ChemicalBook--->CAS DataBase List--->79583-98-5

79583-98-5

79583-98-5 Structure

79583-98-5 Structure
IdentificationBack 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 PropertiesBack 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 DataBack 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 InformationBack 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]
5-Azidopentanoic acid synthesis
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

5-AZIDO-VALERIANIC ACID(79583-98-5)1HNMR
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