2,4-Dibromoanisole

Base Information

• Chemical Name: 2,4-Dibromoanisole
• CAS No.: 21702-84-1
• Molecular Formula: C7H6Br2O
• Molecular Weight: 265.932
• Hs Code.: 29093090
• European Community (EC) Number: 244-536-5
• UNII: KEL2VE23DC
• DSSTox Substance ID: DTXSID2074827
• Nikkaji Number: J32.126E
• Wikidata: Q209197
• Mol file: 21702-84-1.mol

Synonyms:2,4-DIBROMOANISOLE;2,4-Dibromo-1-methoxybenzene;21702-84-1;Benzene, 2,4-dibromo-1-methoxy-;2,4-dibromanisole;2,4-dibromo-1-methoxy-benzene;Maybridge1_003667;Anisole, 2,4-dibromo-;KEL2VE23DC;SCHEMBL811943;DTXSID2074827;HMS551O15;XGXUGXPKRBQINS-UHFFFAOYSA-;2,4-Dibromo-1-methoxybenzene #;AMY23965;EINECS 244-536-5;MFCD00000079;STL355307;2,4-bis(bromanyl)-1-methoxy-benzene;AKOS008717166;CCG-244156;CS-W012434;AS-59447;D1863;FT-0609986;D89938;EN300-1261488;A815621;Q209197;J-014244

Chemical Property of 2,4-Dibromoanisole

Chemical Property:

• Appearance/Colour: light beige crystalline powder
• Vapor Pressure: 0.00295mmHg at 25°C
• Melting Point: 61-63 °C(lit.)
• Refractive Index: 1.576
• Boiling Point: 293.862 °C at 760 mmHg
• Flash Point: 102.672 °C
• PSA: 9.23000
• Density: 1.824 g/cm³
• LogP: 3.22020
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 265.87649
• Heavy Atom Count: 10
• Complexity: 108

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,4-Dibromo-1-methoxybenzene ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)Br)Br
• Uses: 2,4-Dibromo-1-methoxybenzene is a brominated flame retardant.

Technology Process of 2,4-Dibromoanisole

There total 57 articles about 2,4-Dibromoanisole 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: 100.0%

rac-1-(4-methoxyphenyl)-ethanol (3319-15-1) → 2,4-dibromoanisole (21702-84-1)

Guidance literature:

With lithium bromide monohydrate; [bis(acetoxy)iodo]benzene; In 2,2,2-trifluoroethanol; at 20 ℃; for 0.166667h; regiospecific reaction;

DOI:10.1055/s-0037-1610980

Reference yield: 98.99%

methoxybenzene (100-66-3) → 1-bromo-4-methoxy-benzene (104-92-7) + 2-bromoanisole (578-57-4) + 2,4-dibromoanisole (21702-84-1)

Guidance literature:

With bromine; tetramethylammonium bromide; In liquid sulphur dioxide; at -23 ℃; Rate constant; Product distribution; Thermodynamic data; in H2O at 25 deg C, NaBr, HClO4; ΔH (excit), -ΔS (excit);

Reference yield: 98.8%

methyl iodide (74-88-4) → 2,4-dibromoanisole (21702-84-1)

Guidance literature:

2,4-dibromophenol; With potassium carbonate; In acetonitrile; for 0.166667h;

methyl iodide; In acetonitrile; at 0 - 60 ℃; for 12h;

upstream raw materials:

4-iodoanisol

2,4-dibromophenol

para-iodoanisole

2,6-dibromo-3-methoxy-aniline

Downstream raw materials:

5-bromo-8-methoxy-3-methyl-1-naphthalenol

5-bromo-2-methoxyphenol

1-bromo-4-methoxy-benzene

methoxybenzene

Refernces

• 1、 Mall, Veronika,Schieberle, Peter. "Characterization of Key Aroma Compounds in Raw and Thermally Processed Prawns and Thermally Processed Lobsters by Application of Aroma Extract Dilution Analysis". . p. 6433 - 6442. Retrieved 2016.
• 2、 Arrieta, Ana,Cossío, Fernando P.,Granados, Albert,Shafir, Alexandr,Vallribera, Adelina. "Stepwise mechanism for the bromination of arenes by a hypervalent iodine reagent". . p. 2142 - 2150. Retrieved 2020/03/11.
• 3、 Hirose, Yuuka,Yamazaki, Mirai,Nogata, Misa,Nakamura, Akira,Maegawa, Tomohiro. "Aromatic Halogenation Using N-Halosuccinimide and PhSSiMe3 or PhSSPh". . p. 7405 - 7410. Retrieved 2019/06/14.