| Identification | Back Directory | [Name]
5-AZIDO-VALERIANIC ACID | [CAS]
79583-98-5 | [Synonyms]
d-Azidovaleric acid
5-Azidovaleric acid
5-AZIDO-PENTANOIC ACID
5-AZIDO-VALERIANIC ACID
5-Azidovaleric Acid >
5-Azidopentanoic acid >=97.0%
5-Azidopentanoic acid - A1942 | [Molecular Formula]
C5H9N3O2 | [MDL Number]
MFCD11850108 | [MOL File]
79583-98-5.mol | [Molecular Weight]
143.145 |
| Chemical Properties | Back Directory | [Boiling point ]
85°C/0.01mmHg(lit.) | [density ]
1.142 | [refractive index ]
1.4640-1.4680 | [storage temp. ]
?20°C | [solubility ]
DMF: 30 mg/ml; DMSO: 30 mg/ml; Ethanol: 30 mg/ml; PBS (pH 7.2): 10 mg/ml | [form ]
clear liquid | [color ]
Colorless to Red to Green | [BRN ]
1706398 | [InChI]
InChI=1S/C5H9N3O2/c6-8-7-4-2-1-3-5(9)10/h1-4H2,(H,9,10) | [InChIKey]
SBZDIRMBQJDCLB-UHFFFAOYSA-N | [SMILES]
C(C(O)=O)CCCN=[N+]=[N-] |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
40 | [Safety Statements ]
36/37 | [WGK Germany ]
3 | [HS Code ]
29299090 | [Storage Class]
5.2 - Organic peroxides and self-reacting hazardous materials | [Hazard Classifications]
Carc. 1B
Self-react. C |
| Hazard Information | Back Directory | [Chemical Properties]
Yellow liquid | [Uses]
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.
| [Synthesis]
C7H13N302 C5H9N302 29.1 mmol Lithium hydroxide monohydrate as a 1 M solution in Water, 90 ml THF and 90 ml methanol was added to 15.4 mmol Ethyl-5-Azido pentanoate in a flask and stirred at room temperature for 18 hours. The solvent was removed in vacuo and a small amount of water and HCI 37 % was added till pH 1 . After that the reaction mixture was extracted with Ethyl acetate (250 ml) and the combined organic phase was dried over Na2SO4. The solvent was removed in vacuo leaving 2.18 g of 5-Azidopentanoic acid (15.2 mmol, yield = 99 %).[1]
 | [References]
[1] Duval, S. , & Kindermann, M. . Azido alkanoic acids and derivatives thereof in feed for reducing methane formation emanating from the digestive activities of ruminants. WO, WO/2011/045418. |
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