2-Bromoanisole

Base Information

• Chemical Name: 2-Bromoanisole
• CAS No.: 578-57-4
• Molecular Formula: C7H7BrO
• Molecular Weight: 187.036
• Hs Code.: 29093038
• European Community (EC) Number: 209-425-8
• NSC Number: 6977
• UNII: X3XAZ6R3FL
• DSSTox Substance ID: DTXSID4060367
• Nikkaji Number: J7.426H
• Wikipedia: 2-Bromoanisole
• Wikidata: Q63408732
• Mol file: 578-57-4.mol

Synonyms:2-Bromoanisole;1-BROMO-2-METHOXYBENZENE;578-57-4;o-Bromoanisole;Benzene, 1-bromo-2-methoxy-;2-Methoxybromobenzene;o-Anisyl bromide;Anisole, o-bromo-;o-Methoxybromobenzene;o-Methoxyphenyl bromide;2-Methoxyphenyl bromide;2-Bromo-1-methoxybenzene;o-Bromophenyl methyl ether;2-Bromoanisol;bromoanisole;NSC 6977;EINECS 209-425-8;X3XAZ6R3FL;BRN 1859996;AI3-01057;NSC-6977;MFCD00000064;bromanisole;o-bromoanisol;ortho-bromoanisole;o-Bromomethoxybenzene;o-methoxyphenylbromide;2-bromo-methoxybenzene;2-methoxy-bromobenzene;2-Bromoanisole, 97%;UNII-X3XAZ6R3FL;2-Bromo-3-methoxybenzene;1-bromo-2-methoxy benzene;SCHEMBL57602;1-bromanyl-2-methoxy-benzene;DTXSID4060367;NSC6977;STR00595;STL280342;AKOS000202180;CS-W007633;PS-4573;LS-20205;AM20061084;B0546;FT-0611523;alpha-methylphenethylammoniumdihydrogenphosphate;EN300-16206;A831641;W-105434;BENZENE,1-BROMO,2-METHOXY 2-BROMO,ANISOLE;Q63408732;Z54841566;F0001-1505

Chemical Property of 2-Bromoanisole

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 0.21mmHg at 25°C
• Melting Point: 2 °C(lit.)
• Refractive Index: n20/D 1.573(lit.)
• Boiling Point: 215.999 °C at 760 mmHg
• Flash Point: 96.667 °C
• PSA: 9.23000
• Density: 1.443 g/cm³
• LogP: 2.45770
• Storage Temp.: Store below +30°C.
• Solubility.: Soluble in ethanol and diethyl ether.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 185.96803
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

99% ^*data from raw suppliers

2-Bromoanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): N,Xi
• Hazard Codes: N,Xi
• Statements: 51/53
• Safety Statements: 61-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Anisoles
• Canonical SMILES: COC1=CC=CC=C1Br
• Uses: 2-Bromoanisole was used in the synthesis of unsymmetrical substituted biphenyl compounds, used to produce (2-methoxy-phenyl)-acetone at the temperature of 100°C. 2-Bromoanisole was used in the synthesis of unsymmetrically substituted biphenyl compounds. It was also used in the preparation of the family of exo-[n.m.n.m]metacyclophanes (n,m > or = 3).

Technology Process of 2-Bromoanisole

There total 39 articles about 2-Bromoanisole 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: 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: 97.0%

2-hydroxybromobenzene (95-56-7) + methyl iodide (74-88-4) → 2-bromoanisole (578-57-4)

Guidance literature:

2-hydroxybromobenzene; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 1.16667h; Inert atmosphere;

methyl iodide; In tetrahydrofuran; mineral oil; at 20 ℃; for 19h; Inert atmosphere; Reflux;

DOI:10.1002/cphc.201201069

Reference yield: 97.0%

2-Methoxyphenylboronic acid (5720-06-9) → 2-bromoanisole (578-57-4)

Guidance literature:

With N-Bromosuccinimide; In acetonitrile; at 80 ℃; for 12h;

DOI:10.1039/c6ra25666j

upstream raw materials:

phosgene

diethyl ether

2,4-dibromoanisole

2-hydroxybromobenzene

Downstream raw materials:

bis(3-bromo-4-methoxyphenyl)methane

2-methylmethoxybenzene

2-Methoxybenzoic acid

N,N-bis(2-methoxyphenyl)amine

Refernces

• 1、 Tang, Yan-Ling,Xia, Xian-Song,Gao, Jin-Chun,Li, Min-Xin,Mao, Ze-Wei. "Direct bromodeboronation of arylboronic acids with CuBr2 in water". supporting information. . Retrieved 2021/01/05.
• 2、 Kang, Qi-Kai,Li, Ke,Li, Yuntong,Lin, Yunzhi,Shi, Hang,Xu, Lun. "Catalytic SNAr Hydroxylation and Alkoxylation of Aryl Fluorides". supporting information. p. 20391 - 20399. Retrieved 2021/08/13.