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206752-41-2 molecular structure
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(1H-1,2,3-benzotriazol-1-yloxy)bis(piperidin-1-yl)methylium; hexafluoro-λ5-phosphanuide

ChemBase ID: 150079
Molecular Formular: C17H24F6N5OP
Molecular Mass: 459.3695402
Monoisotopic Mass: 459.16226636
SMILES and InChIs

SMILES:
c1ccc2c(c1)nnn2OC(=[N+]1CCCCC1)N1CCCCC1.F[P-](F)(F)(F)(F)F
Canonical SMILES:
C1CCN(CC1)C(=[N+]1CCCCC1)On1nnc2c1cccc2.F[P-](F)(F)(F)(F)F
InChI:
InChI=1S/C17H24N5O.F6P/c1-5-11-20(12-6-1)17(21-13-7-2-8-14-21)23-22-16-10-4-3-9-15(16)18-19-22;1-7(2,3,4,5)6/h3-4,9-10H,1-2,5-8,11-14H2;/q+1;-1
InChIKey:
YNOBMGHLCWIWCL-UHFFFAOYSA-N

Cite this record

CBID:150079 http://www.chembase.cn/molecule-150079.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(1H-1,2,3-benzotriazol-1-yloxy)bis(piperidin-1-yl)methylium; hexafluoro-λ5-phosphanuide
1-[(1H-1,2,3-benzotriazol-1-yloxy)(piperidin-1-yl)methylidene]-1λ5-piperidin-1-ylium; hexafluoro-λ5-phosphanuide
IUPAC Traditional name
(1,2,3-benzotriazol-1-yloxy)bis(piperidin-1-yl)methylium hexafluorophosphate
1-[(1,2,3-benzotriazol-1-yloxy)(piperidin-1-yl)methylidene]-1λ5-piperidin-1-ylium hexafluorophosphate
Synonyms
HBPipU
O-(Benzotriazol-1-yl)-N,N,N′,N′-bis(pentamethylene)uronium hexafluorophosphate
(Benzotriazol-1-yloxy)dipiperidinocarbenium hexafluorophosphate
O-Benzotriazol-1-yl-N,N,N′,N′-bis(pentamethylene)uronium hexafluorophosphate
O-苯并三唑-1-基-N,N,N',N'-二(五亚甲基)六氟磷酸脲
(苯并三氮唑-1-基氧基)二哌啶碳鎓六氟磷酸盐
(苯并三氮唑-1-基氧基)二哌啶碳六氟磷酸盐
CAS Number
206752-41-2
190849-64-0
MDL Number
MFCD01882881
MFCD00191769
PubChem SID
24847806
24866324
162244241
PubChem CID
10863473

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 10863473 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) -0.32176  LogD (pH = 7.4) -0.3217607 
Log P -0.3217607  Molar Refractivity 101.2941 cm3
Polarizability 35.377674 Å3 Polar Surface Area 46.42 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
acetonitrile: soluble0.1 g/mL, clear expand Show data source
Melting Point
206 °C (dec.) expand Show data source
206 °C (dec.)(lit.) expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
20/21/22-36/37/38 expand Show data source
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302-H312-H315-H319-H332-H335 expand Show data source
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P280-P305 + P351 + P338 expand Show data source
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥98.0% (TLC) expand Show data source
98% expand Show data source
Empirical Formula (Hill Notation)
C17H24F6N5OP expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 420271 external link
Packaging
1 g in glass bottle
Sigma Aldrich - 12792 external link
Other Notes
Recent studies show that crystal and solution structure of this coupling agent is a guanidinium N-oxide and not an uronium compound3; Non-hygroscopic, extremely reactive reagent for peptide coupling. It is an analogue of the bis(tetramethylene) derivative described recently4
Packaging
5 g in glass bottle
Application
Reactant used for: comparison of racemization during peptide coupling1 esterification of nucleosides to solid phase supports for oligonucleotide synthesis2

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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