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N,N'-Disuccinimidyl carbonate

CAS No.
74124-79-1
Chemical Name:
N,N'-Disuccinimidyl carbonate
Synonyms
DSC;Bis(2,5-dioxopyrrolidin-1-yl) carbonate;DISUCCINIMIDYL CARBONATE;SU2O;DI(N-SUCCINIMIDYL) CARBONATE;DI(SUCCINIMIDO) CARBONATE;N'-Disuccinimidyl carbonate;BIS(N-SUCCINIMIDYL) CARBONATE;Carbonic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester;(SUO)2CO
CBNumber:
CB3323388
Molecular Formula:
C9H8N2O7
Molecular Weight:
256.17
MDL Number:
MFCD00009767
MOL File:
74124-79-1.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 03:31:26

N,N'-Disuccinimidyl carbonate Properties

Melting point 190 °C (dec.)(lit.)
Boiling point 399.41°C (rough estimate)
Density 1.5670 (rough estimate)
refractive index 1.5600 (estimate)
storage temp. -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
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
CAS DataBase Reference 74124-79-1(CAS DataBase Reference)
UNSPSC Code 12352108
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Health Hazard (GHS08)
GHS07,GHS08
Signal word  Warning
Hazard statements  H302-H319-H373
Precautionary statements  P260-P264-P270-P301+P312-P305+P351+P338-P314
PPE dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38
Safety Statements  26-37/39-36
WGK Germany  3
10-21
TSCA  No
HS Code  29299000
Storage Class 11 - Combustible Solids
Hazard Classifications Acute Tox. 4 Oral
Eye Irrit. 2
STOT RE 2 Oral
REACH Registrations Active
NFPA 704
0
2 1

N,N'-Disuccinimidyl carbonate price More Price(113)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 8.51005 DSC N,N′-Disuccinimidyl carbonate Novabiochem? 74124-79-1 25g $242 2026-04-30 Buy
Sigma-Aldrich 8.51005 DSC N,N′-Disuccinimidyl carbonate Novabiochem? 74124-79-1 100g $722 2026-04-30 Buy
Sigma-Aldrich 8.14971 Di-(N,N′-succinimidyl) carbonate for synthesis 74124-79-1 5G $189 2026-04-30 Buy
Sigma-Aldrich 225827 N,N′-Disuccinimidyl carbonate ≥95% 74124-79-1 1g $47.1 2026-04-30 Buy
Sigma-Aldrich 225827 N,N′-Disuccinimidyl carbonate ≥95% 74124-79-1 5g $122 2026-04-30 Buy
Product number Packaging Price Buy
8.51005 25g $242 Buy
8.51005 100g $722 Buy
8.14971 5G $189 Buy
225827 1g $47.1 Buy
225827 5g $122 Buy

N,N'-Disuccinimidyl carbonate Chemical Properties, Uses, Production

Chemical Properties

N,N'-Disuccinimidyl carbonate is white to slightly yellow crystalline powder

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.

Uses

N,N'-Disuccinimidyl carbonate is a convenient reagent for the synthesis of N-succinimidyl esters of N-protected amino acids.

Uses

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.

Synthesis Reference(s)

Tetrahedron Letters, 20, p. 4745, 1979 DOI: 10.1016/S0040-4039(01)86699-5

General Description

N,N′-Disuccinimidyl carbonate is used for the HPLC determination of amino compounds.

reaction suitability

reaction type: Coupling Reactions

Synthesis

N-Hydroxysuccinimide

6066-82-6

9-Fluorenylmethyl chloroformate

28920-43-6

N,N'-Disuccinimidyl carbonate

74124-79-1

(9H-fluoren-9-yl)methyl 2,5-dioxopyrrolidine-1-carboxylate

102774-86-7

1. 8 kg (1.25 kmol) of N-hydroxybutanediimide is added to the reactor kettle in a single addition, stirred well, and the temperature in the kettle is maintained at -2°C to 0°C. 2. 300 kg (1.62 kmol) of tributylamine and 450 kg of tetrahydrofuran are mixed in a high level tank and then slowly added to the reactor over a period of 10 to 11 hours in an amount of 50 to 57 kg per hour, maintaining the kettle temperature at not more than 5°C. 3. Due to the exothermic nature of the reaction, after the addition of tributylamine, the reaction vessel was warmed up to room temperature and the reaction was continued for 7.5 h. A large number of white solid crystals (N,N'-disuccinimidyl carbonate) were observed to precipitate out of the reaction solution. 4. Filtration of the reaction mixture: the reaction material was homogeneously introduced into a totally closed centrifuge within 1 h and dried under N2 protection. Subsequently the solids in the centrifuge were washed in two batches with 100 kg of tetrahydrofuran solvent at about 0°C and dried to give 120 kg of wet product. 5. The wet product was dried in a vacuum oven at 40 to 45°C for 7 to 8 hours to constant weight to give 95 kg of white crystalline powder with an HPLC purity of 99.1%. The filtrate obtained by centrifugal separation was used in the next step of the reaction. 6. The centrifugal filtrate and washing solvent from step 3 were combined and introduced into a 2000 L distillation unit. The tetrahydrofuran solvent was removed under vacuum at 0 to 5°C, maintaining the kettle temperature at 40 to 42°C. 7. 7. After removal of the tetrahydrofuran, 230 kg of ethylene dichloride was added, stirred at 40°C and held at 50°C for 0.5 hours. The reaction mixture was subsequently washed three times with 160 kg of water. 8. The phases were separated and the dichloromethane phase was added to a 500 L autoclave for subsequent processing.

