Hexadecanedioic acid

Base Information

• Chemical Name: Hexadecanedioic acid
• CAS No.: 505-54-4
• Molecular Formula: C16H30O4
• Molecular Weight: 286.412
• Hs Code.: 2917.19
• European Community (EC) Number: 208-013-5
• NSC Number: 15164
• UNII: SVZ90045Y2
• DSSTox Substance ID: DTXSID2060129
• Nikkaji Number: J11.794C
• Wikipedia: Thapsic_acid
• Wikidata: Q27144068
• Metabolomics Workbench ID: 1946
• ChEMBL ID: CHEMBL4519590
• Mol file: 505-54-4.mol

Synonyms:hexadecanedioic acid

Chemical Property of Hexadecanedioic acid

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 1.22E-09mmHg at 25°C
• Melting Point: 120-123 °C(lit.)
• Refractive Index: 1.4485 (estimate)
• Boiling Point: 457.5 °C at 760 mmHg
• PKA: 4.48±0.10(Predicted)
• Flash Point: 244.6 °C
• PSA: 74.60000
• Density: 1.016 g/cm³
• LogP: 4.61700
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: 5.098mg/L at 20℃
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 15
• Exact Mass: 286.21440943
• Heavy Atom Count: 20
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

Hexadecanedioic acid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(CCCCCCCC(=O)O)CCCCCCC(=O)O
• Uses: Hexadecanedioic Acid is a useful research intermediate for the studies of blood pressure regulations in humans. Hexadecandedioate works in collaboration with SLCO1B1 as a potential therapy for statin.

Technology Process of Hexadecanedioic acid

There total 65 articles about Hexadecanedioic 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: 95.0%

C24H38O8 (81393-29-5) → thapsic acid (505-54-4)

Guidance literature:

With hydrogenchloride; In water; Heating;

Reference yield: 90.0%

15-hexadecyn-1-oic acid (99208-90-9) → thapsic acid (505-54-4)

Guidance literature:

15-hexadecyn-1-oic acid; With diborane; In tetrahydrofuran; at 20 ℃; for 1h; Cooling with ice;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; Cooling with ice;

With copper(II) oxide; In water; at 60 ℃; for 2h;

Reference yield: 72.0%

14-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-yl)tetradecanoic acid → thapsic acid (505-54-4)

Guidance literature:

With hydrogenchloride; In water; at 90 - 110 ℃;

upstream raw materials:

hexadec-8t-enedioic acid

1,12-dibromododecane

sodium diethylmalonate

16-hydroxyhexadecanoic acid

Downstream raw materials:

cyclopentadecanone

diethyl hexadecanedioate

hexadecanedioic acid monoethyl ester

15-{(4-dibenzylamino-butyl)-[3-(trityl-amino)-propyl]-carbamoyl}-pentadecanoic acid

Refernces

• 1、 -. "Preparation method of long-chain alkyl diacid mono-tert-butyl ester". Paragraph 0094; 0109-0116; 0126; 0142-0149; 0159; 0175-0182. . Retrieved 2021/06/13.
• 2、 Griesbaum, Karl,Ball, Volker,Beck, Johannes,McCullough, Kevin. "cis/trans-Ozonides of Cycloolefins". . p. 1993 - 2000. Retrieved 2007/10/03.