5-(Chloromethyl)-1,2-dihydroacenaphthylene

Base Information

• Chemical Name: 5-(Chloromethyl)-1,2-dihydroacenaphthylene
• CAS No.: 62456-13-7
• Molecular Formula: C13H11Cl
• Molecular Weight: 202.683
• Hs Code.: 2903999090
• European Community (EC) Number: 263-552-3
• DSSTox Substance ID: DTXSID50978023
• Nikkaji Number: J307.048D
• Wikidata: Q82963371
• Mol file: 62456-13-7.mol

Synonyms:5-(Chloromethyl)-1,2-dihydroacenaphthylene;62456-13-7;EINECS 263-552-3;5-chloromethylacenaphthene;DTXSID50978023;5-Chloromethyl-1,2-dihydroacenaphthylene

Chemical Property of 5-(Chloromethyl)-1,2-dihydroacenaphthylene

Chemical Property:

• Vapor Pressure: 3.57E-05mmHg at 25°C
• Boiling Point: 364.3°Cat760mmHg
• Flash Point: 165.5°C
• PSA: 0.00000
• Density: 1.246g/cm³
• LogP: 3.67720
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 202.0549280
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=CC=C(C3=CC=CC1=C23)CCl

Technology Process of 5-(Chloromethyl)-1,2-dihydroacenaphthylene

There total 4 articles about 5-(Chloromethyl)-1,2-dihydroacenaphthylene 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:

5-hydroxymethylacenaphthene (50773-22-3) → 5-chloromethylacenaphthene (62456-13-7)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1246/cl.200216

Reference yield:

5-Bromoacenaphthene-6-carboxylic acid (91805-60-6) → 5-bromo-6-chloromethylacenaphthene + 5-chloromethylacenaphthene (62456-13-7)

Guidance literature:

5-Bromoacenaphthene-6-carboxylic acid; With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Schlenk technique; Glovebox;

With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1039/c5dt00520e

Reference yield:

5,6-dibromoacenaphthene (19190-91-1) → 5-chloromethylacenaphthene (62456-13-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; cyclohexane / 0.33 h / -78 °C / Inert atmosphere; Schlenk technique; Glovebox

1.2: -78 - 20 °C / Inert atmosphere; Schlenk technique; Glovebox

1.3: pH 6 / Inert atmosphere; Schlenk technique; Glovebox

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Inert atmosphere; Schlenk technique; Glovebox

2.2: 0 °C / Inert atmosphere; Schlenk technique; Glovebox

With lithium aluminium tetrahydride; n-butyllithium; In tetrahydrofuran; cyclohexane;

DOI:10.1039/c5dt00520e

upstream raw materials:

formaldehyd

acenaphthene

5,6-dibromoacenaphthene

5-Bromoacenaphthene-6-carboxylic acid

Refernces

• 1、 Kayashima, Yuki,Komatsuda, Masaaki,Muto, Kei,Yamaguchi, Junichiro. "Pd-catalyzed C4-Dearomative Allylation of Benzyl Ammoniums with Allyltributylstannane". supporting information. p. 836 - 839. Retrieved 2020/07/23.