N-prop-2-ynylaniline

Base Information

• Chemical Name: N-prop-2-ynylaniline
• CAS No.: 14465-74-8
• Molecular Formula: C9H9 N
• Molecular Weight: 131.177
• Hs Code.: 2921420090
• NSC Number: 202884
• DSSTox Substance ID: DTXSID30308268
• Nikkaji Number: J596.309E
• Wikidata: Q82056057
• ChEMBL ID: CHEMBL4291831
• Mol file: 14465-74-8.mol

Synonyms:N-prop-2-ynylaniline;14465-74-8;Phenyl-prop-2-ynyl-amine;N-(prop-2-yn-1-yl)aniline;Benzenamine, N-2-propyn-1-yl-;CHEMBL4291831;N-Propargylaniline;NSC202884;N-(2-Propynyl)aniline;phenyl prop-2-ynyl amine;3-(fluorosulphonyl)benzoicacid;SCHEMBL1036594;DTXSID30308268;IZKIWEYIOKPHLF-UHFFFAOYSA-N;HMS1676B15;BDBM50573300;MFCD02856314;AKOS000300661;phenyl-prop-2-ynyl-amine, AldrichCPR;NSC-202884;SY299987;CS-0446787;FT-0736374;E87829

Chemical Property of N-prop-2-ynylaniline

Chemical Property:

• Vapor Pressure: 0.0321mmHg at 25°C
• Boiling Point: 243.4°Cat760mmHg
• PKA: 2.96±0.50(Predicted)
• Flash Point: 105.7°C
• PSA: 12.03000
• Density: 1.043g/cm³
• LogP: 1.80470
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 131.073499291
• Heavy Atom Count: 10
• Complexity: 125

Purity/Quality:

99%min ^*data from raw suppliers

KP001540:Phenyl-prop-2-ynyl-amine 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CCNC1=CC=CC=C1

Technology Process of N-prop-2-ynylaniline

There total 25 articles about 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%

propargyl bromide (106-96-7) + aniline (62-53-3) → N-phenyl-N-prop-2-ynylamine (14465-74-8)

Guidance literature:

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

DOI:10.1021/acs.orglett.8b01969

Reference yield: 86.0%

2-propynyl chloride (624-65-7) + phenylboronic acid (98-80-6) → N-phenyl-N-prop-2-ynylamine (14465-74-8)

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: 82.0%

propargyl bromide (106-96-7) + phenylboronic acid (98-80-6) → N-phenyl-N-prop-2-ynylamine (14465-74-8)

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:

(2-bromo-allyl)-phenyl-amine

propargyl bromide

aniline

C-(1-phenyl-aziridin-2-yl)-methylamine

Downstream raw materials:

N-phenyl-N-(prop-2-yn-1-yl)acetamide

N,N',N''-triphenyl-2-aminopropionamide

NN'N''-tri-o-tolyl-2-aminopropionamidine

N-allyl-N-phenylamine

Refernces

• 1、 Ramana,Sudha. "Intramolecular aromatic substitution and amino-claisen rearrangement in substituted N-(2-propynyl)anilines on electron impact". . p. 1028 - 1033. Retrieved 1995.
• 2、 -. "Compound of dipyrrolopyridine structure Preparation method and medical application". Paragraph 0215-0218. . Retrieved 2021/08/25.
• 3、 Kuang, Lu,Ming, Peng,Wan, Chang-Feng,Chen, Jun-Min,Sheng, Shou-Ri. "One-pot, two-step synthesis of 7-methylene-1,5-piperazine-fused 1,2,3-triazoles". . p. 563 - 569. Retrieved 2020/11/19.