N-(Hexanoyloxy)succinimide

Base Information

• Chemical Name: N-(Hexanoyloxy)succinimide
• CAS No.: 22102-92-7
• Molecular Formula: C10H15 N O4
• Molecular Weight: 213.23
• Hs Code.: 2925190090
• DSSTox Substance ID: DTXSID60176614
• Nikkaji Number: J937.114A
• Wikidata: Q83046922
• Mol file: 22102-92-7.mol

Synonyms:N-hydroxysuccinimide caproic acid ester;NHS-CA

Chemical Property of N-(Hexanoyloxy)succinimide

Chemical Property:

• Vapor Pressure: 0.00101mmHg at 25°C
• Melting Point: 52-54°C
• Boiling Point: 302.1°Cat760mmHg
• Flash Point: 136.5°C
• PSA: 63.68000
• Density: 1.18g/cm³
• LogP: 1.11180
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 213.10010796
• Heavy Atom Count: 15
• Complexity: 259

Purity/Quality:

97% ^*data from raw suppliers

N-(Hexanoyloxy)succinimide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(=O)ON1C(=O)CCC1=O
• Uses: Reagent used to prepare biosynthetic polymer surfactants designed for shear-stable endothelialization. N-hydroxysuccinimide caproic acid ester is used to prepare biosynthetic polymer surfactants designed for shear-stable endothelialization.

Technology Process of N-(Hexanoyloxy)succinimide

There total 4 articles about N-(Hexanoyloxy)succinimide 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: 99.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + hexanoic acid (142-62-1) → hexanoic acid hydroxysuccinimide ester (22102-92-7)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.0c01182

Reference yield:

hexanoic acid (142-62-1) → hexanoic acid hydroxysuccinimide ester (22102-92-7)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 1 h

2: ethanol

In ethanol;

DOI:10.1021/acs.bioconjchem.7b00505

Reference yield:

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + C14H29N3O2*ClH → hexanoic acid hydroxysuccinimide ester (22102-92-7)

Guidance literature:

In ethanol;

DOI:10.1021/acs.bioconjchem.7b00505

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

hexanoic acid

Downstream raw materials:

N-<(2RS,2'S)-2-<2-(hexanoylamino)-5-hydroxypentyloxy>propanoyl>-L-alanyl-D-isoglutamine benzyl ester

Hexanoic acid ((3S,4R)-4-hydroxy-2-oxo-tetrahydro-furan-3-yl)-amide

C₂₀H₃₂O₃Si

C₂₀H₃₂O₃Si

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