Diethyl butylmalonate

Base Information

• Chemical Name: Diethyl butylmalonate
• CAS No.: 133-08-4
• Molecular Formula: C11H20O4
• Molecular Weight: 216.277
• Hs Code.: 2917.19 DERIVATION
• European Community (EC) Number: 205-089-1
• NSC Number: 4565
• UNII: CYY2Q744WB
• DSSTox Substance ID: DTXSID90157895
• Nikkaji Number: J26.290K
• Wikidata: Q27275899
• Mol file: 133-08-4.mol

Synonyms:Diethyl butylmalonate;133-08-4;Diethyl n-butylmalonate;Diethyl 2-butylmalonate;Butylmalonic acid diethyl ester;Ethyl butylmalonate;Propanedioic acid, butyl-, diethyl ester;diethyl 2-butylpropanedioate;Malonic acid, butyl-, diethyl ester;diethyl 2-n-butylmalonate;UNII-CYY2Q744WB;CYY2Q744WB;Butylpropanedioic acid diethyl ester;NSC-4565;EINECS 205-089-1;AI3-06356;Propanedioic acid, 2-butyl-, 1,3-diethyl ester;n-Butylmalonic acid diethyl ester;diethyl-n-butylmalonate;diethyl n-butyl-malonate;Diethyl normal-butylmalonate;2-Butylmalonic acid diethyl;Diethyl butylmalonate, 99%;SCHEMBL455720;2-ethyl-2-hexyl-propanedioate;DTXSID90157895;NSC4565;NSC 4565;butyl-propanedioic acid diethyl ester;DIETHYL .ALPHA.-BUTYLMALONATE;MFCD00009170;AKOS002710298;2-butyl-propanedioic acid diethyl ester;BS-49200;HY-44178;B0381;CS-0104208;FT-0624797;FT-0666747;N-BUTYLMALONIC ACID DIETHYL ESTER [MI];A806551;J-802186;Q27275899;1,1-PENTANEDICARBOXYLIC ACID,DIETHYL ESTER (BUTYL MALONATE,DIETHYL ESTER)

Chemical Property of Diethyl butylmalonate

Chemical Property:

• Appearance/Colour: clear colourless liquid
• Vapor Pressure: 0.0447mmHg at 25°C
• Melting Point: 119oC
• Refractive Index: n20/D 1.422(lit.)
• Boiling Point: 237.5 °C at 760 mmHg
• PKA: 13.47±0.46(Predicted)
• Flash Point: 93.9 °C
• PSA: 52.60000
• Density: 0.994 g/cm³
• LogP: 1.91900
• Storage Temp.: Store below +30°C.
• Water Solubility.: 330mg/L at 20℃
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 216.13615911
• Heavy Atom Count: 15
• Complexity: 183

Purity/Quality:

99% min ^*data from raw suppliers

Diethyl2-n-Butylmalonate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC(C(=O)OCC)C(=O)OCC
• Uses: Diethyl butylmalonate is used as a reagent in the synthesis of 2,5-dihydropyrrole formyl hydroxyamino derivatives as peptide deformylase inhibitors against drug-resistant bacteria.

Technology Process of Diethyl butylmalonate

There total 21 articles about Diethyl butylmalonate 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: 92.0%

1-bromo-butane (109-65-9) + diethyl malonate (105-53-3) → diethyl butylmalonate (133-08-4)

Guidance literature:

With potassium carbonate; perhydrodibenzo-18-crown-6; Aliquat; In toluene; at 80 ℃; for 5h;

DOI:10.1055/s-1987-28005

Reference yield: 92.0%

N-butylamine (109-73-9,85404-21-3) + diethyl malonate (105-53-3) → diethyl butylmalonate (133-08-4)

Guidance literature:

diethyl malonate; With copper(l) chloride; for 1.5h; Large scale;

N-butylamine; for 10h; Time; Reflux; Large scale;

Reference yield: 85.0%

→ diethyl butylmalonate (133-08-4)

Guidance literature:

upstream raw materials:

1-bromo-butane

sodium diethylmalonate

sodium diethylmalonate

diethyl butylidenemalonate

Downstream raw materials:

mofebutazone

2-(R,S)-<1-phenyl-hydrazinocarbonyl>-hexanoic acid

2-Butyl-1-hydroxy-6,7-dihydro-5H-pyrido[3,2,1-ij]quinolin-3-one

9-Phenyl-1,3-dimethyl-7-n-butyl-6-hydroxy-9H-8-oxo-pyrimido[2,1-f]purine-2,4-dione

Refernces

• 1、 Ne?as, David,Drabina, Pavel,Sedlák, Milo?,Kotora, Martin. "Fe-Catalyzed reactions of 2-chloro-1,7-dienes and allylmalonates". . p. 4539 - 4541. Retrieved 2007.
• 2、 Tabushi,I. et al.. "-". . p. 2621 - 2631. Retrieved 1967.
• 3、 Necas, David,Tursky, Matyas,Kotora, Martin. "Catalytic deallylation of allyl- and diallylmalonates". . p. 10222 - 10223. Retrieved 2004.
• 4、 Wang,Deng,Mi,Jiang. "Solid-liquid phase transfer catalytic synthesis. XII: Microwave irradiated alkylation of diethyl malonate". . p. 1761 - 1764. Retrieved 1995.
• 5、 Yu, Shuling,Hong, Chao,Liu, Zhanxiang,Zhang, Yuhong. "Synthesis of Cyclopentenones through Rhodium-Catalyzed C-H Annulation of Acrylic Acids with Formaldehyde and Malonates". supporting information. p. 5054 - 5059. Retrieved 2021/07/20.