3,4-Dimethyl-5-pyrazolone

Base Information

• Chemical Name: 3,4-Dimethyl-5-pyrazolone
• CAS No.: 6628-22-4
• Molecular Formula: C5H8N2O
• Molecular Weight: 112.131
• Hs Code.: 2933199090
• European Community (EC) Number: 229-608-6
• NSC Number: 60554
• DSSTox Substance ID: DTXSID501271100
• Nikkaji Number: J110.446B
• Mol file: 6628-22-4.mol

Synonyms:6628-22-4;3,4-Dimethyl-5-pyrazolone;3,4-dimethyl-4,5-dihydro-1H-pyrazol-5-one;3,4-Dimethyl-2-pyrazolin-5-one;3,4-dimethyl-1,4-dihydropyrazol-5-one;3,4-Dimethyl-5-pyrazolinone;EINECS 229-608-6;2-Pyrazolin-5-one, 3,4-dimethyl-;3H-Pyrazol-3-one, 2,4-dihydro-4,5-dimethyl-;4,5-Dimethyl-2,4-dihydro-3H-pyrazol-3-one;NSC60554;SCHEMBL369909;3,4-dime-thylpyrazolin-5-one;SCHEMBL16091737;2-Pyrazolin-5-one,4-dimethyl-;3,4-Dimethyl-d2-pyrazol-5-one;DTXSID501271100;NSC 60554;NSC-60554;AKOS001723773;3,4-dimethyl-1H-pyrazol-5(4H)-one;3H-Pyrazol-3-one,4-dihydro-4,5-dimethyl-;FT-0667546;2,4-Dihydro-4,5-dimethyl-3H-pyrazol-3-one;F85607;4,5-Dimethyl-2,4-dihydro-3H-pyrazol-3-one #

Chemical Property of 3,4-Dimethyl-5-pyrazolone

Chemical Property:

• Appearance/Colour: white solid
• Melting Point: 269-271 °C
• Refractive Index: 1.579
• Boiling Point: 307.5 °C at 760 mmHg
• Flash Point: 139.7 °C
• PSA: 41.46000
• Density: 1.052 g/cm³
• LogP: -0.10740
• Storage Temp.: Refrigerator
• Solubility.: DMSO, Methanol
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 112.063662883
• Heavy Atom Count: 8
• Complexity: 151

Purity/Quality:

98%min ^*data from raw suppliers

3,4-Dimethyl-5-pyrazolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(=NNC1=O)C
• Uses: 3,4-Dimethyl-5-pyrazolone (cas# 6628-22-4) is a compound useful in organic synthesis.

Technology Process of 3,4-Dimethyl-5-pyrazolone

There total 6 articles about 3,4-Dimethyl-5-pyrazolone 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: 64.0%

2-acetylpropanoic acid ethyl ester (609-14-3) → 3,4-dimethyl-4-chloro-2-pyrazolin-5-one (6628-22-4)

Guidance literature:

With hydrazine hydrate; acetic acid; In methanol; at 100 ℃; for 1h;

DOI:10.1007/BF01169829

Reference yield: 45.0%

9,10-dioxa-syn-(methyl,methyl)bimane (68654-22-8) → 3,4-dimethyl-4-chloro-2-pyrazolin-5-one (6628-22-4)

Guidance literature:

With hydrogenchloride; for 15h; Heating;

DOI:10.1021/ja00535a028

Reference yield:

3,4-dimethyl-4-chloro-2-pyrazolin-5-one (68654-32-0) → 3,4-dimethyl-4-chloro-2-pyrazolin-5-one (6628-22-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 12.5 percent / hydrated potassium carbonate / CH₂Cl₂ / 12 h / Ambient temperature

2: 45 percent / 10percent HCl / 15 h / Heating

With hydrogenchloride; potassium carbonate; In dichloromethane;

DOI:10.1021/ja00535a028

upstream raw materials:

2-acetylpropanoic acid ethyl ester

9,10-dioxa-syn-(methyl,methyl)bimane

2-methyl-acetoacetic acid methyl ester

3,4-dimethyl-4-chloro-2-pyrazolin-5-one

Downstream raw materials:

monobromobimane

syn-4,6-bis(bromomethyl)-3,7-dimethyl-1,5-diazabicyclo<3.3.0>octa-3,6-diene-2,8-dione

9,10-dioxa-anti-(bromomethyl,methyl)(methyl,methyl)bimane

9,10-dioxa-syn-(methyl,phenyl)(methyl,methyl)bimane

Refernces

• 1、 Forsyth, Craig M.,Francis, Craig L.,Jahangiri, Saba,Liepa, Andris J.,Perkins, Michael V.,Young, Anna P.. "N,N-dialkyl-N′-chlorosulfonyl chloroformamidines in heterocyclic synthesis. Part VIII. Novel pyrazolo-fused oxathiadiazines and thiatriazoles". scheme or table. p. 659 - 668. Retrieved 2010/09/05.
• 2、 Grandberg, I. I.,Nam, N. L.. "NEW TYPE OF CONDENSATION OF 5-PYRAZOLONES UNSUBSTITUTED AT THE NITROGEN". . p. 540 - 543. Retrieved 2007/10/02.