Dimethylmalonic acid

Base Information

• Chemical Name: Dimethylmalonic acid
• CAS No.: 595-46-0
• Molecular Formula: C5H8O4
• Molecular Weight: 132.116
• Hs Code.: 29171900
• European Community (EC) Number: 209-867-1
• NSC Number: 836
• UNII: 55981WKX6B
• DSSTox Substance ID: DTXSID5060489
• Nikkaji Number: J6.778D
• Wikidata: Q27191232
• Metabolomics Workbench ID: 2020
• ChEMBL ID: CHEMBL3360549
• Mol file: 595-46-0.mol

Synonyms:2,2-dimethylmalonate;2,2-dimethylmalonic acid;hydrogen 2,2-dimethylmalonate

Chemical Property of Dimethylmalonic acid

Chemical Property:

• Appearance/Colour: White to off-white crystal
• Vapor Pressure: 0.000135mmHg at 25°C
• Melting Point: 191-193 °C(lit.)
• Refractive Index: 1.475
• Boiling Point: 310.199 °C at 760 mmHg
• PKA: 3.15(at 25℃)
• Flash Point: 155.625 °C
• PSA: 74.60000
• Density: 1.316 g/cm³
• LogP: 0.18180
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• Water Solubility.: 90g/L(13 oC)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 132.04225873
• Heavy Atom Count: 9
• Complexity: 131

Purity/Quality:

99% ^*data from raw suppliers

Dimethylmalonic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CC(C)(C(=O)O)C(=O)O

Technology Process of Dimethylmalonic acid

There total 101 articles about Dimethylmalonic acid 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: 96.0%

2,2,5,5-tetramethyl-[1,3]dioxane-4,6-dione (15568-97-5) → 2,2-dimethylmalonic acid (595-46-0)

Guidance literature:

With hydrogenchloride; for 0.0333333h; microwave irradiation;

Reference yield: 90.5%

2,2-Dimethyl-1,3-propanediol (126-30-7) → 2,2-dimethylmalonic acid (595-46-0)

Guidance literature:

With water; nitric acid; at 70 ℃; for 0.015h; Temperature;

Reference yield: 81.0%

malonic acid dimethyl ester (108-59-8) + methyl iodide (74-88-4) → dimethyl dimethylmalonate (6065-54-9) + 2,2-dimethylmalonic acid (595-46-0)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; toluene; for 0.333333h; Ambient temperature;

upstream raw materials:

ethyl 2-bromoisobutyrate

potassium cyanide

dimethyl malonamic acid

3-tert-Butyl-2,4,4-trimethyl-pent-2-ene

Downstream raw materials:

2,2-dimethyl-3-oxo-3-(phenylamino)propanoic acid

1,4,4-trimethyl-2-phenyl-pyrazolidine-3,5-dione

isobutyric Acid

methylammonium carbonate

Refernces

• 1、 Karrer,Benz. "". . p. 412,416. Retrieved 1934.
• 2、 Spedalotto, Giuseppe,Gericke, Robert,Lovisari, Marta,Farquhar, Erik R.,Twamley, Brendan,McDonald, Aidan R.. "Preparation and Characterisation of a Bis-μ-Hydroxo-NiIII 2 Complex". supporting information. p. 11983 - 11990. Retrieved 2019/08/26.
• 3、 Moriuchi-Kawakami, Takayo,Kawata, Keita,Nakamura, Sho,Koyama, Yoshiaki,Shibutani, Yasuhiko. "Design of bisquinolinyl malonamides as Zn2+ ion-selective fluoroionophores based on the substituent effect". . p. 9805 - 9813. Retrieved 2015/01/09.