3-Bromo-o-xylene

Base Information

• Chemical Name: 3-Bromo-o-xylene
• CAS No.: 576-23-8
• Molecular Formula: C8H9Br
• Molecular Weight: 185.063
• Hs Code.: 29039990
• European Community (EC) Number: 209-398-2
• NSC Number: 76561
• DSSTox Substance ID: DTXSID90206231
• Nikkaji Number: J94.992B
• Wikidata: Q72469553
• Mol file: 576-23-8.mol

Synonyms:576-23-8;3-Bromo-o-xylene;3-Bromo-1,2-dimethylbenzene;2,3-Dimethylbromobenzene;1-Bromo-2,3-dimethylbenzene;1-bromo-2,3-dimethyl-benzene;Benzene, bromodimethyl-;MFCD00000069;Benzene, 1-bromo-2,3-dimethyl-;EINECS 209-398-2;bromoxilene;Bromoxylene;Monobromoxylene;Xylylbromid;bromo-o-xylene;alpha-Bromoxylene;NSC76561;3-Bromo-ortho-xylene;Benceno, bromodimetil-;SCHEMBL264714;1-bromo-2, 3-dimethylbenzene;1-bromo-methyl-2-methyl-benzene;HSDB 2021;AMY3506;DTXSID90206231;NA1701;NSC 76561;NSC-76561;UN1701;1-Bromo-2,3-dimethylbenzene, 99%;AKOS005145663;AC-9851;(S)-2-AMINO-2-ETHYLHEXANOICACID;AS-15829;A8214;B1282;EN300-23823;Q-101441;F8889-9261;Z165205526;1-bromo-2,3-dimethylbenzene

Chemical Property of 3-Bromo-o-xylene

Chemical Property:

• Appearance/Colour: Clear colourless to light yellow liquid
• Vapor Pressure: 0.27mmHg at 25°C
• Melting Point: -20.49°C (estimate)
• Refractive Index: n20/D 1.560(lit.)
• Boiling Point: 211 °C at 760 mmHg
• Flash Point: 84 °C
• PSA: 0.00000
• Density: 1.339 g/cm³
• LogP: 3.06590
• Storage Temp.: Store below +30°C.
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 183.98876
• Heavy Atom Count: 9
• Complexity: 90.6

Purity/Quality:

98%min ^*data from raw suppliers

1-Bromo-2,3-dimethyl-benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=CC=C1)Br)C
• Uses: 3-Bromo-o-xylene is an important raw material and intermediate used in organic synthesis, pharmaceuticals and agrochemicals.

Technology Process of 3-Bromo-o-xylene

There total 14 articles about 3-Bromo-o-xylene 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: 82.0%

o-xylene (95-47-6) → 4-bromo-o-xylene (583-71-1) + 2,3-dimethylbromobenzene (576-23-8)

Guidance literature:

With bromine; acetic acid;

DOI:10.1039/c4ra10557e

Reference yield: 73.0%

2,3-Dimethylaniline (87-59-2) → 2,3-dimethylbromobenzene (576-23-8)

Guidance literature:

With nitrogen(II) oxide; copper(ll) bromide; In acetonitrile; at -78 - 25 ℃;

DOI:10.1021/jo00356a031

Reference yield: 60.0%

2,3-Dimethylphenol (526-75-0) → 2,3-dimethylbromobenzene (576-23-8)

Guidance literature:

With bromine; triphenylphosphine; In acetonitrile;

DOI:10.1021/jo00377a023

upstream raw materials:

4-bromo-2,3-dimethylaniline

2,3-Dimethylaniline

Methyl fluoride

2-methylphenyl bromide

Downstream raw materials:

methyl β-(2,3-dimethylbenzoyl)propanoate

1,8-bis(2,3-dimethylphenyl)anthracene

methyl 2,3-dimethylbenzoate

Di-(2,3-dimethylbenzyl)-keton

Refernces

• 1、 Tang, Ren-Jin,Milcent, Thierry,Crousse, Benoit. "Regioselective Halogenation of Arenes and Heterocycles in Hexafluoroisopropanol". . p. 930 - 938. Retrieved 2018/01/28.
• 2、 Delgado-Abad, Thais,Martnez-Ferrer, Jaime,Reig-Lpez, Javier,Mello, Rossella,Acerete, Rafael,Asensio, Gregorio,Gonzlez-Nez, Mara Elena. "On the ionizing properties of supercritical carbon dioxide: Uncatalyzed electrophilic bromination of aromatics". . p. 51016 - 51021. Retrieved 2015/01/16.