4-chloro-N-prop-2-ynylaniline

Base Information

• Chemical Name: 4-chloro-N-prop-2-ynylaniline
• CAS No.: 22774-67-0
• Molecular Formula: C9H8ClN
• Molecular Weight: 165.622
• DSSTox Substance ID: DTXSID40442667
• Nikkaji Number: J1.164.806A
• Wikidata: Q82260071
• Mol file: 22774-67-0.mol

Synonyms:22774-67-0;4-chloro-N-prop-2-ynylaniline;4-chloro-N-(prop-2-yn-1-yl)aniline;(4-Chloro-phenyl)-prop-2-ynyl-amine;N-Propargyl-4-chloroaniline;4-chloro-N-propargyl-aniline;SCHEMBL4225554;DTXSID40442667;AKOS001593355;CS-0094915;D75666;EN300-1257673;(4-chloro-phenyl)-prop-2-ynyl-amine, AldrichCPR;SR-01000398828;SR-01000398828-1;F0722-1191

Chemical Property of 4-chloro-N-prop-2-ynylaniline

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 165.0345270
• Heavy Atom Count: 11
• Complexity: 150

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCNC1=CC=C(C=C1)Cl

Technology Process of 4-chloro-N-prop-2-ynylaniline

There total 7 articles about 4-chloro-N-prop-2-ynylaniline 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%

4-chloro-aniline (106-47-8) + propargyl bromide (106-96-7) → 4-chloro-N-prop-2-ynylaniline (22774-67-0)

Guidance literature:

With aluminum oxide; In diethyl ether; at 20 ℃; for 96h;

Reference yield: 80.0%

4-Chlorophenylboronic acid (1679-18-1) + propargyl bromide (106-96-7) → 4-chloro-N-prop-2-ynylaniline (22774-67-0)

Guidance literature:

With copper(I) oxide; ammonium hydroxide; potassium carbonate; In water; for 0.166667h; Microwave irradiation;

DOI:10.1055/s-0033-1340331

Reference yield: 78.0%

4-Chlorophenylboronic acid (1679-18-1) + 2-propynyl chloride (624-65-7) → 4-chloro-N-prop-2-ynylaniline (22774-67-0)

Guidance literature:

With copper(I) oxide; ammonium hydroxide; potassium carbonate; In water; for 0.166667h; Microwave irradiation;

DOI:10.1055/s-0033-1340331

upstream raw materials:

propargyl benzenesulfonate

4-chloro-aniline

propargyl bromide

4-Chlorophenylboronic acid

Downstream raw materials:

4-[3-(4-Chloro-phenylamino)-prop-1-ynyl]-1-methyl-piperidin-4-ol

(4-Chloro-phenyl)-prop-2-ynyl-carbamic acid ethyl ester

3-(4-Chloro-phenyl)-5-[1-iodo-meth-(E)-ylidene]-oxazolidin-2-one

3-(4-Chloro-phenyl)-5-prop-2-yn-(E)-ylidene-oxazolidin-2-one