6,8-Dichloro-2-tetralone

Base Information

• Chemical Name: 6,8-Dichloro-2-tetralone
• CAS No.: 113075-86-8
• Molecular Formula: C₁₀H₈Cl₂O
• Molecular Weight: 215.079
• DSSTox Substance ID: DTXSID30394707
• Wikidata: Q72468281
• Mol file: 113075-86-8.mol

Synonyms:6,8-dichloro-2-tetralone;113075-86-8;6,8-DICHLORO-3,4-DIHYDRONAPHTHALEN-2(1H)-ONE;6,8-dichloro-3,4-dihydro-1H-naphthalen-2-one;6.8-dichloro-3,4-dihydro-2(1H)-naphthalenone;SCHEMBL1795506;DTXSID30394707;MKIJLGJYMAVHPA-UHFFFAOYSA-N;CS-B0107;AM8887;AKOS015914640;AS-58298;Y11739;6,8-dichloro-3,4-dihydro-2(1H)-naphthalenone;6,8-dichloro-1,2,3,4-tetrahydronaphthalen-2-one

Chemical Property of 6,8-Dichloro-2-tetralone

Chemical Property:

• Boiling Point: 343.9 °C at 760 mmHg
• Flash Point: 145.1 °C
• PSA: 17.07000
• Density: 1.372 g/cm³
• LogP: 3.05120
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 213.9952203
• Heavy Atom Count: 13
• Complexity: 217

Purity/Quality:

98% ^*data from raw suppliers

6,8-Dichloro-2-tetralone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(CC1=O)C(=CC(=C2)Cl)Cl
• Uses: 6,8-dichloro-2-tetralone is a useful reactant for the preparation of tetrahydrospiro[imidazolenaphthalenes] as α-adrenergic agonists.

Technology Process of 6,8-Dichloro-2-tetralone

There total 6 articles about 6,8-Dichloro-2-tetralone 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: 93.7%

ethene (74-85-1) + 2,4-dichlorophenylacetic acid (19719-28-9) → 6,8-dichloro-3,4-dihydro-1H-2-naphthalone (113075-86-8)

Guidance literature:

2,4-dichlorophenylacetic acid; With trifluoroacetic anhydride; In water; for 0.166667h;

ethene; With phosphoric acid; In water; at 20 - 30 ℃; for 3h; Reagent/catalyst; Time; Cooling with ice;

Reference yield:

ethene (74-85-1) + 2,4-dichlorophenylacetyl chloride (53056-20-5) → 6,8-dichloro-3,4-dihydro-1H-2-naphthalone (113075-86-8)

Guidance literature:

With hydrogenchloride; aluminium trichloride; In ice-water; dichloromethane;

Reference yield:

2,4-dichlorobenzyl bromide (20443-99-6) → 6,8-dichloro-3,4-dihydro-1H-2-naphthalone (113075-86-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: ethanol; water

2.1: sulfuric acid; acetic acid / 100 - 130 °C

3.1: trifluoroacetic anhydride / water / 0.17 h

3.2: 3 h / 20 - 30 °C / Cooling with ice

With sulfuric acid; acetic acid; trifluoroacetic anhydride; In ethanol; water;

upstream raw materials:

ethene

2,4-dichlorophenylacetyl chloride

2,4-dichlorobenzyl bromide

2,4-dichlorophenylacetic acid

Refernces

• 1、 -. "Benzazecine derivatives for cognitive and memory functions". . . Retrieved 2008/06/13.