N,N'-Disuccinimidyl carbonate

Product Name: 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(SUCCINIMIDO) CARBONATE;DI(N-SUCCINIMIDYL) CARBONATE;BIS(N-SUCCINIMIDYL) CARBONATE;Carbonic acid bis-(2,5-dioxo-pyrrolidin-1-yl) ester;(SUO)2CO;DSCsee24500
CBNumber: CB3323388
Molecular Formula: C9H8N2O7
Formula Weight: 256.17
MOL File: 74124-79-1.mol

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N,N'-Disuccinimidyl carbonate Property

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
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)

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Safety

Hazard Codes: Xn,Xi
Risk Statements: 22-36/37/38
Safety Statements: 26-37/39-36
WGK Germany: 3
F: 10-21
TSCA: No
HS Code: 29299000

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H319Causes serious eye irritation

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P314Get medical advice/attention if you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 8.51005
Product name: DSC
Purity: N,N′-Disuccinimidyl carbonate Novabiochem?
Packaging: 25g
Price: $228
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.51005
Product name: DSC
Purity: N,N′-Disuccinimidyl carbonate Novabiochem?
Packaging: 100g
Price: $678
Updated: 2025/07/31

Sigma-Aldrich

Product number: 8.14971
Product name: Di-(N,N′-succinimidyl) carbonate
Purity: for synthesis
Packaging: 5G
Price: $177
Updated: 2025/07/31

Sigma-Aldrich

Product number: 225827
Product name: N,N′-Disuccinimidyl carbonate
Purity: ≥95%
Packaging: 1g
Price: $41.99
Updated: 2025/07/31

Sigma-Aldrich

Product number: 225827
Product name: N,N′-Disuccinimidyl carbonate
Purity: ≥95%
Packaging: 5g
Price: $114
Updated: 2025/07/31

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

Chemical Properties

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

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 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 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

6066-82-6

28920-43-6

74124-79-1

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

N,N'-Disuccinimidyl carbonate Preparation Products And Raw materials

Raw materials

Preparation Products

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

Hebei Chuanghai Biotechnology Co., Ltd

Product: N,N'-Disuccinimidyl carbonate 74124-79-1
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 5tons
Release date: 2024-12-05

Henan Aochuang Chemical Co.,Ltd.

Product: N,N'-Disuccinimidyl carbonate 74124-79-1
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2022-09-26

Shaanxi Didu New Materials Co. Ltd

Product: N,N'-Disuccinimidyl Carbonate 74124-79-1
Price: US $80.00/kg
Min. Order: 1kg
Purity: 99.0% Min
Supply Ability: 100 Tons
Release date: 2025-03-27

74124-79-1, N,N'-Disuccinimidyl carbonateRelated Search:

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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)

<i>N</i>,<i>N</i>′-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

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

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

SU2O

(SUO)2CO

BIS(N-SUCCINIMIDYL) CARBONATE

DSC

DI(SUCCINIMIDO) CARBONATE

DISUCCINIMIDYL CARBONATE

DI-(N,N'-SUCCINIMIDYL) CARBONATE

DI(N-SUCCINIMIDYL) CARBONATE

LABOTEST-BB LT00847311

N-SUCCINIMIDYL CARBONATE

N'-Disuccinimidyl carbonate

Di(N-succinimidyl)Carbonate&gt

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)