LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER

Product Name: LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER
CAS No.: 14565-47-0
Chemical Name: LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER
Synonyms: LAURIC ACID-OSU;DODECANOIC ACID-OSU;SUCCINIMIDYL LAURATE;N-LAUROYLOXYSUCCINIMIDE;N-SUCCINIMIDYL DODECANOATE;LAURIC ACID N-HYDROXYSUCCINIMIDE EST;2,5-Dioxopyrrolidin-1-Yl Dodecanoate;LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER;DODECANOIC ACID-N-HYDROXYSUCCINIMIDE ESTER;2,5-Pyrrolidinedione, 1-[(1-oxododecyl)oxy]-
CBNumber: CB4335074
Molecular Formula: C16H27NO4
Formula Weight: 297.39
MOL File: 14565-47-0.mol

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LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER Property

Melting point:: 76-77 °C
Boiling point:: 392.3±25.0 °C(Predicted)
Density: 1.07±0.1 g/cm3(Predicted)
storage temp.: -20°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
color: White to Off-White
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
SMILES: C(ON1C(=O)CCC1=O)(=O)CCCCCCCCCCC

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Safety

WGK Germany: 3

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: L3900
Product name: Lauric acid N-hydroxysuccinimide ester
Purity: ≥98% (TLC)
Packaging: 5g
Price: $412
Updated: 2022/05/15

TRC

Product number: D495508
Product name: 2,5-Dioxopyrrolidin-1-yldodecanoate
Packaging: 100mg
Price: $70
Updated: 2021/12/16

TRC

Product number: D495508
Product name: 2,5-Dioxopyrrolidin-1-yldodecanoate
Packaging: 500mg
Price: $220
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: CHM0014464
Product name: LAURIC ACID N-HYDROXYSUCCINIMIDE ESTER
Purity: 95.00%
Packaging: 5G
Price: $1115.12
Updated: 2021/12/16

Crysdot

Product number: CD11253586
Product name: 2,5-Dioxopyrrolidin-1-yldodecanoate
Purity: 97%
Packaging: 10g
Price: $569
Updated: 2021/12/16

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LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER Chemical Properties,Usage,Production

Uses

(2,5-Dioxopyrrolidin-1-yl) dodecanoate is a biochemical reagent that can be used as a biological material or organic compound for life science related research.

Biochem/physiol Actions

Lauric acid N-hydroxysuccinimide ester may be used for the synthesis of N-acylamino acids and lipidization of polypeptides or other applications that use N-hydroxysuccinimide ester conjugation chemistry.

Synthesis

143-07-7

6066-82-6

14565-47-0

General procedure: lauric acid (12.0 g, 60 mmol) was dissolved in anhydrous ethyl acetate (100 mL), followed by slow addition of this solution to a solution of anhydrous ethyl acetate (300 mL) containing N-hydroxysuccinimide (NHS) (6.9 g, 60 mmol) and N,N'-dicyclohexylcarbodiimide (DCC) (12.4 g, 60 mmol). . The reaction mixture was stirred overnight at room temperature. After completion of the reaction, the by-product dicyclohexylurea (DCU) was removed by filtration. The filtrate was concentrated under reduced pressure to afford the white crystalline product 2,5-dioxopyrrolidin-1-yl dodecanoate (17.4 g, 95% yield). For further purification, the product was recrystallized with ethanol to give a final pure product of 16.6g.

References

[1] Journal of the American Chemical Society, 2015, vol. 137, # 24, p. 7692 - 7705
[2] Journal of the American Chemical Society, 2003, vol. 125, # 40, p. 12110 - 12111
[3] RSC Advances, 2015, vol. 5, # 81, p. 66339 - 66354
[4] Bioorganic and Medicinal Chemistry Letters, 2013, vol. 23, # 6, p. 1763 - 1767
[5] Synthetic Communications, 2009, vol. 39, # 24, p. 4467 - 4472

LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER Preparation Products And Raw materials

Raw materials

Preparation Products

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LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER Suppliers

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View Lastest Price from LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER manufacturers

Shaanxi Dideu Medichem Co. Ltd

Product: Lauric acid N-hydroxy-succinimide ester 14565-47-0
Price: US $0.10/KG
Min. Order: 1KG
Purity: 99.0%
Supply Ability: 1000 tons
Release date: 2019-12-27

14565-47-0, LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTERRelated Search:

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2,5-Pyrrolidinedione, 1-[(1-oxododecyl)oxy]-

2,5-Dioxopyrrolidin-1-Yl Dodecanoate

LAURIC ACID N-HYDROXYSUCCINIMIDE EST

SUCCINIMIDYL LAURATE

N-LAUROYLOXYSUCCINIMIDE

N-SUCCINIMIDYL DODECANOATE

Lauric acid-N-hydroxysuccinimide ester N-Succinimidyl dodecanoate

Lauric acid N-hydroxysuccinimide ester,Succinimidyl laurate

DODECANOIC ACID-N-HYDROXYSUCCINIMIDE ESTER

DODECANOIC ACID-OSU

LAURIC ACID-OSU

LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER

Dodecanoic acid, 2,5-dioxo-1-pyrrolidinyl ester

14565-47-0