2-(Prop-2-yn-1-yloxy)aniline

Base Information

• Chemical Name: 2-(Prop-2-yn-1-yloxy)aniline
• CAS No.: 52536-39-7
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2922299090
• DSSTox Substance ID: DTXSID40444601
• Nikkaji Number: J1.481.787E
• Wikidata: Q82262788
• Mol file: 52536-39-7.mol

Synonyms:2-(Prop-2-yn-1-yloxy)aniline;52536-39-7;2-prop-2-ynoxyaniline;2-PROP-2-YNYLOXY-PHENYLAMINE;2-(2-propyn-1-yloxy)aniline;2-(Propargyloxy)aniline;2-prop-2-ynyloxyaniline;SCHEMBL1477239;DTXSID40444601;2-[(Prop-2-yn-1-yl)oxy]aniline;MFCD09030814;AKOS000346263;BS-37975;FT-0736292;EN300-151811;A924010;Z730514548

Chemical Property of 2-(Prop-2-yn-1-yloxy)aniline

Chemical Property:

• Boiling Point: 82 °C(Press: 40 Torr)
• PKA: 4.02±0.10(Predicted)
• PSA: 35.25000
• Density: 1 +-.0.06 g/cm3(Predicted)
• LogP: 1.86200
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 158

Purity/Quality:

97% ^*data from raw suppliers

2-(prop-2-yn-1-yloxy)aniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCOC1=CC=CC=C1N

Technology Process of 2-(Prop-2-yn-1-yloxy)aniline

There total 10 articles about 2-(Prop-2-yn-1-yloxy)aniline 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: 99.3%

1-nitro-2-(prop-2-yn-1-yloxy)benzene (13350-09-9) → 2-(prop-2-ynyloxy)benzenediazonium tetrafluoroborate (52536-39-7)

Guidance literature:

With iron; ammonium chloride; In ethanol; for 3.5h; Reflux;

DOI:10.1111/cbdd.12301

Reference yield: 92.0%

N-(2-(prop-2-yn-1-yloxy)phenyl)acetamide → 2-(prop-2-ynyloxy)benzenediazonium tetrafluoroborate (52536-39-7)

Guidance literature:

With hydrogenchloride; In water; for 4h; Reflux;

DOI:10.1002/anie.201403968

Reference yield:

2-hydroxynitrobenzene (88-75-5,78813-12-4) → 2-(prop-2-ynyloxy)benzenediazonium tetrafluoroborate (52536-39-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / acetone / 3 h / 20 °C

1.2: 9 h / Reflux

2.1: iron; acetic acid / 8 h / 20 °C

With iron; potassium carbonate; acetic acid; In acetone;

DOI:10.1039/c1ob06353g

upstream raw materials:

propargyl benzenesulfonate

1-nitro-2-(prop-2-yn-1-yloxy)benzene

2-hydroxynitrobenzene

benzenesulfonyl chloride

Downstream raw materials:

2-(3-phenylprop-2-ynyloxy)aniline

1,2-bis[(3'-phenyl-2'-ynyloxy)-2'-amino-phenyl]benzene

2-[3-(4-methylphenyl)prop-2-ynyloxy]aniline

2-[3-(3-chloro-phenyl)-prop-2-ynyloxy]-phenylamine