2-Succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate, 98%, Thermo Scientific Chemicals

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

• 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

• Melting Point: 195°C to 200°C
• Quantity: 25 g
• Sensitivity: Moisture sensitive
• Solubility Information: Soluble in acetonitrile,DMF,chloroform,dichlorormethane and acetonitrile.
• Formula Weight: 301.05
• Percent Purity: 98%
• Chemical Name or Material: 2-Succinimido-1,1,3,3-tetramethyluronium tetrafluoroborate

Safety and Handling

Hazard Category	H302-H315-H319-H335
Hazard Statement	GHS H Statement H301-H315-H319-H335 Toxic if swallowed. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.
Precautionary Statement	P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P362-P501c
EINECSNumber	000-000-0
TSCA	No
Recommended Storage	Ambient temperatures

SDS

RUO – Research Use Only