References

[1] Patent: CN104030962, 2016, B. Location in patent: Paragraph 0036-0041

Global Suppliers ( 599)
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Suzhou Highfine Biotech Co., Ltd 0512-69209928 18796809688 zhouyingxiang@highfine.com China 473 75
GenChem & GenPharm (Changzhou) Co., Ltd. 0519-85720003 18861157602 410649415@qq.com China 111 58
Shandong Mingfeng Pharmaceutical and Technology Co. Ltd 053155551677 15315114555 1345456643@qq.com China 298 58
Shandong DexinyuanPharmaceutical and Technology Co. Ltd 13583161331 81067618@qq.com China 113 58
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INTATRADE GmbH +49 3493/605464 sales@intatrade.de Germany 3563 66
future industrial shanghai co., ltd 400-0066400 13621662912 sales@jonln.com China 1989 65
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
TAIYUAN RHF CO.,LTD. +86 351 7031519 sales@RHFChem.com China 2334 56

View Latest Price from N,N'-Disuccinimidyl carbonate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N,N'-Disuccinimidyl carbonate pictures 2026-08-12 N,N'-Disuccinimidyl carbonate
74124-79-1
$115.00 1KG 98% 1-10mt Baoji Guokang Healthchem Co., Ltd.
N,N'-Disuccinimidyl carbonate pictures 2026-03-20 N,N'-Disuccinimidyl carbonate
74124-79-1
$10.00 1KG 99% 5tons Hebei Chuanghai Biotechnology Co., Ltd
N,N'-Disuccinimidyl carbonate pictures 2025-04-04 N,N'-Disuccinimidyl carbonate
74124-79-1
1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
2,5-PYRROLIDINEDIONE, 1,1'-[CARBONYLBIS(OXY)]BIS- di-N,N'-succnimidly carbonat Carbonic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester N,Nzzhlxy-Disuccinimidyl carbonate (DSC) Carbonic acid, bis(2,5-dioxo-1-pyrrolidinyl) ester N-Succinimidyl Carbonate N,N'-Disuccinimidyl Carbonate DSC DI-(N,N'-SUCCINIMIDYL) CARBONATE FOR SYN N,N-DisucciniMdyl carbonate Bis(2,5-dioxopyrrolidin-1-yl) carbonate 98% N,N'-Disuccinimidyl carbonate, DSC, 1,1'-[Carbonylbis(oxy)]dipyrrolidine-2,5-dione N,N'-DisucciniMidyl carbonate >=95% N,N'-DisucciniMidyl carbonate puruM, >=95.0% (NMR) N,N′-Disuccinimidyl carbonate N,N'-DISUCCINIMIDYL CARBONATE, TECH. DSC [N,N'-DISUCCINIMIDYL CARBONATE] N,N'-Disuccinimidyl carbonate (DSC) N,N'-DisuccinimidylCarbonate98% N,N'-Disuccinimido Carbonate DSCsee24500 N,N'-Disuccinimidyl N,N'-Disuccinimidyl carbonate, tech. 85%, remainder N-hydroxysuccinimide N-Succinimidyl carbonate, Di(N-succinimidyl) carbonate, DSC N,N'-Disuccinimidyl carbonate ,99% 1,1'-(Carbonylbisoxy)bis(pyrrolidine-2,5-dione) 1,1'-[Carbonylbis(oxy)]bis(2,5-pyrrolidinedione) Carbonic acid bis(succinimidyl) ester N,N'-(Carbonylbisoxy)bissuccinimide DSC (Di(N-succinimidyl)carbonate 1,1''-[CARBONYLBIS(OXY)]DIPYRROLIDINE-2,5-DIONE Disuccinimidyl carbonate, Su2O DSC (Di(N-succinimidyl)carbonate: N-Succinimidyl carbonate) N,N'-Disuccinimidyl carbonate≥ 99% (HPLC) DSC N,N'-Disuccinimidyl carbonate Novabiochem Di-(N,N'-succinimidyl) carbonate for synthesis TIMTEC-BB SBB005976 (SUO)2CO BIS(N-SUCCINIMIDYL) CARBONATE DI-(N,N'-SUCCINIMIDYL) CARBONATE LABOTEST-BB LT00847311 N-SUCCINIMIDYL CARBONATE Di(N-succinimidyl)Carbonate> N,N''-Disuccinimidyl carbonate, Tech Grade N,N'-Disuccinimidyl carbonate USP/EP/BP N,N′-Disuccinimidyl Carbonate (Technical Grade) Di-(N-Succinimidyl) Carbonate extrapure, 95% N. N '- Disuccinimide carbonate N,N' -dissuccinimide carbonate N,N'-Disuccinimidyl carbonate DSCN,N'-Disuccinimidyl carbonate N,N'-Disuccinimidyl Carbonate(DSC) N,N''-Disuccinimidyl carbonate (DSC) N,N′-Disuccinimidyl carbonate N,N'-Disuccinimidyl Carbonate N'-Disuccinimidylcarbonate(DSC) Di-(N-Succinimidyl)Carbon... DSC (Dicyclohexylcarbodiimide) -Disuccinimidyl carbonate Bis(2,5-dioxopyrrolidin-1-yl) carbonate