OCTADECANOIC-18,18,18-D3 ACID

Base Information

• Chemical Name: OCTADECANOIC-18,18,18-D3 ACID
• CAS No.: 62163-39-7
• Molecular Formula: CH3(CH2)15CD2COOH
• Molecular Weight: 286.49
• European Community (EC) Number: 694-720-8
• DSSTox Substance ID: DTXSID30583972
• Wikidata: Q82475592
• Mol file: 62163-39-7.mol

Synonyms:Stearic acid-18,18,18-d3;I04-8682;Octadecanoic-18,18,18-d3 acid;

Chemical Property of OCTADECANOIC-18,18,18-D3 ACID

Chemical Property:

• Vapor Pressure: 8.58E-06mmHg at 25°C
• Melting Point: 68-70oC(lit.)
• Boiling Point: 361oC(lit.)
• Flash Point: 162.4oC
• PSA: 37.30000
• Density: 0.897g/cm3
• LogP: 6.33250
• Storage Temp.: -20°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 7.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 16
• Exact Mass: 287.290360625
• Heavy Atom Count: 20
• Complexity: 202

Purity/Quality:

98%min ^*data from raw suppliers

Stearic acid-18,18,18-d3 98 atom % D, 99% (CP) ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)O
• Isomeric SMILES: [2H]C([2H])([2H])CCCCCCCCCCCCCCCCC(=O)O
• Uses: Octadecanoic-18,18,18-d3 Acid (CAS# 62163-39-7) is a useful isotopically labeled research compound.

Technology Process of OCTADECANOIC-18,18,18-D3 ACID

There total 13 articles about OCTADECANOIC-18,18,18-D3 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: 81.0%

18,18,18-d3-octadecan-1-ol → 18,18,18-d3-octadecanoic acid (62163-39-7)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In chloroform; acetone; at 0 ℃; for 3h;

DOI:10.1002/jlcr.3443

Reference yield:

methyl 9-[(tetrahydro-2H-pyran-2-yl)oxy]nonanoate (75949-34-7) → 18,18,18-d3-octadecanoic acid (62163-39-7)

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / diethyl ether / Reflux

2.1: triethylamine / chloroform / 14 h / 0 - 20 °C

3.1: lithium bromide / acetone / 6 h / Reflux

4.1: magnesium / tetrahydrofuran / 3 h / 50 °C / Inert atmosphere

4.2: 3 h / -10 - -5 °C / Inert atmosphere

5.1: pyridinium p-toluenesulfonate / methanol / 3 h / Reflux

6.1: sulfuric acid; chromium(VI) oxide / chloroform; acetone / 3 h / 0 °C

With chromium(VI) oxide; lithium aluminium tetrahydride; sulfuric acid; pyridinium p-toluenesulfonate; magnesium; triethylamine; lithium bromide; In tetrahydrofuran; methanol; diethyl ether; chloroform; acetone; 4.1: |Grignard Reaction / 4.2: |Grignard Reaction;

DOI:10.1002/jlcr.3443

Reference yield:

azelaic acid (123-99-9,26776-28-3) → 18,18,18-d3-octadecanoic acid (62163-39-7)

Guidance literature:

Multi-step reaction with 10 steps

1.1: sulfuric acid / dichloromethane / Dean-Stark; Heating

2.1: barium(II) hydroxide / methanol / 12 h / 20 °C

3.1: triethylamine; chloroformic acid ethyl ester / tetrahydrofuran / 1.25 h / -10 °C

3.2: 15 h / -5 - 20 °C

4.1: pyridinium p-toluenesulfonate / dichloromethane / 20 °C

5.1: lithium aluminium deuteride / diethyl ether / Heating

6.1: triethylamine / chloroform / 14 h / 0 - 20 °C

7.1: lithium bromide / acetone / 6 h / Reflux

8.1: magnesium / tetrahydrofuran / 3 h / 50 °C / Inert atmosphere

8.2: 3 h / -10 - -5 °C / Inert atmosphere

9.1: pyridinium p-toluenesulfonate / methanol / 3 h / Reflux

10.1: sulfuric acid; chromium(VI) oxide / chloroform; acetone / 3 h / 0 °C

With chromium(VI) oxide; lithium aluminium deuteride; sulfuric acid; pyridinium p-toluenesulfonate; chloroformic acid ethyl ester; magnesium; triethylamine; lithium bromide; barium(II) hydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; chloroform; acetone; 8.1: |Grignard Reaction / 8.2: |Grignard Reaction;

DOI:10.1002/jlcr.3443

upstream raw materials:

methyl 9-[(tetrahydro-2H-pyran-2-yl)oxy]nonanoate

9-<(2H-tetrahydropyran-2-yl)oxy>nonan-1-ol

azelaic acid

9-<(tetrahydro-2H-pyran-2-yl)oxy>nonyl methanesulfonate

Downstream raw materials:

N-[(2S,3R,4E)-1,3-dihydroxyoctadec-4-en-2-yl]-18,18,18-d₃-octadecanamid

Refernces