Hexadecylmalonic acid

Base Information

• Chemical Name: Hexadecylmalonic acid
• CAS No.: 4371-64-6
• Molecular Formula: C19H36O4
• Molecular Weight: 328.492
• Hs Code.: 2917190090
• European Community (EC) Number: 224-466-1
• NSC Number: 74095
• UNII: 3CE3FHH4U7
• DSSTox Substance ID: DTXSID50195915
• Nikkaji Number: J205.749B
• Wikidata: Q83068983
• Mol file: 4371-64-6.mol

Synonyms:Hexadecylmalonic acid;4371-64-6;2-hexadecylpropanedioic acid;2-Hexadecylmalonic acid;Carboxystearic acid;2-Hexadecyl-malonic acid;Malonic acid, hexadecyl-;Propanedioic acid, hexadecyl-;1,1-Heptadecanedicarboxylic acid;3CE3FHH4U7;NSC74095;EINECS 224-466-1;NSC 74095;NSC-74095;n-hexadecylmalonic acid;UNII-3CE3FHH4U7;NCIOpen2_008778;SCHEMBL144422;DTXSID50195915;HEXADECYL PROPANEDIOIC ACID;PROPANEDIOIC ACID, 2-HEXADECYL-;FT-0626969;A826408

Chemical Property of Hexadecylmalonic acid

Chemical Property:

• Vapor Pressure: 2.09E-10mmHg at 25°C
• Refractive Index: 1.473
• Boiling Point: 476.8 °C at 760 mmHg
• Flash Point: 256.3 °C
• PSA: 74.60000
• Density: 0.99 g/cm³
• LogP: 5.64320
• XLogP3: 7.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 17
• Exact Mass: 328.26135963
• Heavy Atom Count: 23
• Complexity: 288

Purity/Quality:

98%min ^*data from raw suppliers

2-Hexadecyl-malonicacid ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCC(C(=O)O)C(=O)O

Technology Process of Hexadecylmalonic acid

There total 11 articles about Hexadecylmalonic 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:

diethyl 2-hexadecylmalonate (41433-81-2) → n-hexadecylmalonic acid (4371-64-6)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 6h; Reflux;

Reference yield:

1-iodohexadecane (544-77-4) + ethyl 2-cyanoacetate (105-56-6) → n-hexadecylmalonic acid (4371-64-6)

Guidance literature:

With potassium carbonate; at 170 - 180 ℃; under 20 Torr; Durch Kochen des Reaktionsprodukts mit 25prozentiger Kalilauge;

Reference yield:

hexadecanyl bromide (112-82-3) → n-hexadecylmalonic acid (4371-64-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium ethanolate / ethanol / 8 h / Reflux

2: lithium aluminium tetrahydride / diethyl ether / 6 h / Reflux

With lithium aluminium tetrahydride; sodium ethanolate; In diethyl ether; ethanol;

upstream raw materials:

1-iodohexadecane

ethyl 2-cyanoacetate

diethyl malonate

hexadecyl-oxalacetic acid diethyl ester

Downstream raw materials:

2-chloro-octadecanoic acid

stearic acid

Refernces

• 1、 -. "NUCLEOTIDE AND NUCLEOSIDE THERAPEUTIC COMPOSITIONS AND USES RELATED THERETO". Page/Page column 239-240. . Retrieved 2014/08/20.