1-Azido-3-phenoxypropan-2-ol

Base Information

• Chemical Name: 1-Azido-3-phenoxypropan-2-ol
• CAS No.: 121282-65-3
• Molecular Formula: C9H11N3O2
• Molecular Weight: 193.205
• DSSTox Substance ID: DTXSID30383171
• Nikkaji Number: J959.629A
• Mol file: 121282-65-3.mol

Synonyms:1-azido-3-phenoxypropan-2-ol;1-azido-3-phenoxy-2-propanol;2-Propanol, 1-azido-3-phenoxy-;121282-65-3;3-Phenoxy-2-hydroxypropylazide;DTXSID30383171;ZWUXAZDVDTZWFW-UHFFFAOYSA-N;AKOS006229314

Chemical Property of 1-Azido-3-phenoxypropan-2-ol

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 193.085126602
• Heavy Atom Count: 14
• Complexity: 198

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OCC(CN=[N+]=[N-])O

Technology Process of 1-Azido-3-phenoxypropan-2-ol

There total 7 articles about 1-Azido-3-phenoxypropan-2-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

Phenyl glycidyl ether (122-60-1,71031-02-2) → 1-azido-3-phenoxypropan-2-ol (121282-65-3)

Guidance literature:

With sodium azide; cerium(III) chloride; In water; acetonitrile; for 3h; Heating;

DOI:10.1021/ol016979q

Reference yield:

Phenyl glycidyl ether (122-60-1,71031-02-2) → 1-azido-3-phenoxypropan-2-ol (121282-65-3) + 2-Azido-3-phenoxy-propan-1-ol (125055-83-6)

Guidance literature:

With dibutyltin diazide; In N,N-dimethyl-formamide; at 60 ℃; for 1.5h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(00)94376-4

Reference yield:

3-azido-1-phenoxy-2-(trimethylsilyloxy)propane → 1-azido-3-phenoxypropan-2-ol (121282-65-3)

Guidance literature:

With DOWEX 50Wx₈H wet; In ethyl acetate; at 30 ℃; for 5h; Reagent/catalyst; Green chemistry;

DOI:10.1039/c3gc40988k

upstream raw materials:

Phenyl glycidyl ether

phenol

(RS)-1-chloro-3-phenyloxy-2-propanol

trimethylsilylazide

Downstream raw materials:

(2R)-1-azido-3-phenoxypropan-2-ol

(S)-1-azido-3-phenoxy-2-propanol

(S)-1-azido-2-acetoxy-3-phenoxypropane

(S)-2-hydroxy-3-phenoxypropylamine