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762415

Sigma-Aldrich

2-Azido-1,3-dimethylimidazolinium hexafluorophosphate

97%

Synonym(s):

2-Azido-4,5-dihydro-1,3-dimethyl-1H-imidazolium hexafluorophosphate

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About This Item

Empirical Formula (Hill Notation):
C5H10F6N5P
CAS Number:
Molecular Weight:
285.13
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

reaction suitability

reaction type: click chemistry

availability

available only in USA

mp

205-210 °C

storage temp.

−20°C

SMILES string

F[P-](F)(F)(F)(F)F.CN1CC[N+](C)=C1N=[N+]=[N-]

InChI

1S/C5H10N5.F6P/c1-9-3-4-10(2)5(9)7-8-6;1-7(2,3,4,5)6/h3-4H2,1-2H3;/q+1;-1

InChI key

SKAIRSILDPLHCV-UHFFFAOYSA-N

Application

Efficient diazo transfer reagent for the preparation of azides from primary amines. An alternative to tosyl azide with an easier-to-separate water soluble by-product.

pictograms

FlameExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Self-react. C

Storage Class

5.2 - Organic peroxides and self-reacting hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Direct Synthesis of Organic Azides from Primary Amines with 2-Azido-1,3-dimethylimidazolinium Hexafluorophosphate.
Kitamura, M.
European Journal of Organic Chemistry, 458-462 (2011)
Mitsuru Kitamura, et al
Synthesis, 7, 1037-1044 (2011)

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