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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:
1266134-54-6
Molecular Weight:
285.13
MDL number:
MFCD18782891
UNSPSC Code:
12352202
PubChem Substance ID:
329766973
NACRES:
NA.22

Quality Level

100

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
GHS02,GHS07

Signal Word

Danger

Hazard Statements

H242,H302

Hazard Classifications

Acute Tox. 4 Oral - Self-react. C

Storage Class Code

5.2 - Organic peroxides and self-reacting hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mitsuru Kitamura, et al
Synthesis, 7, 1037-1044 (2011)
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)

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