p. 4111 - 4114. Retrieved 2017/09/29.