Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

2-Bromoanisole

Related Products

Hot Products

Name

2-Bromoanisole

EINECS 209-425-8
CAS No. 578-57-4 Density 1.443 g/cm3
PSA 9.23000 LogP 2.45770
Solubility soluble in ethanol and diethyl ether, insoluble in water Melting Point 2 °C(lit.)
Formula C7H7BrO Boiling Point 215.999 °C at 760 mmHg
Molecular Weight 187.036 Flash Point 96.667 °C
Transport Information UN 3082 9/PG 3 Appearance colourless liquid
Safety 61-24/25 Risk Codes 51/53
Molecular Structure Molecular Structure of 578-57-4 (2-Bromoanisole) Hazard Symbols DangerousN,IrritantXi
Synonyms

Anisole,o-bromo- (6CI,7CI,8CI);1-Bromo-2-methoxybenzene;2-Bromo-1-methoxybenzene;2-Bromomethoxybenzene;2-Methoxyphenylbromide;NSC 6977;o-Anisyl bromide;o-Bromoanisole;o-Bromomethoxybenzene;o-Bromophenyl methyl ether;o-Methoxyphenyl bromide;2-Bromoanisole;

Article Data 79

2-Bromoanisole Synthetic route

100-66-3

methoxybenzene

A

104-92-7

1-bromo-4-methoxy-benzene

B

578-57-4

2-bromoanisole

C

21702-84-1

2,4-dibromoanisole

Conditions
ConditionsYield
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);A 98.99%
B 0.56%
C 0.43%
With (CH3)4Br In liquid sulphur dioxide at -23℃; Kinetics; Thermodynamic data; Product distribution; ΔH(excit.); ΔS(excit.);A 98.99%
B 0.56%
C 0.43%
With (CH3)4Br In liquid sulphur dioxide at -23℃;A 98.99%
B 0.56%
C 0.43%
90-04-0

2-methoxy-phenylamine

578-57-4

2-bromoanisole

Conditions
ConditionsYield
With tert.-butylnitrite; tetrabutylammomium bromide; copper(I) bromide; 10-camphorsulfonic acid In acetonitrile at 20℃; for 24h; Reagent/catalyst; Time; Solvent;98%
Stage #1: 2-methoxy-phenylamine With tert.-butylnitrite In dichloromethane; water at 0℃; for 0.166667h;
Stage #2: With carbon tetrabromide; dimethylglyoxal In dichloromethane; water at 15 - 35℃; for 16h;
78%
With tert.-butylnitrite; tetrabutylammomium bromide; toluene-4-sulfonic acid; copper(ll) bromide In acetonitrile at 20℃; for 23h;74%
100-66-3

methoxybenzene

A

104-92-7

1-bromo-4-methoxy-benzene

B

578-57-4

2-bromoanisole

Conditions
ConditionsYield
With Oxone; potassium bromide In methanol at 20℃; for 1h;A 97%
B 2%
With Oxone; potassium bromide In acetonitrile at 20℃; for 24h;A 84%
B 15%
With PyHBrCl2 In methanol at 20℃; for 0.0833333h;A 78%
B 18%
5720-06-9

2-Methoxyphenylboronic acid

578-57-4

2-bromoanisole

Conditions
ConditionsYield
With N-Bromosuccinimide In acetonitrile at 80℃; for 12h;97%
With tetrabutylammomium bromide; copper(ll) bromide In water at 100℃; for 8h; Sealed tube;82%
With 1,10-Phenanthroline; oxygen; potassium bromide; copper(ll) bromide In N,N-dimethyl-formamide at 130℃; for 20h;67%
With 1,3-dibromo-5,5-dimethylimidazolidine-2,4-dione; sodium methylate In methanol; water; acetonitrile at 23℃;94 % Chromat.
95-56-7

2-hydroxybromobenzene

74-88-4

methyl iodide

578-57-4

2-bromoanisole

Conditions
ConditionsYield
Stage #1: 2-hydroxybromobenzene With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 1.16667h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; mineral oil at 20℃; for 19h; Inert atmosphere; Reflux;
97%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2.5h; Inert atmosphere;96%
With potassium hydroxide In CD2Cl2; hexane; acetonitrile89%
95-56-7

