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Basic Information
CAS No.: 36282-40-3
Name: 3-METHOXYPHENYLMAGNESIUM BROMIDE
Article Data: 11
Molecular Structure:
Molecular Structure of 36282-40-3 (3-METHOXYPHENYLMAGNESIUM BROMIDE)
Formula: C7H7BrMgO
Molecular Weight: 211.341
Synonyms: (m-Methoxyphenyl)magnesiumbromide (6CI);Benzene, methoxy-, magnesium complex;3-Anisylmagnesium bromide;3-Methoxyphenylmagnesium bromide;m-Anisylmagnesium bromide;
Density: 1.013 g/mL at 25 °C
Boiling Point: 65-67 °C
Flash Point: −4 °F
Appearance: Clear colorless to brown solution
Hazard Symbols: FlammableF; IrritantXi
Risk Codes: 11-14-19-20/21/22-34
Safety: 16-26-36/37/39-45
Transport Information: UN 2924 3/PG 2
PSA: 9.23000
LogP: 2.34100
Synthetic route
491-37-2

2,3-dihydro-4H-1-benzopyran-4-one

2398-37-0

3-methoxyphenyl bromide

36282-40-3

(3-methoxyphenyl)magnesium bromide

Conditions
ConditionsYield
With hydrogenchloride In tetrahydrofuran
2398-37-0

3-methoxyphenyl bromide

7439-95-4

magnesium

36282-40-3

(3-methoxyphenyl)magnesium bromide

Conditions
ConditionsYield
In tetrahydrofuran
2398-37-0

3-methoxyphenyl bromide

36282-40-3

(3-methoxyphenyl)magnesium bromide

Conditions
ConditionsYield
With magnesium; iodine In tetrahydrofuran at 20℃; Heating / reflux;
With magnesium In tetrahydrofuran Inert atmosphere;
With iodine; magnesium In tetrahydrofuran for 2h; Inert atmosphere; Reflux;
36282-40-3

(3-methoxyphenyl)magnesium bromide

108-94-1

cyclohexanone

1884-42-0

1-(m-Methoxyphenyl)cyclohexanol

Conditions
ConditionsYield
Stage #1: (3-methoxyphenyl)magnesium bromide; cyclohexanone In diethyl ether at 0 - 20℃; for 4h;
Stage #2: With water at 0℃;
100%
In tetrahydrofuran for 0.333333h;
In tetrahydrofuran; toluene at 0℃; for 5.5h; Inert atmosphere;
3132-99-8

m-bromobenzoic aldehyde

36282-40-3

(3-methoxyphenyl)magnesium bromide

76778-33-1

3-bromo-α-(3-methoxyphenyl)benzenemethanol

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 0.25h;100%
Stage #1: m-bromobenzoic aldehyde; (3-methoxyphenyl)magnesium bromide In tetrahydrofuran at 80℃; for 3h; Grignard reaction; Inert atmosphere;
Stage #2: With water; sodium chloride In tetrahydrofuran at 20℃;

3-(4-methoxy-benzyl)-3-aza-bicyclo[3.2.1]octan-8-one

36282-40-3

(3-methoxyphenyl)magnesium bromide

3-(4-methoxy-benzyl)-8-(3-methoxy-phenyl)-3-aza-bicyclo[3.2.1]octan-8-ol

Conditions
ConditionsYield
Stage #1: 3-(4-methoxy-benzyl)-3-aza-bicyclo[3.2.1]octan-8-one; (3-methoxyphenyl)magnesium bromide In tetrahydrofuran at -78 - 20℃;
Stage #2: With hydrogenchloride In water pH=1;
100%
150356-32-4

ethyl 3-(3,4-methylenedioxyphenyl)-1-oxoindene-2-carboxylate

36282-40-3

(3-methoxyphenyl)magnesium bromide

150356-38-0

Ethyl (1RS)-1-Hydroxy-1-(3-methoxyphenyl)-3-(3,4-methylenedioxyphenyl)indene-2-carboxylate

Conditions
ConditionsYield
In tetrahydrofuran100%
36282-40-3

(3-methoxyphenyl)magnesium bromide

85909-08-6

tert-butyl 2-oxopyrrolidine-1-carboxylate

914954-34-0

tert-butyl (4-(3-methoxyphenyl)-4-oxobutyl)carbamate

Conditions
ConditionsYield
In tetrahydrofuran at -40 - 0℃; for 3h;100%
In tetrahydrofuran at -78 - 20℃; for 14h; Inert atmosphere; Schlenk technique;45%
22399-01-5

diethyl 2-(4-bromobenzylidene)malonate

36282-40-3

(3-methoxyphenyl)magnesium bromide

2-[(4-bromo-phenyl)-(3-methoxy-phenyl)-methyl]-malonic acid diethyl ester

Conditions
ConditionsYield
Stage #1: diethyl 2-(4-bromobenzylidene)malonate; (3-methoxyphenyl)magnesium bromide In tetrahydrofuran; diethyl ether at 0℃; for 3.3h;
Stage #2: With water; ammonium chloride
100%
36282-40-3

(3-methoxyphenyl)magnesium bromide

1122-91-4

4-bromo-benzaldehyde

134446-26-7

(4-bromo-phenyl)-(3-methoxy-phenyl)-methanol

Conditions
ConditionsYield
Stage #1: (3-methoxyphenyl)magnesium bromide; 4-bromo-benzaldehyde In tetrahydrofuran at 80℃; for 3h; Grignard reaction; Inert atmosphere;
Stage #2: With water; sodium chloride In tetrahydrofuran at 20℃;
100%
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Specification

The Magnesium,bromo(3-methoxyphenyl)-, with the CAS registry number 36282-40-3, has the systematic name of bromo(3-methoxyphenyl)magnesium. It is a kind of clear colorless to brown solution, and belongs to the following product categories: Aryl; Grignard Reagents; Organometallic Reagents. And the molecular formula of the chemical is C7H7BrMgO.

The characteristics of Magnesium,bromo(3-methoxyphenyl)- are as followings: (1)#H bond acceptors: 1; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 2; (4)Polar Surface Area: 9.23Å2.

Uses of Magnesium,bromo(3-methoxyphenyl)-: It can react with 2-chloro-cyclohexanone to produce 2-(3-methoxy-phenyl)-cyclohexanone. The yield of the reaction is about 53%.

You should be cautious while dealing with this chemical. It is a kind of highly flammable chemical which is harmful by inhalation, in contact with skin and if swallowed. What's more, it reacts violently with water, and may cause burns. Therefore, you had better take the following instructions: Keep away from sources of ignition - No smoking; Wear suitable gloves and eye/face protection, and if in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice; In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).  

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: COc1cc([Mg]Br)ccc1
(2)InChI: InChI=1/C7H7O.BrH.Mg/c1-8-7-5-3-2-4-6-7;;/h2-3,5-6H,1H3;1H;/q;;+1/p-1/rC7H7BrMgO/c1-10-7-4-2-3-6(5-7)9-8/h2-5H,1H3
(3)InChIKey: AJKNYEHIJAMGHX-KNINMPIZAP