N-Dodecanoyl-DL-homoserine lactone

Base Information

• Chemical Name: N-Dodecanoyl-DL-homoserine lactone
• CAS No.: 18627-38-8
• Molecular Formula: C₁₆H₂₉NO₃
• Molecular Weight: 283.411
• Hs Code.: 2932209090
• DSSTox Substance ID: DTXSID501346599
• Nikkaji Number: J1.006.266G
• Wikidata: Q104200250
• Mol file: 18627-38-8.mol

Synonyms:N-dodecanoyl-DL-homoserine lactone;N-dodecanoyl-DL-HSL

Chemical Property of N-Dodecanoyl-DL-homoserine lactone

Chemical Property:

• PSA: 55.40000
• LogP: 3.72990
• Storage Temp.: 2-8°C
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 11
• Exact Mass: 283.21474379
• Heavy Atom Count: 20
• Complexity: 291

Purity/Quality:

97% ^*data from raw suppliers

N-Dodecanoyl-DL-homoserine lactone AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)NC1CCOC1=O
• Uses: N-Dodecanoyl-DL-homoserine Lactone is used in biofilm formation and in biomineralization of 1,2,4-trichlorobenzene in culture. Also used in acyl homoserine lactone-based quorum sensing in a methanogenic archaeon.

Technology Process of N-Dodecanoyl-DL-homoserine lactone

There total 3 articles about N-Dodecanoyl-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: 71.5%

lauric acid (143-07-7) + (RS)-α-amino-γ-butyrolactone hydrochloride (42417-39-0) → N-dodecanoyl-DL-homoserine lactone (137173-46-7,18627-38-8)

Guidance literature:

lauric acid; With sodium hydroxide; In water; pH=9;

(RS)-α-amino-γ-butyrolactone hydrochloride; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; at 20 ℃; for 24h;

DOI:10.1021/np900043j

Reference yield: 71.5%

lauric acid (143-07-7) + α-amino-γ-butyrolactone hydrobromide (6305-38-0) → N-dodecanoyl-DL-homoserine lactone (137173-46-7,18627-38-8)

Guidance literature:

lauric acid; With sodium hydroxide; In water; pH=9;

α-amino-γ-butyrolactone hydrobromide; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In water; at 20 ℃; for 24h;

DOI:10.1021/np900043j

Reference yield:

→ N-dodecanoyl-DL-homoserine lactone (137173-46-7,18627-38-8)

Guidance literature:

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

upstream raw materials:

lauric acid

(RS)-α-amino-γ-butyrolactone hydrochloride

α-amino-γ-butyrolactone hydrobromide