2-hydroxybromobenzene

77-78-1

dimethyl sulfate

578-57-4

2-bromoanisole

Conditions
ConditionsYield
With potassium carbonate at 60℃; for 0.3h; Williamson synthesis;94%
With sodium hydroxide
With potassium hydroxide
With sodium hydroxide for 3h; Heating;
With potassium carbonate In acetone Inert atmosphere;
579-75-9

2-Methoxybenzoic acid

578-57-4

2-bromoanisole

Conditions
ConditionsYield
With potassium phosphate; tetrabuthylammonium tribromide In acetonitrile at 100℃; for 16h; Reagent/catalyst;90%
108-86-1

bromobenzene

potassium ferrocyanide

578-57-4

2-bromoanisole

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide at 120℃; for 4h;90%
95-56-7

2-hydroxybromobenzene

616-38-6

carbonic acid dimethyl ester

578-57-4

2-bromoanisole

Conditions
ConditionsYield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl-formamide for 0.0583333h; microwave irradiation;84%
With leucine intercalated Mg-Al layered double hydorxide at 180℃; for 6h; Autoclave; Green chemistry; chemoselective reaction;87 %Chromat.

2-bromophenyltrimethylammonium trifluoromethanesulfonate

865-33-8

potassium methanolate

578-57-4

2-bromoanisole

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 25℃; for 3h; Inert atmosphere; Schlenk technique;84%

2-Bromoanisole Consensus Reports

Reported in EPA TSCA Inventory.

2-Bromoanisole Specification

The 2-Bromoanisole, with the CAS registry number 578-57-4, is also known as 2-Bromo-1-methoxybenzene. It belongs to the product categories of Aromatic Halides(substituted); Anisole; Miscellaneous; Anisoles, Alkyloxy Compounds & Phenylacetates; Bromine Compounds. Its EINECS number is 209-425-8. This chemical's molecular formula is C7H7BrO and molecular weight is 187.03. What's more, its systematic name is 1-Bromo-2-methoxybenzene. It is used in organic synthesis. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides, light and moisture.

Physical properties of 2-Bromoanisole are: (1)ACD/LogP: 2.705; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.71 ; (4)ACD/LogD (pH 7.4): 2.71; (5)ACD/BCF (pH 5.5): 67.00; (6)ACD/BCF (pH 7.4): 67.00; (7)ACD/KOC (pH 5.5): 705.86; (8)ACD/KOC (pH 7.4): 705.86; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 9.23 Å2; (13)Index of Refraction: 1.539; (14)Molar Refractivity: 40.622 cm3; (15)Molar Volume: 129.621 cm3; (16)Polarizability: 16.104×10-24cm3; (17)Surface Tension: 34.6 dyne/cm; (18)Density: 1.443 g/cm3; (19)Flash Point: 96.667 °C; (20)Enthalpy of Vaporization: 43.392 kJ/mol; (21)Boiling Point: 215.999 °C at 760 mmHg; (22)Vapour Pressure: 0.2 mmHg at 25°C.

Preparation of 2-Bromoanisole: this chemical can be prepared by methoxybenzene at the temperature of 20 °C. This reaction will need reagents Oxone, potassium bromide and solvent methanol with the reaction time of 1 hour. The yield is about 97%.

2-Bromoanisole can be prepared by methoxybenzene at the temperature of 20 °C

Uses of 2-Bromoanisole: it can be used to produce (2-methoxy-phenyl)-acetone at the temperature of 100 °C. It will need regent tributyltin methoxide and solvent toluene with the reaction time of 5 hours. This reaction will also need catalyst dichlorobis(tri-o-tolylphosphine)palladium. The yield is about 90%.

2-Bromoanisole can be used to produce (2-methoxy-phenyl)-acetone at the temperature of 100 °C

When you are using this chemical, please be cautious about it as the following:
This chemical is toxic to aquatic organisms as it may cause long-term adverse effects in the aquatic environment. You should avoid releasing it to the environment, and you need to refer to special instructions/safety data sheet. When using it, you must avoid contact with skin and eyes.

You can still convert the following datas into molecular structure:
(1)SMILES: COc1ccccc1Br
(2)Std. InChI: InChI=1S/C7H7BrO/c1-9-7-5-3-2-4-6(7)8/h2-5H,1H3
(3)Std. InChIKey: HTDQSWDEWGSAMN-UHFFFAOYSA-N

The toxicity data is as follows: 

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1544mg/kg (1544mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979.
mouse LD50 oral 2466mg/kg (2466mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 44(12), Pg. 19, 1979.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 578-57-4