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
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
Safety
- WGK Germany
- 3
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.
N-Bromosuccinimide Price
- Product number
- L3900
- Product name
- Lauric acid N-hydroxysuccinimide ester
- Purity
- ≥98% (TLC)
- Packaging
- 5g
- Price
- $412
- Updated
- 2022/05/15
- Product number
- D495508
- Product name
- 2,5-Dioxopyrrolidin-1-yldodecanoate
- Packaging
- 100mg
- Price
- $70
- Updated
- 2021/12/16
- Product number
- D495508
- Product name
- 2,5-Dioxopyrrolidin-1-yldodecanoate
- Packaging
- 500mg
- Price
- $220
- Updated
- 2021/12/16
- Product number
- CHM0014464
- Product name
- LAURIC ACID N-HYDROXYSUCCINIMIDE ESTER
- Purity
- 95.00%
- Packaging
- 5G
- Price
- $1115.12
- Updated
- 2021/12/16
- Product number
- CD11253586
- Product name
- 2,5-Dioxopyrrolidin-1-yldodecanoate
- Purity
- 97%
- Packaging
- 10g
- Price
- $569
- Updated
- 2021/12/16
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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View Lastest Price from LAURIC ACID N-HYDROXY-SUCCINIMIDE ESTER manufacturers
- 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