Octanoic acid 1-C-13

Base Information

• Chemical Name: Octanoic acid 1-C-13
• CAS No.: 59669-16-8
• Molecular Formula: C7¹³CH16O2
• Molecular Weight: 145.203
• Hs Code.: 28459000
• European Community (EC) Number: 685-790-0
• UNII: E775ICF82G
• DSSTox Substance ID: DTXSID90436839
• Nikkaji Number: J267.380K
• Wikidata: Q27276957
• Mol file: 59669-16-8.mol

Synonyms:59669-16-8;Octanoic acid-1-13C;Octanoic acid 1-C-13;Octanoic acid-13C;OCTANOIC 1-13C ACID;(113C)octanoic acid;1-13c-Caprylic acid;Caprylic acid-1-13C;UNII-E775ICF82G;E775ICF82G;Octanoic acid-1-(13-C);Octanoic Acid 1-13C;SCHEMBL1332585;DTXSID90436839;CS-BE-00049;MFCD00037627;AKOS015903193;HY-41417S3;Octanoic acid-1-13C, 99 atom % 13C;CS-0372677;Octanoic acid-1-13C Extra, 99 atom % 13C;Octanoic acid-1-13C, 99 atom % 13C, OBT grade;Q27276957

Chemical Property of Octanoic acid 1-C-13

Chemical Property:

• Melting Point: 16 °C (lit.)
• Refractive Index: n20/D 1.4284(lit.)
• Boiling Point: 237 °C at 760 mmHg
• Flash Point: 113 °C
• PSA: 37.30000
• Density: 0.910 g/cm³
• LogP: 2.43150
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 145.118384584
• Heavy Atom Count: 10
• Complexity: 89.3

Purity/Quality:

99.90% ^*data from raw suppliers

Octanoic acid-1-13C 99 atom % ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34
• Safety Statements: 26-27-36/37/39-45-36/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCC(=O)O
• Isomeric SMILES: CCCCCCC[13C](=O)O
• Recent EU Clinical Trials: Gastromotal 13C-octanoic acid breath test in the diagnosis and evaluation of therapeutic outcome in patients with dyspeptic symptoms and delayed gastric emptying
• Description: Octanoic acid-13C is intended for use as an internal standard for the quantification of octanoic acid by GC- or LC-MS. Octanoic acid is a medium-chain saturated fatty acid. It has been found in Teleme cheeses made from goat, ovine, or bovine milk. Octanoic acid is active against the bacteria S. mutans, S. gordonii, F. nucleatum, and P. gingivalis (IC80s = <125, <125, 1,403, and 2,294 μM, respectively). Levels of octanoic acid are increased in the plasma of patients with medium-chain acyl-CoA dehydrogenase (MCAD) deficiency, an inborn error of fatty acid metabolism characterized by hypoketotic hypoglycemia, medium-chain dicarboxylic aciduria, and intolerance to fasting.
• Uses: 1-13C-Octanoic Acid is used in synthesis of 13C labeled Cholesterin Carboxylates.

Technology Process of Octanoic acid 1-C-13

There total 5 articles about Octanoic acid 1-C-13 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: 56.0%

Octanoic acid (124-07-2) + carbon dioxide (1111-72-4) → [1-13C]octanoic acid (59669-16-8)

Guidance literature:

With manganese; (1,2-dimethoxyethane)dichloronickel(II); 6,6'-dimethyl-4,4'-diphenyl-2,2'-bipyridine; In methanol; N,N-dimethyl-formamide; at 0 ℃; under 760.051 Torr;

DOI:10.1021/acscatal.9b01921

Reference yield: 55.0%

carbon dioxide (1111-72-4) + 1,3-dioxoisoindolin-2-yl octanoate (116709-91-2) → [1-13C]octanoic acid (59669-16-8)

Guidance literature:

With manganese; (1,2-dimethoxyethane)dichloronickel(II); 6,6'-dimethyl-4,4'-diphenyl-2,2'-bipyridine; In methanol; N,N-dimethyl-formamide; at 0 ℃; under 760.051 Torr;

DOI:10.1021/acscatal.9b01921

Reference yield:

2-bromoheptane (1974-04-5) + carbon dioxide (1111-72-4) → [1-13C]octanoic acid (59669-16-8)

Guidance literature:

With nickel(II) iodide; manganese; C₃₆H₄₀N₂; In N,N-dimethyl-formamide; at 25 ℃; for 20h; under 760.051 Torr;

DOI:10.1021/acscatal.9b01921

upstream raw materials:

n-heptylmagnesium bromide

carbon dioxide

1,3-dioxoisoindolin-2-yl octanoate

Octanoic acid

Downstream raw materials:

n-heptane

[1-13C]octyl p-toluenesulfonate

Refernces