N-Octanoyl-DL-homoserine lactone

Base Information

• Chemical Name: N-Octanoyl-DL-homoserine lactone
• CAS No.: 106983-30-6
• Molecular Formula: C₁₂H₂₁NO₃
• Molecular Weight: 227.304
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID801046077
• Nikkaji Number: J1.006.264K
• Wikidata: Q104169626
• Mol file: 106983-30-6.mol

Synonyms:N-Octanoyl-DL-homoserine lactone;106983-30-6;N-(2-oxooxolan-3-yl)octanamide;N-Octanyol-DL-homoserine lactone;N-Capryloyl-DL-homoserine lactone;C8-homoserine lactone;N-octanoyl-homoserine lactone;SCHEMBL3745514;Homoserine lactone, N-octanoyl-;JKEJEOJPJVRHMQ-UHFFFAOYSA-N;DTXSID801046077;MFCD01862915;HY-124237;CS-0085984;N-Octanoyl-DL-homoserine lactone, >=97.0% (HPLC);E0C11178-D3A4-4DD0-8A56-4120B3073C2B

Chemical Property of N-Octanoyl-DL-homoserine lactone

Chemical Property:

• PSA: 55.40000
• LogP: 2.16950
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 227.15214353
• Heavy Atom Count: 16
• Complexity: 240

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Octanoyl-DL-homoserine lactone ≥97.0% (HPLC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: other linear non-peptide (AHLs)
• Canonical SMILES: CCCCCCCC(=O)NC1CCOC1=O
• Uses: Application test: Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.

Technology Process of N-Octanoyl-DL-homoserine lactone

There total 2 articles about N-Octanoyl-DL-homoserine lactone 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: 67.0%

α-amino-γ-butyrolactone hydrobromide (6305-38-0) + n-octanoic acid chloride (111-64-8) → N-octanoylhomoserine lactone (18627-36-6,147852-84-4,106983-30-6)

Guidance literature:

With pyridine; In chloroform; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1016/j.bmc.2012.06.007

Reference yield:

→ N-octanoylhomoserine lactone (18627-36-6,147852-84-4,106983-30-6)

Guidance literature:

2-Amino-4-butyrolacton*HBr, Oktanoylchlorid;

upstream raw materials:

α-amino-γ-butyrolactone hydrobromide

n-octanoic acid chloride

Refernces