Bis(2,5-dioxopyrrolidin-1-yl) carbonate

Base Information Edit

Chemical Name:Bis(2,5-dioxopyrrolidin-1-yl) carbonate
CAS No.:74124-79-1
Molecular Formula:C9H8N2O7
Molecular Weight:256.172
Hs Code.:29299000
European Community (EC) Number:277-730-3
DSSTox Substance ID:DTXSID10225080
Nikkaji Number:J208.393K
Wikidata:Q72469948
Mol file:74124-79-1.mol

Synonyms:74124-79-1;N,N'-Disuccinimidyl carbonate;bis(2,5-dioxopyrrolidin-1-yl) carbonate;n,n'-disuccinimidylcarbonate;Di(succinimido) carbonate;disuccinimidyl carbonate;Di(N-succinimidyl) carbonate;MFCD00009767;DSC;n,n-disuccinimidyl carbonate;N,N'-Disuccinimidyl carbonate (DSC);C9H8N2O7;bis(2,5-dioxopyrrolidin-1-yl)carbonate;disuccinimido carbonate;N-Succinimidyl carbonate;EINECS 277-730-3;1,1'-[Carbonylbis(oxy)]dipyrrolidine-2,5-dione;2,5-Pyrrolidinedione, 1,1'-[carbonylbis(oxy)]bis-;N,N'-Disuccinimidyl carbonate, Tech Grade;2,5-dioxoazolidinyl (2,5-dioxoazolidinyloxy)formate;EC 277-730-3;PubChem12700;di-succinimidyl carbonate;SCHEMBL17447;di (n-succinimidyl) carbonate;N,N'- disuccinimidyl carbonate;N,N\'-Disuccinimidyl carbonate;DTXSID10225080;BCP29435;C9-H8-N2-O7;STR06417;DSC N,N'-Disuccinimidyl carbonate];STL185718;AKOS015855433;CS-W007455;N,N'-Disuccinimidyl carbonate, >=95%;Bis(2,5-dioxopyrrolidin-1-yl) carbonat;AC-14923;BP-22626;SY007175;bis-(2,5-dioxopyrrolidin-1-yl) carbonate;AM20100718;D1662;FT-0625614;C93507;EN300-211133;A838023;carbonic acid bis(2,5-dioxo-pyrrolidin-1-yl) ester;carbonic acid bis-(2,5-dioxo-pyrrolidin-1-yl)ester;J-650381;Q-201437;carbonic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester;N,N inverted exclamation mark -Disuccinimidyl Carbonate;N,N'-Disuccinimidyl carbonate, purum, >=95.0% (NMR);Bis(2,5-dioxopyrrolidin-1-yl) carbonate;1-({[(2,5-dioxo-1-pyrrolidinyl)oxy]carbonyl}oxy)-2,5-pyrrolidinedione

Suppliers and Price of Bis(2,5-dioxopyrrolidin-1-yl) carbonate

Supply Marketing:Edit

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
N,N′-Disuccinimidyl carbonate
50g
$ 275.00

TCI Chemical
Di(N-succinimidyl) Carbonate >98.0%(T)
25g
$ 304.00

TCI Chemical
Di(N-succinimidyl) Carbonate >98.0%(T)
5g
$ 94.00

SynQuest Laboratories
Bis(2,5-dioxopyrrolidin-1-yl) carbonate 97%
100 g
$ 61.00

SynQuest Laboratories
Bis(2,5-dioxopyrrolidin-1-yl) carbonate 97%
25 g
$ 32.00

SynQuest Laboratories
Bis(2,5-dioxopyrrolidin-1-yl) carbonate 97%
250 g
$ 132.00

Sigma-Aldrich
N,N′-Disuccinimidyl carbonate purum, ≥95.0% (NMR)
25g
$ 392.00

Sigma-Aldrich
N,N′-Disuccinimidyl carbonate ≥95%
25g
$ 375.00

Sigma-Aldrich
DSC N,N'-Disuccinimidyl carbonate Novabiochem . CAS 74124-79-1, molar mass 256.17 g/mol., N,N'-Disuccinimidyl carbonate Novabiochem
8510050100
$ 507.00

Sigma-Aldrich
DSC N,N′-Disuccinimidyl carbonate Novabiochem?
100 g
$ 485.62

Total 192 raw suppliers

Chemical Property of Bis(2,5-dioxopyrrolidin-1-yl) carbonate Edit

Chemical Property:

Appearance/Colour:white to slightly yellow crystalline powder
Melting Point:190 °C
Refractive Index:1.5600 (estimate)
Boiling Point:383.7 °C at 760 mmHg
Flash Point:185.9 °C
PSA：110.29000
Density:1.69 g/cm³
LogP:-0.85660
Storage Temp.:2-8°C
Solubility.:Dichloromethane (Slightly, Heated), DMSO
Water Solubility.:Soluble in dimethyl sulfoxide, hot pyridine, acetonitrile and most organic solvents. Insoluble in water.
XLogP3:-1.3
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:4
Exact Mass:256.03315060
Heavy Atom Count:18
Complexity:386

Purity/Quality:

99% ^*data from raw suppliers

N,N′-Disuccinimidyl carbonate ^*data from reagent suppliers

Safty Information:

Pictogram(s): Xn, Xi
Hazard Codes:Xn,Xi
Statements: 22-36/37/38
Safety Statements: 26-37/39-36

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CC(=O)N(C1=O)OC(=O)ON2C(=O)CCC2=O
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Uses N,N’Disuccinimidyl Carbonate is a commonly used reagent for the preparation of N-succinimidyl esters of N-protected amino acids, activated carbonate, synthesis of urea, carbamates and coupling of lig ands to proteins. The coupling reagent property of N,N’Disuucinimidyl Carbonate speeds up coupling process, while reduces the loss of chiral integrity. N,N'-Disuccinimidyl carbonate is a convenient reagent for the synthesis of N-succinimidyl esters of N-protected amino acids. N,N'-Disuccinimidyl carbonate is used to prepare cleavable linker succinimide vinylsufonylethyl carbonate for thiol modified-DNA. It serves as a reagent for the synthesis of carbamates. Further, it is used as a coupling reagent as well as in the preparation of N-succinimidyl esters of N-protected amino acids, activated carbonate and coupling of ligand to proteins.

Technology Process of Bis(2,5-dioxopyrrolidin-1-yl) carbonate

There total 4 articles about Bis(2,5-dioxopyrrolidin-1-yl) carbonate 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: 94.0%

: 6066-82-6
1-hydroxy-pyrrolidine-2,5-dione

: 32315-10-9
bis(trichloromethyl) carbonate

: 74124-79-1
di(succinimido) carbonate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; 1.) 0 deg C, 3 h, 2.) 0-20 deg C, 6 h, 3.) reflux, 2 h;
DOI:10.1055/s-1993-25809