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2-Succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate, 98%

CAS: 105832-38-0 | C9H16BF4N3O3 | 301.05 g/mol

$195.95 - $741.42

Chemical Identifiers

CAS 105832-38-0
Molecular Formula C9H16BF4N3O3
Molecular Weight (g/mol) 301.05
MDL Number MFCD00077875
InChI Key YEBLHMRPZHNTEK-UHFFFAOYSA-N
Synonym tstu, o-n-succinimidyl-1,1,3,3-tetramethyluronium tetrafluoroborate, 2-2,5-dioxopyrrolidin-1-yl-1,1,3,3-tetramethylisouronium tetrafluoroborate, 2-succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate, n,n,n',n'-tetramethyl-o-n-succinimidyl uronium tetrafluoroborate, o-n-succinimidyl-n,n,n',n'-tetramethyluronium tetrafluoroborate, o-n-succinimidyl-n,n,n',n'-tetramethyl-uronium tetrafluoroborate, dimethylamino 2,5-dioxopyrrolidin-1-yl oxy methylidene dimethylazanium tetrafluoroborate, o-n-succinimidyl-n,n,n',n'-tetramethyl uronium bf4, pubchem12781
PubChem CID 9857522
IUPAC Name [dimethylamino-(2,5-dioxopyrrolidin-1-yl)oxymethylidene]-dimethylazanium;tetrafluoroborate
SMILES F[B-](F)(F)F.CN(C)C(ON1C(=O)CCC1=O)=[N+](C)C
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Products 2
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Catalog Number Mfr. No. Quantity Price Qty  
AAL1353806
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Thermo Scientific Chemicals
L1353806
5 g
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AAL1353814
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Thermo Scientific Chemicals
L1353814
25 g
Each for $741.42
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Description

Description

2-Succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate (TSTU) acts as an efficient coupling agent through rapid activation of carboxylic acids to form N-succinimidyl active esters, which react with primary amines to form carboxamides. It is effective even in the presence of water. TSTU is selective towards amines in the presence of alcoholic group. It is employed as a coupling regent in the synthesis of peptides. With amine-protected alpha-amino acids, it brings about coupling without significant epimerization. It is useful for linking of sensor molecules with amino groups to amino-functionalized AFM (atomic force microscope) tips.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
2-Succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate (TSTU) acts as an efficient coupling agent through rapid activation of carboxylic acids to form N-succinimidyl active esters, which react with primary amines to form carboxamides. It is effective even in the presence of water. TSTU is selective towards amines in the presence of alcoholic group. It is employed as a coupling regent in the synthesis of peptides. With amine-protected alpha-amino acids, it brings about coupling without significant epimerization. It is useful for linking of sensor molecules with amino groups to amino-functionalized AFM (atomic force microscope) tips.

Solubility
Soluble in acetonitrile, DMF, chloroform, dichlorormethane and acetonitrile.

Notes
Moisture sensitive, Incompatible with strong oxidizing agents.
Specifications

Chemical Identifiers

105832-38-0
301.05
YEBLHMRPZHNTEK-UHFFFAOYSA-N
9857522
F[B-](F)(F)F.CN(C)C(ON1C(=O)CCC1=O)=[N+](C)C
C9H16BF4N3O3
MFCD00077875
tstu, o-n-succinimidyl-1,1,3,3-tetramethyluronium tetrafluoroborate, 2-2,5-dioxopyrrolidin-1-yl-1,1,3,3-tetramethylisouronium tetrafluoroborate, 2-succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate, n,n,n',n'-tetramethyl-o-n-succinimidyl uronium tetrafluoroborate, o-n-succinimidyl-n,n,n',n'-tetramethyluronium tetrafluoroborate, o-n-succinimidyl-n,n,n',n'-tetramethyl-uronium tetrafluoroborate, dimethylamino 2,5-dioxopyrrolidin-1-yl oxy methylidene dimethylazanium tetrafluoroborate, o-n-succinimidyl-n,n,n',n'-tetramethyl uronium bf4, pubchem12781
[dimethylamino-(2,5-dioxopyrrolidin-1-yl)oxymethylidene]-dimethylazanium;tetrafluoroborate

Specifications

105832-38-0
C9H16BF4N3O3
5 g
tstu, o-n-succinimidyl-1,1,3,3-tetramethyluronium tetrafluoroborate, 2-2,5-dioxopyrrolidin-1-yl-1,1,3,3-tetramethylisouronium tetrafluoroborate, 2-succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate, n,n,n',n'-tetramethyl-o-n-succinimidyl uronium tetrafluoroborate, o-n-succinimidyl-n,n,n',n'-tetramethyluronium tetrafluoroborate, o-n-succinimidyl-n,n,n',n'-tetramethyl-uronium tetrafluoroborate, dimethylamino 2,5-dioxopyrrolidin-1-yl oxy methylidene dimethylazanium tetrafluoroborate, o-n-succinimidyl-n,n,n',n'-tetramethyl uronium bf4, pubchem12781
YEBLHMRPZHNTEK-UHFFFAOYSA-N
[dimethylamino-(2,5-dioxopyrrolidin-1-yl)oxymethylidene]-dimethylazanium;tetrafluoroborate
9857522
98%
195°C to 200°C
MFCD00077875
Moisture sensitive
Soluble in acetonitrile,DMF,chloroform,dichlorormethane and acetonitrile.
F[B-](F)(F)F.CN(C)C(ON1C(=O)CCC1=O)=[N+](C)C
301.05
301.05
2-Succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate
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Safety and Handling

Safety and Handling

GHS H Statement
H301-H315-H319-H335
Toxic if swallowed.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.

P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c

H302-H315-H319-H335

EINECSNumber : 000-000-0

TSCA : No

Recommended Storage : Ambient temperatures

SDS
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RUO – Research Use Only