O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate
Basic information
- CAS
148893-10-1- Standard SMILES
CN(C)C(n1n[n+]([O-])c2ncccc21)=[N+](C)C.F[P-](F)(F)(F)(F)F- InChIKey
FKBFHOSFPRWJNV-UHFFFAOYSA-N- Molecular formula
- C10H15F6N6OP
- Average molar mass
- 380.23 g/mol
- Monoisotopic mass
- 380.09491509
Names & identifiers
- Preferred name
- O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate
- IUPAC
- [dimethylamino-(3-oxidotriazolo[4,5-b]pyridin-3-ium-1-yl)methylidene]-dimethylazanium hexafluorophosphate
- English name
- HATU
- Molecular formula
- C10H15F6N6OP
- Molecular weight
- 380.24
Names & synonyms
B93RIH1T7EN-HATU1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-Oxide HexafluorophosphateDTXSID309334981H-1,2,3-Triazolo(4,5-b)pyridinium, 1-(bis(dimethylamino)methylene)-, hexafluorophosphate(1-), 3-oxideO-(7-AZOBENZOTRIAZOL-1-YL)-1,1,3,3-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE1-(BIS(DIMETHYLAMINO)METHYLENE)-1H-1,2,3-TRIAZOLO(4,5-B)PYRIDINIUM 3-OXIDE HEXAFLUOROPHOSPHATE (1-) (1:1)1-(Bis(dimethylamino)methylene)-1H-1,2,3-triazolo(4,5-b)pyridinium 3-oxide hexafluorophosphate1-[bis(dimethylamino)methylene]-1H-1,2,3-triazolo(4,5-b)pyridinium 3-oxide hexafluorophosphateO-HATU cpdRefChem:6076O-(7-azabenzotriazol-1-yl)-N,N,N;,N'-tetramethyluronium hexafluorophosphate
Show more names
2-(7-AZA-1H-BENZOTRIAZOLE-1-YL)-1,1,3,3-TETRAMETHYLURONIUM HEXAFLUOROPHOSPHATE1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate, ChemDoseTM tablets2-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yl)-1,1,3,3-tetramethylisouronium hexafluorophosphate(V)1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate
Properties
Computed structural properties
- Topological polar surface area
- 62.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 2
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 364
Physicochemical properties
- Melting point
- 183 · 183-188 °C (dec.)
- RTECS
- 5633000 · XZ5633000
- storage temp.
- 2 · 2-8°C
- solubility
- 16 mg/mL · >16mg/mL in DMSO
- form
- powder to crystaline
- color
- White to Almost white
- Water Solubility
- Soluble in acetonitrile. Insoluble in water.
- Major Application
- peptide synthesis
- InChI
- InChI=1S/C10H15N6O.F6P/c1-13(2)10(14(3)4)15-8-6-5-7-11-9(8)16(17)12-15;1-7(2,3,4,5)6/h5-7H,1-4H3;/q+1;-1
- InChIKey
- KZAWCZZRROLLDL-UHFFFAOYSA-N
- SMILES
- [P+5]([F-])([F-])([F-])([F-])([F-])[F-].C(=[N+]1/N=N(=O)C2=NC=CC=C/12)(\N(C)C)/N(C)C
- CAS DataBase Reference
- 148893 · 148893-10-1(CAS DataBase Reference)
- FDA UNII
- 93 RIH1T7E · B93RIH1T7E
- EPA Substance Registry System
- 1 H-1,2,3-Triazolo[4,5-b]pyridinium, · 1H-1,2,3-Triazolo[4,5-b]pyridinium, 1-[bis(dimethylamino)methylene]-, hexafluorophosphate(1-), 3-oxide (148893-10-1)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H228 (28%): Flammable solid [Danger Flammable solids]
P210, P240, P241, P261, P264, P264+P265, P271, P272, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 186 reports by companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationREACH registered substance: O-(7-Azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate (EC: 604-662-7)
Hazard Classes and CategoriesFlam. Sol. 1 (28%)
Safety data
- F
- 10-21
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- ridadr
- 1325
- hs_code
- 29339999
- risk_code
- 36/37/38-20/21/22-2
- Signal word
- Danger
- Symbol(GHS)
- GHS08
- hazard_code
- Xi,Xn,E
- safety_code
- 26-37/39-36/37-36-35
- hazard_class
- 4.1
- Storage Class
- 4.1A - Other explosive hazardous materials
- packing_group
Chemistry & industry
Applications
DescriptionHATU, first prepared by Louis A. Carpino in 1993, is widely used in carboxylic acid amidation reactions. It acts as a facilitator of amide bond generation by activating the carboxyl group.
UsesHATU[148893-10-1] is a coupling reagent and used as an additive in peptide synthesis. It is also involved efficiently to speed up the coupling process and reduces the loss of chiral integrity.Reagent for: Synthesis of Aurora A kinase inhibitors, HPLC assay to determine D- and L- acid enantiomers in human plasma, Amide bond formation reactions.Catalyst for: Selective acylation, Selecocyclization-oxidation deselenation sequence.
Upstream & downstream products
Upstream raw materials
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…