3-Bromo-1,2,4,5-tetramethylbenzene

Base Information

• Chemical Name: 3-Bromo-1,2,4,5-tetramethylbenzene
• CAS No.: 1646-53-3
• Molecular Formula: C10H13Br
• Molecular Weight: 213.117
• Hs Code.: 2903999090
• European Community (EC) Number: 216-707-4
• NSC Number: 87881
• DSSTox Substance ID: DTXSID20167780
• Nikkaji Number: J149.972F
• Wikidata: Q83037236
• Mol file: 1646-53-3.mol

Synonyms:1646-53-3;3-Bromo-1,2,4,5-tetramethylbenzene;3-Bromodurene;1-Bromo-2,3,5,6-tetramethylbenzene;Bromodurene;Benzene, 3-bromo-1,2,4,5-tetramethyl-;Bromodurene, Pract.;C10H13Br;2,3,5,6-Tetramethylbromobenzene;EINECS 216-707-4;Bromdurol;Duryl bromide;NSC87881;SCHEMBL1793576;DTXSID20167780;1-Bromo-2,5,6-tetramethylbenzene;AMY28608;BAA64653;2,3,5,6-Tetramethylphenyl bromide;MFCD00000070;NSC 87881;NSC-87881;AKOS000202445;AS-63433;1-Bromo-2,3,5,6-tetramethylbenzene, 98%;CS-0153349;FT-0623245;D94545;A810579;AB-131/40897155

Chemical Property of 3-Bromo-1,2,4,5-tetramethylbenzene

Chemical Property:

• Vapor Pressure: 0.0245mmHg at 25°C
• Melting Point: 60-62 °C(lit.)
• Refractive Index: 1.536
• Boiling Point: 256.6 °C at 760 mmHg
• Flash Point: 108.9 °C
• PSA: 0.00000
• Density: 1.248 g/cm³
• LogP: 3.68270
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 212.02006
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

99% ^*data from raw suppliers

3-Bromodurene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1C)Br)C)C

Technology Process of 3-Bromo-1,2,4,5-tetramethylbenzene

There total 3 articles about 3-Bromo-1,2,4,5-tetramethylbenzene 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: 99.0%

1,2,4,5-tetramethylbenzene (95-93-2) → bromodurene (1646-53-3)

Guidance literature:

With N-Bromosuccinimide; toluene-4-sulfonic acid; In methanol; for 21h; Product distribution; Mechanism; Ambient temperature; variation of conditions, other catalysts and reagents, without catalyst, + succinimide (NHS); other polyalkylbenzenes;

DOI:10.1055/s-1993-25839

Reference yield: 61.0%

1,2,4,5-tetramethylbenzene (95-93-2) → 1,4-dibromodurene (1646-54-4) + bromodurene (1646-53-3)

Guidance literature:

With hydrogen bromide; ethylammonium nitrate; In water; at 30 ℃; for 3h; Reagent/catalyst; regioselective reaction; Green chemistry;

DOI:10.1021/ol4001476

Reference yield:

→ bromodurene (1646-53-3)

Guidance literature:

Duren, KBr/HNO3;

upstream raw materials:

1,2,4,5-tetramethylbenzene

Downstream raw materials:

1,4-bis-(2,3,5,6-tetramethyl-anilino)-anthraquinone

Hexamethylbenzene

1,4-dibromodurene

4-bromo-2,3,5,6-tetramethyl-benzyl chloride

Refernces

• 1、 Iwanaga, Tetsuo,Tanaka, Ryo,Toyota, Shinji. "Introduction of an arylethynyl group onto an anthracene bisimide core for molecular design of new ?-conjugated compounds". . p. 105 - 107. Retrieved 2014/01/23.
• 2、 Mandal, Susovan,Parida, Keshaba Nanda,Samanta, Subhas,Moorthy, Jarugu Narasimha. "Influence of (2,3,4,5,6-pentamethyl/phenyl)phenyl scaffold: Stereoelectronic control of the persistence of o-quinonoid reactive intermediates of photochromic chromenes". scheme or table. p. 7406 - 7414. Retrieved 2011/11/06.