2-(Dibromoacetyl)naphthalene

Base Information

• Chemical Name: 2-(Dibromoacetyl)naphthalene
• CAS No.: 13651-05-3
• Molecular Formula: C12H8Br2O
• Molecular Weight: 328.003
• DSSTox Substance ID: DTXSID00502397
• Nikkaji Number: J627.943K
• Wikidata: Q82355375
• Mol file: 13651-05-3.mol

Synonyms:2-(Dibromoacetyl)naphthalene;13651-05-3;2,2-dibromo-1-naphthalen-2-ylethanone;SCHEMBL9038755;DTXSID00502397;MFCD15143357;2,2-dibromo-1-(2-naphthyl)ethanone;SY299482;FT-0754126;2,2-Dibromo-1-(naphthalen-2-yl)ethan-1-one;2,2-Dibromo-2 inverted exclamation mark -acetonaphthone

Chemical Property of 2-(Dibromoacetyl)naphthalene

Chemical Property:

• Melting Point: 101-102 °C
• Boiling Point: 371.4±22.0 °C(Predicted)
• PSA: 17.07000
• Density: 1.803±0.06 g/cm3(Predicted)
• LogP: 4.13840
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 327.89214
• Heavy Atom Count: 15
• Complexity: 240

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C=CC2=C1)C(=O)C(Br)Br

Technology Process of 2-(Dibromoacetyl)naphthalene

There total 12 articles about 2-(Dibromoacetyl)naphthalene 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: 94.0%

methyl 2-naphthyl ketone (93-08-3) → 2,2-dibromo-1-(naphthalen-2-yl)ethan-1-one (13651-05-3)

Guidance literature:

With 1-methyl-3-(4-sulfonylbutyl)-1H-imidazol-3-ium trifluoromethanesulfonate; N-Bromosuccinimide; at 70 ℃; for 1h; Green chemistry;

DOI:10.3390/molecules18010074

Reference yield: 87.0%

methyl 2-naphthyl ketone (93-08-3) → 2,2-dibromo-1-(naphthalen-2-yl)ethan-1-one (13651-05-3) + 2-Bromo-2'-acetonaphthone (613-54-7)

Guidance literature:

With N-Bromosuccinimide; silica gel; In methanol; for 0.3h; chemoselective reaction; Reflux;

DOI:10.1016/j.cclet.2013.09.014

Reference yield: 87.0%

2-ethynylnaphthalene (2949-26-0,123333-47-1) → 2,2-dibromo-1-(naphthalen-2-yl)ethan-1-one (13651-05-3)

Guidance literature:

With N,N'-ethylenethiourea; 1,3-dibromo-5,5-dimethylhydantoin; water; at 20 ℃;

DOI:10.1039/c7gc00283a

upstream raw materials:

2-Bromo-2'-acetonaphthone

methyl 2-naphthyl ketone

phosphorus pentabromide

2-ethylnaphthalene

Downstream raw materials:

(RS)-2-naphthylglycolic acid