Diethylmalonyl dichloride

Base Information

• Chemical Name: Diethylmalonyl dichloride
• CAS No.: 54505-72-5
• Molecular Formula: C7H10Cl2O2
• Molecular Weight: 197.061
• Hs Code.: 2917190090
• European Community (EC) Number: 628-346-3
• DSSTox Substance ID: DTXSID40399920
• Nikkaji Number: J1.325.617I
• Wikidata: Q82202698
• Mol file: 54505-72-5.mol

Synonyms:Diethylmalonyl dichloride;54505-72-5;2,2-diethylpropanedioyl Dichloride;Diethylmalonic acid dichloride;Diathylmalonylchlorid;diethylmalonyl chloride;Diethyl malonyl dichloride;2,2-diethylmalonyl chloride;2,2-diethylmalonyl dichloride;SCHEMBL551928;Diethylmalonyl dichloride, 98%;DTXSID40399920;FT-0640255

Chemical Property of Diethylmalonyl dichloride

Chemical Property:

• Vapor Pressure: 0.368mmHg at 25°C
• Refractive Index: n20/D 1.459(lit.)
• Boiling Point: 197-199 °C(lit.)
• Flash Point: 165 °F
• PSA: 34.14000
• Density: 1.145 g/mL at 25 °C(lit.)
• LogP: 2.32360
• Storage Temp.: 2-8°C
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 196.0057849
• Heavy Atom Count: 11
• Complexity: 157

Purity/Quality:

98%,99%, ^*data from raw suppliers

Diethylmalonyl dichloride 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34-36/37
• Safety Statements: 23-26-27-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCC(CC)(C(=O)Cl)C(=O)Cl
• Uses: Diethylmalonyl dichloride has been used in the preparation of:5,5-diethyl-1,3-dihydroxybarbituric acid (N,N′-dihydroxyveronal) via condensation with 1,3-dibenzyloxyurea1,11-dibronzo-4,8-diaza-6,6-diethyl-5,7-dioxoundecaneamide containing crowned derivatives of dithiomaleonitrile

Technology Process of Diethylmalonyl dichloride

There total 4 articles about Diethylmalonyl dichloride 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:

diethyl malonic acid (510-20-3) → diethylmalonyl chloride (54505-72-5)

Guidance literature:

With phosphorus pentachloride;

DOI:10.1093/gerona/55.11.M698 DOI:10.3987/COM-98-S(H)24

Reference yield:

diethyl diethylmalonate (77-25-8) → diethylmalonyl chloride (54505-72-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium hydroxide / water; ethanol / Reflux

1.2: pH 1

2.1: oxalyl dichloride; N,N-dimethyl-formamide / benzene / 3 h / 0 °C / Reflux

With oxalyl dichloride; N,N-dimethyl-formamide; potassium hydroxide; In ethanol; water; benzene;

DOI:10.1021/acs.orglett.5b00131

Reference yield:

chlorure d'acide ethyl-2 butyrique (2736-40-5) + trichloromethyl chloroformate (503-38-8) → diethylmalonyl chloride (54505-72-5)

Guidance literature:

at 225 ℃;

upstream raw materials:

diethyl malonic acid

chlorure d'acide ethyl-2 butyrique

trichloromethyl chloroformate

diethylbarbituric acid

Downstream raw materials:

3,3-Diethyl-1-(phenylamino)-2,4-azetidindion

1-phenyl-4,4-diethyl-3,5-pyrazolidinedione

diethyl-malonic acid bis-(N'-phenyl-hydrazide)

4,4-diethyl-1-(1-methyl-piperidin-4-yl)-2-phenyl-pyrazolidine-3,5-dione

Refernces

• 1、 Barakat, Assem,Al-Majid, Abdullah Mohammed,Al-Qahatany, Faisal M.,Islam, Mohammad Shahidul,Al-Agamy, Mohamed H.M.. "Synthesis, characterization and antimicrobial activity of novel pharmacophores incorporating imidazoline-oxazoline scaffold". . p. 562 - 568. Retrieved 2014/03/21.
• 2、 Takechi, Haruko,Takahashi, Hajime,Machida, Minoru. "Photochemical transformation of trithiobarbiturate into thiohydantoin and imidazolinothiophene derivatives". . p. 159 - 168. Retrieved 2007/10/03.