3',5'-Dibromoacetophenone

Base Information

• Chemical Name: 3',5'-Dibromoacetophenone
• CAS No.: 14401-73-1
• Molecular Formula: C8H6 Br2 O
• Molecular Weight: 277.943
• Hs Code.: 2914700090
• DSSTox Substance ID: DTXSID90347456
• Nikkaji Number: J81.764C
• Wikidata: Q72463757
• Mol file: 14401-73-1.mol

Synonyms:3',5'-Dibromoacetophenone;14401-73-1;1-(3,5-Dibromophenyl)ethanone;3,5-Dibromoacetophenone;Ethanone, 1-(3,5-dibromophenyl)-;1-(3,5-Dibromo-phenyl)-ethanone;MFCD00078665;Acetophenone, 3',5'-dibromo-;1-(3,5-DIBROMOPHENYL)ETHAN-1-ONE;SCHEMBL343284;3/',5/'-Dibromoacetophenone;DTXSID90347456;1-(3,5-Dibromophenyl)ethanone #;AMY20236;AKOS015890401;AB03014;CS-W002335;AS-17535;SY019787;FT-0658322;A19703;3 inverted exclamation mark ,5 inverted exclamation mark -Dibromoacetophenone

Chemical Property of 3',5'-Dibromoacetophenone

Chemical Property:

• Vapor Pressure: 0.000372mmHg at 25°C
• Melting Point: 68°C
• Refractive Index: 1.588
• Boiling Point: 318°C at 760 mmHg
• Flash Point: 118.5°C
• PSA: 17.07000
• Density: 1.812g/cm³
• LogP: 3.41420
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 277.87649
• Heavy Atom Count: 11
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

3',5'-Dibromoacetophenone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=CC(=C1)Br)Br
• Uses: 3',5'-Dibromoacetophenone is a useful research chemical.

Technology Process of 3',5'-Dibromoacetophenone

There total 17 articles about 3',5'-Dibromoacetophenone 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%

3,5-dibromo-N-methoxy-N-methyl-benzamide (1080603-07-1) + methylmagnesium bromide (75-16-1) → 3,5-dibromoacetophenone (14401-73-1)

Guidance literature:

3,5-dibromo-N-methoxy-N-methyl-benzamide; methylmagnesium bromide; In diethyl ether; at 20 ℃; for 0.5h;

With hydrogenchloride; water; In diethyl ether; at 0 ℃;

Reference yield: 74.0%

N,N-dimethyl acetamide (127-19-5,116057-81-9) + 1,3,5-trisbromobenzene (626-39-1) → 3,5-dibromoacetophenone (14401-73-1)

Guidance literature:

1,3,5-trisbromobenzene; With n-butyllithium; In diethyl ether; at -78 ℃; for 2h;

N,N-dimethyl acetamide; In diethyl ether; at -78 - 20 ℃;

Further stages.;

DOI:10.1021/jo001694x

Reference yield: 60.0%

4-amino-3,5-dibromo-acetophenone (22589-50-0) → 3,5-dibromoacetophenone (14401-73-1)

Guidance literature:

4-amino-3,5-dibromo-acetophenone; With sulfuric acid; In ethanol; benzene; at 50 ℃; for 0.75h;

With copper; sodium nitrite; In ethanol; water; benzene; at 10 ℃; for 15h; Reflux;

DOI:10.1016/j.ejmech.2013.11.023

upstream raw materials:

4-amino-3,5-dibromo-acetophenone

N,N-dimethyl acetamide

1,3,5-trisbromobenzene

ethyl acetate

Downstream raw materials:

1,3-dibromo-5-(1-methylcyclopropyl)benzene

2-(3-bromo-5-(1-methylcyclopropyl)phenyl)propan-2-ol

1-bromo-3-(2-methoxypropan-2-yl)-5-(1-methylcyclopropyl)benzene

Refernces

• 1、 Nishide, Hiroyuki,Miyasaka, Makoto,Tsuchida, Eishun. "High-spin polyphenoxyls attached to star-shaped poly(phenylenevinylene)s". . p. 7399 - 7407. Retrieved 1998.
• 2、 Shimokawa, Shohei,Kawagoe, Yuhsuke,Moriyama, Katsuhiko,Togo, Hideo. "Direct Transformation of Ethylarenes into Primary Aromatic Amides with N -Bromosuccinimide and I2-Aqueous NH3". supporting information. p. 784 - 787. Retrieved 2016/03/01.
• 3、 -. "CARBOXAMIDE OR SULFONAMIDE SUBSTITUTED NITROGEN-CONTAINING 5-MEMBERED HETEROCYCLES AS MODULATORS FOR THE ORPHAN NUCLEAR RECEPTOR ROR GAMMA". Page/Page column 68. . Retrieved 2014/03/21.