86520-52-7 | 2-[2-(2-Azidoethoxy)ethoxy]ethanol

Packsize	Purity	Availability	Price	Discounted Price
100mg	97%	in stock	$43.00	$30.00
500mg	97%	in stock	$72.00	$50.00
1g	97%	in stock	$100.00	$70.00
5g	97%	in stock	$252.00	$176.00
25g	97%	in stock	$828.00	$580.00

Description

• Catalog Number: AB43742
• Chemical Name: 2-[2-(2-Azidoethoxy)ethoxy]ethanol
• CAS Number: 86520-52-7
• Molecular Formula: C6H13N3O3
• Molecular Weight: 175.1857
• MDL Number: MFCD09753542
• SMILES: OCCOCCOCCN=[N+]=[N-]

Upstream Synthesis Route

The upstream synthesis route of 2-[2-(2-Azidoethoxy)ethoxy]ethanol can be outlined as follows:

1. **Starting Material**: The synthesis begins with 2-(2-(2-Hydroxyethoxy)ethoxy)ethanol, also known as triethylene glycol.

2. **Activation Step**: The hydroxyl group of triethylene glycol is activated to form a better leaving group. This can be achieved by converting the alcohol into a mesylate or tosylate using methanesulfonyl chloride (MsCl) or p-toluenesulfonyl chloride (TsCl) in the presence of a base like triethylamine (Et3N).

3. **Nucleophilic Substitution**: The activated intermediate is then subjected to nucleophilic substitution with sodium azide (NaN3). This step introduces the azide group via an SN2 mechanism, replacing the mesylate or tosylate group to yield 2-[2-(2-azidoethoxy)ethoxy]ethanol.

The reaction sequence involves protection of the hydroxyl group if necessary, activation, and nucleophilic substitution. Careful control of reaction conditions such as temperature, solvent, and stoichiometry is crucial for the success of the synthesis and to minimize side reactions.