(4-Ethynylphenyl)methanamine

Base Information

• Chemical Name: (4-Ethynylphenyl)methanamine
• CAS No.: 197844-23-8
• Molecular Formula: C₉H₉N
• Molecular Weight: 131.177
• European Community (EC) Number: 839-378-4
• Nikkaji Number: J1.212.202K
• Mol file: 197844-23-8.mol

Synonyms:(4-Ethynylphenyl)methanamine;197844-23-8;Benzenemethanamine, 4-ethynyl-;Benzenemethanamine, 4-ethynyl- (9CI);SCHEMBL7761387;XHA84423;MFCD10698133;AKOS006302958;DS-2427;EN300-233648;A880016

Chemical Property of (4-Ethynylphenyl)methanamine

Chemical Property:

• Boiling Point: 223.5±23.0 °C(Predicted)
• PKA: 8.84±0.10(Predicted)
• PSA: 26.02000
• Density: 1.02±0.1 g/cm3(Predicted)
• LogP: 1.82690
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 131.073499291
• Heavy Atom Count: 10
• Complexity: 134

Purity/Quality:

97% ^*data from raw suppliers

(4-Ethynylphenyl)methanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C#CC1=CC=C(C=C1)CN
• Uses: (4-Ethynylphenyl)methanamine is used in preparation of polymer modified triazolylamides as implantable elements.

Technology Process of (4-Ethynylphenyl)methanamine

There total 4 articles about (4-Ethynylphenyl)methanamine 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: 96.0%

1-(azidomethyl)-4-ethynylbenzene (1097834-15-5) → (4-ethynylphenyl)methanamine (197844-23-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; Inert atmosphere; Cooling with ice;

DOI:10.1021/ja806663h

Reference yield: 88.0%

tert-butyl N-(4-ethynylbenzyl)carbamate (680190-96-9) → (4-ethynylphenyl)methanamine (197844-23-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm9012054

Reference yield:

(4-ethynylphenyl)methanol (10602-04-7) → (4-ethynylphenyl)methanamine (197844-23-8)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / tetrahydrofuran / 0.75 h / Cooling with ice; Inert atmosphere

2: sodium azide / N,N-dimethyl-formamide

3: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / Cooling with ice

With lithium aluminium tetrahydride; sodium azide; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1002/anie.201611607

upstream raw materials:

1-(azidomethyl)-4-ethynylbenzene

tert-butyl N-(4-ethynylbenzyl)carbamate

(4-ethynylphenyl)methanol