N-(Chloroacetoxy)succiniMide
- Product Name
- N-(Chloroacetoxy)succiniMide
- CAS No.
- 27243-15-8
- Chemical Name
- N-(Chloroacetoxy)succiniMide
- Synonyms
- N-(Chloroacetoxy)succiniMide;N-SucciniMidyl 2-chloroacetate;2,5-Dioxopyrrolidin-1-yl2-chloroacetate;1-[(Chloroacetyl)oxy]-2,5-pyrrolidinedione;2,5-Pyrrolidinedione, 1-[(chloroacetyl)oxy]-;2-Chloroacetic Acid N-HydroxysucciniMide Ester;2-Chloroacetic Acid 2,5-Dioxo-1-pyrrolidinyl Ester;Acetic acid, 2-chloro-, 2,5-dioxo-1-pyrrolidinyl ester
- CBNumber
- CB42621883
- Molecular Formula
- C6H6ClNO4
- Formula Weight
- 191.57
- MOL File
- 27243-15-8.mol
N-(Chloroacetoxy)succiniMide Property
- Melting point:
- 109-110 °C(Solv: hexane (110-54-3))
- Boiling point:
- 277.3±42.0 °C(Predicted)
- Density
- 1.52±0.1 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- solubility
- Chloroform (Slightly), DMSO (Slightly)
- form
- Solid
- color
- White to Off-White
- Stability:
- Hygroscopic
- InChI
- InChI=1S/C6H6ClNO4/c7-3-6(11)12-8-4(9)1-2-5(8)10/h1-3H2
- InChIKey
- OWZGNRBFMASABS-UHFFFAOYSA-N
- SMILES
- C(ON1C(=O)CCC1=O)(=O)CCl
N-Bromosuccinimide Price
- Product number
- C363375
- Product name
- N-(Chloroacetoxy)succinimide
- Packaging
- 25g
- Price
- $2835
- Updated
- 2021/12/16
- Product number
- FC158453
- Product name
- N-(Chloroacetoxy)succinimide
- Packaging
- 500mg
- Price
- $80
- Updated
- 2021/12/16
- Product number
- FC158453
- Product name
- N-(Chloroacetoxy)succinimide
- Packaging
- 1g
- Price
- $125
- Updated
- 2021/12/16
- Product number
- FC158453
- Product name
- N-(Chloroacetoxy)succinimide
- Packaging
- 2g
- Price
- $200
- Updated
- 2021/12/16
- Product number
- 8267CT
- Product name
- N-(Chloroacetoxy)succinimide
- Packaging
- 1g
- Price
- $262
- Updated
- 2021/12/16
N-(Chloroacetoxy)succiniMide Chemical Properties,Usage,Production
Chemical Properties
N-(Chloroacetoxy)succiniMide is Off-White Solid
Uses
N-(chloroacetoxy)succinimide is a N-hydroxysuccinimide ester of a simple carboxylic acid. N-(chloroacetoxy)succinimide is used in the preparation of organometallic complexes and other synthetic probes for the labeling of proteins.
Synthesis
6066-82-6
79-04-9
27243-15-8
GENERAL STEPS: Triethylamine (861.6 μL, 6.18 mmol) was added to a solution of N-hydroxysuccinimide (640.3 mg, 5.56 mmol) in chloroform (8.5 mL) and stirred at 0 °C. Subsequently, α-chloroacetyl chloride was added slowly dropwise over 5 min and stirring was continued at 0 °C for 20 min. Upon completion of the reaction, the reaction mixture was washed with ice-cold water (15 mL) and brine (15 mL) and subsequently concentrated under reduced pressure to a volume of 1.7 mL. The concentrate was dried over anhydrous sodium sulfate and filtered. Ethyl acetate (170 μL) and hexane (1.2 mL) were added to the filtrate and the mixture was cooled to 0 °C and stirred for 2 h to precipitate a white solid. The solid was collected by filtration and washed sequentially with ice-cold hexane/ethyl acetate (4:1, 10 mL), hexane/ethyl acetate (9:1, 10 mL) and hexane (10 mL, twice). Finally, the resulting white solid was dried under vacuum at room temperature to afford 2,5-dioxopyrrolidin-1-yl 2-chloroacetate (563.9 mg, 53% yield). The product was characterized by 400 MHz NMR (CDCl3) with chemical shifts of δ 4.37 (s, 2H), 2.87 (s, 4H).
References
[1] Angewandte Chemie - International Edition, 2014, vol. 53, # 1, p. 199 - 204
[2] Angew. Chem., 2013, vol. 126, # 1, p. 203 - 208,6
[3] Patent: WO2014/160200, 2014, A1. Location in patent: Paragraph 000273
[4] Polish Journal of Chemistry, 1992, vol. 66, # 1, p. 111 - 118
[5] Journal of Medicinal Chemistry, 2014, vol. 57, # 6, p. 2380 - 2392
N-(Chloroacetoxy)succiniMide Preparation Products And Raw materials
Raw materials
Preparation Products
N-(Chloroacetoxy)succiniMide Suppliers
- Tel
- --
- Fax
- --
- info@trc-canada.com
- Country
- Canada
- ProdList
- 6038
- Advantage
- 71
View Lastest Price from N-(Chloroacetoxy)succiniMide manufacturers
- Product
- N-(Chloroacetoxy)succiniMide 27243-15-8
- Price
- US $0.00/G
- Min. Order
- 1G
- Purity
- 98%min
- Supply Ability
- 30kg/month
- Release date
- 2023-02-21
- Product
- N-(Chloroacetoxy)succiniMide 27243-15-8
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99.99%
- Supply Ability
- 200kg
- Release date
- 2019-12-23