1-(Dodecanoyloxy)-2,5-pyrrolidinedione

Basic Information

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CAS Number

14565-47-0

Molecular Formula

C16H27NO4

Molecular Weight

297.4 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

SMILES

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CCCCCCCCCCCC(=O)ON1C(=O)CCC1=O

InChI

InChI=1S/C16H27NO4/c1-2-3-4-5-6-7-8-9-10-11-16(20)21-17-14(18)12-13-15(17)19/h2-13H2,1H3

InChIKey

LRKGVVJOUNKTGG-UHFFFAOYSA-N

LogP

3.5145000000000017

Topological Polar Surface Area

63.68 Å²

Hydrogen Bond Donor/Acceptor

0 / 5

Complexity

338

Synonyms & References

English

Lauric acid N-hydroxysuccinimide ester
N-lauroyloxysuccinimide
Lauric acid N-hydroxysuccinimide ester, >=98% (TLC)
AKOS027429985
LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER
DTXSID30384360
MFCD00050401
2,5-Dioxopyrrolidin-1-yldodecanoate
Lauric acid-OSu
W12503
2,5-Dioxo-1-pyrrolidinyl Dodecanoate
CCG-43579
(2,5-dioxopyrrolidin-1-yl) Dodecanoate
SY123442
SR-01000633486-1
SCHEMBL2100267
Dodecanoic acid-OSu
A928635
14565-47-0
AS-64169
CS-0037279
J-008134
Succinimidyl laurate
2,5-dioxopyrrolidin-1-yl dodecanoate
Dodecanoic acid,2,5-dioxo-1-pyrrolidinyl ester
Dodecanoic acid, 2,5-dioxo-1-pyrrolidinyl ester
LAURIC ACID-N-HYDROXY- SUCCINIMIDE ESTER
2,5-dioxotetrahydro-1H-1-pyrrolyl laurate
dodecanoic acid 2,5-dioxo-pyrrolidin-1-yl
dodecanoic acid 2,5-dioxopyrrolidin-1-yl ester
dodecanoic acid N-hydroxysuccinimide ester

MDL Number

MFCD00050401

Customs Code

2925190090

FAQ

What are the physical and chemical properties of 1-(Dodecanoyloxy)-2,5-pyrrolidinedione (CAS: 14565-47-0)?

1-(Dodecanoyloxy)-2,5-pyrrolidinedione (CAS: 14565-47-0) is a white or off-white crystalline solid with a molecular weight of approximately 302.43 g/mol. It is sparingly soluble in water but soluble in organic solvents like ethanol and acetone. The compound is generally stable but can exhibit limited reactivity in the presence of strong acids or bases. It is often used in pharmaceutical and polymer applications due to its physicochemical properties.

How is 1-(Dodecanoyloxy)-2,5-pyrrolidinedione (CAS: 14565-47-0) typically synthesized?

1-(Dodecanoyloxy)-2,5-pyrrolidinedione (CAS: 14565-47-0) is typically synthesized through a multistep process involving the condensation of dodecanoyl chloride with 2,5-pyrrolidinedione. This reaction is catalyzed by a Lewis acid like aluminum trichloride, and the product is obtained with good yield and selectivity. The reaction mixture is usually purified by recrystallization from ethanol.

What industries use 1-(Dodecanoyloxy)-2,5-pyrrolidinedione (CAS: 14565-47-0)?

1-(Dodecanoyloxy)-2,5-pyrrolidinedione (CAS: 14565-47-0) is primarily used in the pharmaceutical and polymer industries. It serves as a key intermediate in the synthesis of various pharmaceuticals and also finds application in the synthesis of biodegradable polymers and in the development of sensors and semiconductors.

What precautions should be taken when handling 1-(Dodecanoyloxy)-2,5-pyrrolidinedione (CAS: 14565-47-0)?

When handling 1-(Dodecanoyloxy)-2,5-pyrrolidinedione (CAS: 14565-47-0), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. The substance should be stored in a well-ventilated area and away from sources of ignition. In case of a spill, immediately clean up using appropriate absorbent materials and report to safety personnel. Detailed safety information can be found in the Material Safety Data Sheet (MSDS/SDS).