N-benzylbut-3-en-1-amine

Base Information

• Chemical Name: N-benzylbut-3-en-1-amine
• CAS No.: 17150-62-8
• Molecular Formula: C11H15 N
• Molecular Weight: 161.247
• Hs Code.: 2921499090
• DSSTox Substance ID: DTXSID20402421
• Nikkaji Number: J1.127.986D
• Wikidata: Q82205833
• Mol file: 17150-62-8.mol

Synonyms:N-benzylbut-3-en-1-amine;17150-62-8;N-benzyl-3-butenylamine;N-Benzyl-N-(3-butenyl)amine;benzyl(but-3-en-1-yl)amine;N-(phenylmethyl)-3-buten-1-amine;N-(3-Butenyl)benzylamine;Benzenemethanamine, N-3-butenyl-;N-Benzyl-3-butene-1-amine;SCHEMBL3011216;SCHEMBL13123617;DTXSID20402421;DGTNEDHBSGFIBX-UHFFFAOYSA-N;N-(phenylmethyl)but-3-en-1-amine;MFCD01249643;AKOS005073495;MA-0848;CS-0035925;FT-0681203;W12766;EN300-1387144;A811332;J-523478

Chemical Property of N-benzylbut-3-en-1-amine

Chemical Property:

• Vapor Pressure: 0.0494mmHg at 25°C
• Refractive Index: 1.515
• Boiling Point: 235.7°Cat760mmHg
• PKA: 9.42±0.19(Predicted)
• Flash Point: 98.8°C
• PSA: 12.03000
• Density: 0.917g/cm³
• LogP: 2.74320
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 161.120449483
• Heavy Atom Count: 12
• Complexity: 114

Purity/Quality:

98%min ^*data from raw suppliers

N-Benzylbut-3-en-1-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCNCC1=CC=CC=C1

Technology Process of N-benzylbut-3-en-1-amine

There total 18 articles about N-benzylbut-3-en-1-amine 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: 95.0%

1-bromo-4-butene (5162-44-7) + benzylamine (100-46-9) → N-benzyl-3-butenylamine (17150-62-8)

Guidance literature:

With sodium iodide; In ethanol; for 4h; Inert atmosphere; Reflux;

DOI:10.1021/acs.joc.5b02342

Reference yield: 91.0%

but-3-enoic acid benzylamide (85390-58-5) → N-benzyl-3-butenylamine (17150-62-8)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In diethyl ether; at 0 - 50 ℃;

DOI:10.1002/chem.200501127

Reference yield: 88.0%

Benzotriazol-1-ylmethyl-benzyl-amine (111184-71-5) + allylsamarium bromide (346713-20-0) → N-benzyl-3-butenylamine (17150-62-8)

Guidance literature:

In tetrahydrofuran; for 0.75h; Ambient temperature;

DOI:10.1080/00397919608003742

upstream raw materials:

Allylbenzylamine

trimethylstannylmethyl iodide

tri-n-butylstannylmethyl iodide

2-[Benzyl-((Z)-4-trimethylsilanyl-but-3-enyl)-amino]-pentanenitrile

Downstream raw materials:

N-benzyl-N-(3-butenyl)phthalamic acid

N-(3-butenyl)-N-<(phenylthio)methyl>benzenemethanamine

benzyl N-benzyl-N-(3-butenyl)carbamate

N-benzyl-N-chloroacetyl-3-butenylamine

Refernces

• 1、 Shi, Genbin,Shaw, Gary X.,Zhu, Fengxia,Tarasov, Sergey G.,Ji, Xinhua. "Bisubstrate inhibitors of 6-hydroxymethyl-7,8-dihydropterin pyrophosphokinase: Transition state analogs for high affinity binding". . . Retrieved 2020/11/20.
• 2、 Li, Yue,Luan, Yu-Xin,Qi, Shao-Long,Wang, Rong-Hua,Ye, Mengchun,Zhang, Feng-Ping. "Carbamoyl Fluoride-Enabled Enantioselective Ni-Catalyzed Carbocarbamoylation of Unactivated Alkenes". supporting information. p. 19844 - 19849. Retrieved 2021/01/01.