4-(2-Propynyloxy)aniline

Base Information

• Chemical Name: 4-(2-Propynyloxy)aniline
• CAS No.: 26557-78-8
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2922299090
• European Community (EC) Number: 801-516-6
• DSSTox Substance ID: DTXSID20506271
• Nikkaji Number: J1.480.995C
• Mol file: 26557-78-8.mol

Synonyms:26557-78-8;4-(2-Propynyloxy)aniline;4-(prop-2-yn-1-yloxy)aniline;4-prop-2-ynoxyaniline;4-Aminophenyl Propargyl Ether;4-(2-propyn-1-yloxy)aniline;4-(prop-2-ynyloxy)benzenamine;Benzenamine, 4-(2-propyn-1-yloxy)-;MFCD12823190;4-(2-Propyn-1-yloxy)aniline(saltdata: hcl);4-Propargyloxyaniline;4-(Propargyloxy)aniline;4-(prop-2-ynyloxy)aniline;p-aminophenyl propargyl ether;4-Prop-2-ynyloxy-phenylamine;SCHEMBL126400;DTXSID20506271;FPLSLCJCSKFAMA-UHFFFAOYSA-N;4-(2-Propyn-1-yloxy)benzenamine;BBA55778;4-[(Prop-2-yn-1-yl)oxy]aniline;[4-(2-propyn-1-yloxy)phenyl]amine;AKOS000346323;FS-5501;SY053440;4-Aminophenyl propargyl ether, 95% (HPLC);BB 0243370;CS-0158540;FT-0690088;P2224;EN300-72016;A24436;T72197;Z730512948

Chemical Property of 4-(2-Propynyloxy)aniline

Chemical Property:

• Melting Point: 52.0 to 56.0 °C
• Boiling Point: 95°C/10mmHg(lit.)
• PKA: 4.90±0.10(Predicted)
• Flash Point: >110℃
• 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: 150

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(2-Propyn-1-yloxy)benzenamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCOC1=CC=C(C=C1)N

Technology Process of 4-(2-Propynyloxy)aniline

There total 18 articles about 4-(2-Propynyloxy)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: 100.0%

1-nitro-4-(prop-2-ynyloxy)benzene (17061-85-7) → 4-(prop-2-ynyloxy)aniline (26557-78-8)

Guidance literature:

With iron; ammonium chloride; In ethanol; water; at 60 ℃; for 0.25h;

DOI:10.1002/anie.201702554

Reference yield: 99.0%

tert-butyl (4-(prop-2-yn-1-yloxy)phenyl)-carbamate (54840-30-1) → 4-(prop-2-ynyloxy)aniline (26557-78-8)

Guidance literature:

With trifluoroacetic acid; at 20 ℃;

DOI:10.1039/c7pp00091j

Reference yield: 90.0%

4-amino-phenol (123-30-8) + propargyl bromide (106-96-7) → 4-(prop-2-ynyloxy)aniline (26557-78-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.bmcl.2013.12.095

upstream raw materials:

N-(4-(prop-2-yn-1-yloxy)phenyl)acetamide

N-(4-hydroxyphenyl)formamide

propargyl bromide

1-nitro-4-(prop-2-ynyloxy)benzene

Downstream raw materials:

5-{(4-propargyloxy-phenylamine)-methylene}-1,3-diisopropyl-pyrimidine-2,4,6-trione

4-((1-(4-methoxyphenyl)-1H-1,2,3-triazol-4-yl)methoxy)aniline

4-hydroxy-5-methyl-3-((4-(prop-2-ynyloxy)phenyl)diazenyl)-2H-pyran-2-one

3-((4-((1-(4-bromophenyl)-1H-1,2,3-triazol-4-yl)methoxy)phenyl)diazenyl)-4-hydroxy-5-methyl-2H-pyran-2-one

Refernces

• 1、 Huang, Rong,Sheng, Yao,Wei, Ding,Lu, Wenwen,Xu, Zili,Chen, Hongli,Jiang, Biao. "Divinylsulfonamides enable the construction of homogeneous antibody–drug conjugates". . . Retrieved 2020.
• 2、 Anderl, Felix,Balkenhohl, Moritz,Carreira, Erick M.,Fink, Moritz,Pfaff, Patrick. "Azoacetylenes for the Synthesis of Arylazotriazole Photoswitches". supporting information. p. 14495 - 14501. Retrieved 2021/09/18.