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About This Item
Empirical Formula (Hill Notation):
C5H9N3O2
CAS Number:
Molecular Weight:
143.14
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
1706398
Product Name
5-Azidopentanoic acid, ≥97.0%
InChI
1S/C5H9N3O2/c6-8-7-4-2-1-3-5(9)10/h1-4H2,(H,9,10)
SMILES string
OC(=O)CCCCN=[N+]=[N-]
InChI key
SBZDIRMBQJDCLB-UHFFFAOYSA-N
assay
≥97.0% (TLC)
≥97.0%
97.0-103.0% (calc. on dry substance, T)
form
liquid
availability
available only in USA
loss
≤10% loss on drying
functional group
azide
carboxylic acid
storage temp.
−20°C
Application
5-Azidopentanoic acid can be used to synthesize:
- Chitosan-poly(ethylene glycol) hydrogels by azide–alkyne click chemistry.
- 5-iodo-1,2,3-triazole containing macrocycles.
- Bivalent quinine dimers intervening triazole ring used as inhibitors of P-glycoprotein (P-gp) mediated cellular efflux.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
signalword
Danger
hcodes
Hazard Classifications
Carc. 1B - Self-react. C
supp_hazards
Storage Class
5.2 - Organic peroxides and self-reacting hazardous materials
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Synthesis of 5-iodo-1, 2, 3-triazole-containing macrocycles using copper flow reactor technology.
Bogdan AR, et al.
Organic Letters, 13(15), 4060-4063 (2011)
In situ-forming robust chitosan-poly (ethylene glycol) hydrogels prepared by copper-free azide-alkyne click reaction for tissue engineering.
Truong VX, et al.
Biomaterials Science, 2(2), 167-175 (2014)
Click chemistry-derived bivalent quinine inhibitors of P-glycoprotein-mediated cellular efflux.
Kuriakose J, et al.
Bioorganic & medicinal chemistry letters, 22(13), 4410-4412 (2012)
Ian J Huggins et al.
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