Basic information
- CAS
74124-79-1- Standard SMILES
O=C(ON1C(=O)CCC1=O)ON1C(=O)CCC1=O- InChIKey
PFYXSUNOLOJMDX-UHFFFAOYSA-N- Molecular formula
- C9H8N2O7
- Average molar mass
- 256.17 g/mol
- Monoisotopic mass
- 256.0331506
Names & identifiers
- Preferred name
- Di(succinimido) carbonate
- IUPAC
- bis(2,5-dioxopyrrolidin-1-yl) carbonate
- English name
- N,N'-Disuccinimidyl carbonate
- Molecular formula
- C9H8N2O7
- Molecular weight
- 256.17
Names & synonyms
74124-79-1Di(succinimido) carbonatedisuccinimidyl carbonateEINECS 277-730-32,5-Pyrrolidinedione, 1,1'-[carbonylbis(oxy)]bis-EC 277-730-3DTXSID102250802,5-Pyrrolidinedione, 1,1'-(carbonylbis(oxy))bis-RefChem:585965DTXCID10147571277-730-3N,N'-Disuccinimidyl carbonate
Show more names
SU2ON'-Disuccinimidyl carbonateBIS(N-SUCCINIMIDYL) CARBONATECarbonic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester(SUO)2CO
bis(2,5-dioxopyrrolidin-1-yl) carbonaten,n'-disuccinimidylcarbonateDi(N-succinimidyl) carbonateC9H8N2O7MFCD00009767DSCN-Succinimidyl carbonateN,N'-Disuccinimidyl carbonate (DSC)
Database identifiers
- CAS
74124-79-1- PubChem CID
- 676246
- DTXSID
DTXSID10225080- UNII
- WDP42UC5P4
- EC Number
- 277-730-3
- Nikkaji
- J208.393K
Properties
Computed structural properties
- XLogP
- -1.3
- Topological polar surface area
- 110 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 4
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 386
Physicochemical properties
- Melting point
- 190 °C · 190 °C (dec.)(lit.)
- Boiling point
- 399.41 °C · 399.41°C (rough estimate)
- Density
- 1.567 · 1.5670 (rough estimate)
- refractive index
- 1.56 · 1.5600 (estimate)
- storage temp.
- -20 °C · -20°C
- solubility
- Dichloromethane (Slightly, Heated), DMSO
- form
- Crystalline Powder
- color
- White to slightly yellow
- Water Solubility
- Soluble in dimethyl sulfoxide, hot pyridine, acetonitrile and most organic solvents. Insoluble in water.
- BRN
- 1499137 · 1499137
- Stability
- Moisture Sensitive
- Major Application
- peptide synthesis
- InChI
- InChI=1S/C9H8N2O7/c12-5-1-2-6(13)10(5)17-9(16)18-11-7(14)3-4-8(11)15/h1-4H2
- InChIKey
- PFYXSUNOLOJMDX-UHFFFAOYSA-N
- SMILES
- C(ON1C(=O)CCC1=O)(=O)ON1C(=O)CCC1=O
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (34.5%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P316, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 113 reports by companies from 20 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 2,5-Pyrrolidinedione, 1,1'-[carbonylbis(oxy)]bis-
Status: Active Update: 29-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/26301
Hazard Classes and CategoriesAcute Tox. 3 (34.5%)
Safety data
- F
- 10-21
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- tsca
- No
- hs_code
- 29299000
- risk_code
- 22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS08
- hazard_code
- Xn,Xi
- safety_code
- 26-37/39-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H319-H373
- REACH Registrations
- Active
Chemistry & industry
Applications
UsesN,N'-Disuccinimidyl carbonate is a convenient reagent for the synthesis of N-succinimidyl esters of N-protected amino acids.
UsesN,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.
UsesN,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.
General DescriptionN,N′-Disuccinimidyl carbonate is used for the HPLC determination of amino compounds.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
214 records
Compound notes
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