Magnesium,bromo(3-methoxyphenyl)- supplier

Name
3-METHOXYPHENYLMAGNESIUM BROMIDE
EINECS
CAS No. 36282-40-3
Article Data11
CAS DataBase
Density 1.013 g/mL at 25 °C
Solubility
Melting Point
Formula C₇H₇BrMgO
Boiling Point 65-67 °C
Molecular Weight 211.341
Flash Point −4 °F
Transport Information UN 2924 3/PG 2
Appearance Clear colorless to brown solution
Safety 16-26-36/37/39-45
Risk Codes 11-14-19-20/21/22-34
Molecular Structure
Hazard Symbols F; Xi
Synonyms (m-Methoxyphenyl)magnesiumbromide (6CI);Benzene, methoxy-, magnesium complex;3-Anisylmagnesium bromide;3-Methoxyphenylmagnesium bromide;m-Anisylmagnesium bromide;
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

Conditions	Yield
With hydrogenchloride In tetrahydrofuran

: 2398-37-0
3-methoxyphenyl bromide

: 7439-95-4
magnesium

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

Conditions

Conditions	Yield
In tetrahydrofuran

: 2398-37-0
3-methoxyphenyl bromide

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
In tetrahydrofuran	100%

: 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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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%

: 544-10-5
1-Chlorohexane

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 3-n-hexyl-1-methoxybenzene

Conditions

Conditions	Yield
With 1-methyl-pyrrolidin-2-one; palladium diacetate; tricyclohexylphosphine In tetrahydrofuran at 20℃; for 20h; Kumada coupling;	99%
With 1,3-bis(mesityl)imidazolium chloride; palladium diacetate In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 20℃; for 1h; Kumada reaction;	99%

: C17H16O3

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: C24H24O4

Conditions

Conditions	Yield
Stage #1: C17H16O3; (3-methoxyphenyl)magnesium bromide In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: With water In tetrahydrofuran at 0℃; diastereoselective reaction;	99%

: 137495-63-7
3-iodo-1,2-dicarba-closo-dodecaborane

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

A: 3-meta-hydroxyphenyl-o-carborane

B: 1159494-39-9
3-meta-methoxyphenyl-o-carborane

Conditions

Conditions	Yield
With copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride In tetrahydrofuran Ar, a soln. of Mg compd. (8.5 equiv.) added dropwise to a soln. of B compd., CuI and catalyst, refluxed for 34 h; quenched (dilute HCl), extd. (ethyl acetate), washed (water), dried (MgSO4), concd., chromy. (silica gel);	A 0% B 99%

...Expand

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 1-[1,4,5,6-tetrachloro-7,7-dimethoxybicyclo[2.2.1]hept-5-en-2-yl]ethanone

: 1-(1,4,5,6-tetrachloro-7,7-dimethoxybicyclo[2.2.1]hept-5-en-2-yl)-1-m-tolylethanol

Conditions

Conditions	Yield
at 20℃; for 13h; Inert atmosphere;	99%

: 30404-50-3
8-methoxy-3,4-dihydroisocoumarin

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 891829-94-0
[2-(2-hydroxy-ethyl)-6-methoxy-phenyl]-(3-methoxy-phenyl)-methanone

Conditions

Conditions	Yield
In tetrahydrofuran; dichloromethane at -78 - 20℃;	98%

: 1711-09-7
3-bromobenzoyl chloride

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 750633-66-0
(3-bromophenyl)-(3-methoxyphenyl)-methanone

Conditions

Conditions	Yield
Stage #1: 3-bromobenzoyl chloride With tributylphosphine In tetrahydrofuran at 20℃; for 0.333333h; Stage #2: (3-methoxyphenyl)magnesium bromide In tetrahydrofuran at 20℃; for 0.166667h;	98%

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 521270-76-8
(2-isocyanophenyl)(phenyl)methanone

: 1253396-21-2
2-(3-methoxyphenyl)-3-phenyl-3H-indol-3-ol

Conditions

Conditions	Yield
Stage #1: (3-methoxyphenyl)magnesium bromide; (2-isocyanophenyl)(phenyl)methanone In tetrahydrofuran; diethyl ether at 0℃; Stage #2: With water; ammonium chloride In tetrahydrofuran; diethyl ether at 0℃;	98%

: 426265-40-9
quinolin-6-yl 4-methylbenzene-1-sulfonate

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 1023531-31-8
6-(3'-methoxyphenyl)quinoline

Conditions

Conditions	Yield
Stage #1: (3-methoxyphenyl)magnesium bromide With C24H52Cl2O12P4Pd2 In tetrahydrofuran; 1,4-dioxane at 20℃; for 0.0833333h; Kumada-Corriu cross-coupling reaction; Inert atmosphere; Stage #2: quinolin-6-yl 4-methylbenzene-1-sulfonate In tetrahydrofuran; 1,4-dioxane at 80℃; for 24h; Kumada-Corriu cross-coupling reaction; Inert atmosphere; regioselective reaction;	98%

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: cyclohept-1-en-1-yl dimethylcarbamate

: 75209-54-0
(E)-1-(3-methoxyphenyl)cyclohept-1-en

Conditions

Conditions	Yield
With N,N'-bis(2,4,6-trimethylphenyl)imidazol-2-ylidene hydrochloride; palladium diacetate In tetrahydrofuran at 50℃; for 3h; Schlenk technique; Inert atmosphere; Sealed tube;	98%

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: (S)-diethyl 5-phenyl-1-(trimethylsilyl)pent-1-yn-3-yl phosphate

