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776130

Sigma-Aldrich

3-Azido-1-propanol

≥96%

Synonym(s):

1-Azidopropan-3-ol

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About This Item

Empirical Formula (Hill Notation):
C3H7N3O
CAS Number:
72320-38-8
Molecular Weight:
101.11
MDL number:
MFCD14652506
UNSPSC Code:
12352125
PubChem Substance ID:
329767811
NACRES:
NA.22

Quality Level

100

Assay

≥96%

form

liquid

reaction suitability

reaction type: click chemistry

refractive index

n20/D 1.461

density

1.095 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

OCCCN=[N+]=[N-]

InChI

1S/C3H7N3O/c4-6-5-2-1-3-7/h7H,1-3H2

InChI key

WHVSIWLMCCGHFW-UHFFFAOYSA-N

General description

3-Azido-1-propanol is an azide-containing reagent utilized in Strain-Promoted Azide-Alkyne Cycloaddition reactions (SPAAC). This enables selective and copper-free click chemistry modifications of biomolecules.

Application

3-Azido-1-propanol is used as a:
  • Precursor in the synthesis of heterocyclic compounds like dihydrooxazines
  • Reagent in the synthesis of heterofunctional polyesters by 1,3-dipolar cycloaddition

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

190.0 °F

Flash Point(C)

87.77 °C

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Certificates of Analysis (COA)

Lot/Batch Number
0000406584
0000406585
0000329502
0000352460
0000338345

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1, 3-Dipolar and Diels-Alder cycloaddition reactions on polyester backbones possessing internal electron-deficient alkyne moieties
Cetin M, et al.
Polym. Chem., 7(46), 7094-7100 (2016)
1, 3-Dipolar and Diels-Alder cycloaddition reactions on polyester backbones possessing internal electron-deficient alkyne moieties
M Cetin
Polym. Chem., 7, 7094-7100 (2016)
Efficient synthesis of linear multifunctional poly (ethylene glycol) by copper (I)-catalyzed Huisgen 1, 3-dipolar cycloaddition
Liu X-M, et al.
Biomacromolecules, 8(9), 2653-2658 (2007)
One-step conversion of aldehydes to oxazolines and 5, 6-dihydro-4 H-1, 3-oxazines using 1, 2-and 1, 3-azido alcohols
JG Badiang, et al.
The Journal of Organic Chemistry, 61, 2484-2487 (1996)
Cross-linked polymer-blend gate dielectrics through thermal click chemistry
Li S, et al.
Chemistry?A European Journal , 21(49), 17762-17768 (2015)
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Click Chemistry in Drug Discovery

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Click Chemistry in Drug Discovery

Drug discovery process by utilizing chemistry reaction of Cu(I)-catalyzed Huisgen 1,3-dipolar cycloaddition of terminal alkynes with organoazides to yield 1,4-disubstituted 1,2,3-triazoles.

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