: (S)-1-(3-methoxyphenyl)-5-phenyl-1-trimethylsilylpenta-1,2-diene

Conditions

Conditions	Yield
With copper acetylacetonate In tetrahydrofuran at -18 - 0℃; for 2h; enantiospecific reaction;	98%

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 106-95-6
allyl bromide

: 24743-14-4
1-allyl-3-methoxybenzene

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h;	97%
In tetrahydrofuran; toluene at 0 - 20℃; for 18h;	81%

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 591-31-1
3-methoxy-benzaldehyde

: 55360-45-7
bis(3-methoxyphenyl)methanol

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 3h; Grignard Reaction;	97%

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 123-62-6
propionic acid anhydride

: 37951-49-8
1-(3-methoxyphenyl)propan-1-one

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether at -70℃;	97%

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 389838-05-5
(1E)-4,4-bis(methylthio)-2-nitro-1-pyrrolidino-1,3-butadiene

: 467421-88-1
(E)-4-(3-methoxyphenyl)-1,1-bis(methylthio)-3-nitro-1,3-butadiene

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃;	97%

: 40705-22-4
4-benzyloxy-6-bromo-3-methoxybenzaldehyde

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 1569316-45-5
[4-(benzyloxy)-2-bromo-5-methoxyphenyl](3-methoxyphenyl)methanol

Conditions

Conditions	Yield
In diethyl ether at 0 - 20℃; for 3h; Inert atmosphere;	97%

: 20469-65-2
1-bromo-3,5-dimethoxybenzene

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 33580-34-6
3,3',5-trimethoxy-1,1'-biphenyl

Conditions

Conditions	Yield
With nickel(II) fluoride; 1,3-bis(3,6-diisopropylphenyl)imidazolium hydrochloride In tetrahydrofuran at 0 - 80℃; for 12.5h; Inert atmosphere;	97%

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 6161-50-8
3,3'-dimethoxybiphenyl

Conditions

Conditions	Yield
With iron(III) chloride; 1,2-dichloro-ethane In tetrahydrofuran at 20℃; for 0.166667h;	96%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In tetrahydrofuran at 66℃; for 0.166667h; Inert atmosphere;	87%
With 4-oxo-2,2,6,6-tetramethylpiperidin-oxyl In tetrahydrofuran at 66℃; for 0.166667h; Inert atmosphere;	87%

: (4aR*,6R*,7R*)-6,7-bis(tert-butyldimethylsilyloxy)-1,2,3,4,4a,5,6,7-octahydronaphthalene-4a-carbaldehyde

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: C30H52O4Si2

Conditions

Conditions	Yield
In tetrahydrofuran for 0.5h; Grignard reaction;	96%

: 14243-64-2
(triphenylphosphine)gold(I) chloride

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 870485-34-0
(3-methoxyphenyl)(triphenyl-λ5-phosphanyl)gold

Conditions

Conditions	Yield
In tetrahydrofuran 3-methoxyphenylmagnesium bromide added dropwise at -78°C to soln.ClAuPPh3 in THF in Schlenk techniques under Ar; mixt. warmed to room te mp., mixed for 16 h; treated with satd. soln. of NH4Cl, extd. with Et2O; org. layers washed with satd. soln. of NaCl, dried over MgSO4; solvents removed under vac.; crystals obtained via crystn. from CHCl3;	96%

: (1RS,5RS,6RS,7RS)-3-methoxy-6-methyl-7-phenylbicyclo[3.2.1]-oct-3-ene-2,8-dione

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: (1RS,4SR,5SR,6RS,7RS)-4-hydroxy-3-methoxy-4-(3-methoxyphenyl)-7-methyl-6-phenylbicyclo[3.2.1]oct-2-en-8-one

Conditions

Conditions	Yield
Stage #1: (1RS,5RS,6RS,7RS)-3-methoxy-6-methyl-7-phenylbicyclo[3.2.1]-oct-3-ene-2,8-dione; (3-methoxyphenyl)magnesium bromide In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: With water In tetrahydrofuran at 0℃; diastereoselective reaction;	96%

: 108-85-0
1-bromocyclohexane

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 41876-58-8
1-cyclohexyl-3-methoxybenzene

Conditions

Conditions	Yield
With Iron(III) amine-bis(phenolate) complex In diethyl ether at 20℃; for 0.5h; Inert atmosphere;	96%
With C54H80Cl2Fe2N2O4 In diethyl ether at 22℃; for 0.5h; Inert atmosphere;	> 95 %Chromat.
With [Fe(n-propylamino-N,N-bis(2-methylene-4-tert-butyl-6-methylphenolate))(chloride)]2 In diethyl ether at 22℃; for 0.5h; Catalytic behavior;	> 95 %Chromat.

: 1073-67-2
4-vinylbenzyl chloride

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 244159-74-8
C15H14O

Conditions

Conditions	Yield
Stage #1: 4-vinylbenzyl chloride With cobalt(III) acetylacetonate In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 30℃; for 1h; Stage #2: (3-methoxyphenyl)magnesium bromide In tetrahydrofuran; 1-methyl-pyrrolidin-2-one at 30℃; for 0.333333h;	96%

: 6451-86-1
5-benzyloxy-2-bromo-4-methoxybenzaldehyde

: 36282-40-3
(3-methoxyphenyl)magnesium bromide

: 1569316-44-4
[5-(benzyloxy)-2-bromo-4-methoxyphenyl](3-methoxyphenyl)methanol

Conditions

Conditions	Yield
In diethyl ether at 0 - 20℃; for 3h; Inert atmosphere;	96%

Magnesium,bromo(3-methoxyphenyl)- 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

Product Name

3-METHOXYPHENYLMAGNESIUM BROMIDE

Synthetic route

Magnesium,bromo(3-methoxyphenyl)- Specification

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