Magnesium,bromo(4-methylphenyl)- supplier

Name
P-TOLYLMAGNESIUM BROMIDE
EINECS
CAS No. 4294-57-9
Article Data24
CAS DataBase
Density 1.002 g/cm³
Solubility
Melting Point >300℃ (acetonitrile ethyl ether )
Formula C₇H₇BrMg
Boiling Point 65-67 °C
Molecular Weight 195.342
Flash Point -1 °F
Transport Information UN 2924 3
Appearance Clear yellow solution
Safety 16-26-33-36/37/39-43-45-27
Risk Codes 12-14-19-34-66-67-20/21/22-11
Molecular Structure
Hazard Symbols F+,C,F
Synonyms Magnesium,bromo-p-tolyl- (7CI,8CI);p-Tolylmagnesium bromide (6CI);(4-Methylphenyl)magnesium bromide;(p-Methylphenyl)magnesium bromide;4-Tolylmagnesium bromide;Bromo(4-methylphenyl)magnesium;Bromo(4-tolyl)magnesium;Bromo(p-methylphenyl)magnesium;Bromo-p-tolylmagnesium;
PSA 0.00000
LogP 2.64080

Synthetic route

: 60-29-7
diethyl ether

: 537-64-4
bis(p-tolyl)mercury

: phenylmagnesium bromide

: 4294-57-9
para-methylphenylmagnesium bromide

...Expand

: 106-38-7
para-bromotoluene

: 4294-57-9
para-methylphenylmagnesium bromide

Conditions

Conditions	Yield
With magnesium In diethyl ether
With iodine; magnesium In tetrahydrofuran for 2h; Irradiation;
With magnesium In tetrahydrofuran

: 106-38-7
para-bromotoluene

: 7439-95-4
magnesium

: 4294-57-9
para-methylphenylmagnesium bromide

Conditions

Conditions	Yield
With ethylene dibromide In tetrahydrofuran for 3h; Heating / reflux;
In tetrahydrofuran
In tetrahydrofuran Inert atmosphere;
With iodine In tetrahydrofuran at 20℃;

: 106-38-7
para-bromotoluene

: 13482-64-9
bis(chloromethyl)phosphinic chloride

: 4294-57-9
para-methylphenylmagnesium bromide

Conditions

Conditions	Yield
With sodium iodide; sodium hydrogensulfite; magnesium In tetrahydrofuran; diethyl ether; water; butanone

: 179088-99-4
5-(2-chlorophenyl)-2-(4-methoxybenzyl)tetrazole

: 106-38-7
para-bromotoluene

: 3264-82-2
nickel(II) acetylacetonate

: 4294-57-9
para-methylphenylmagnesium bromide

Conditions

Conditions	Yield
With hydrogenchloride; diisobutylaluminium hydride; magnesium; triphenylphosphine In tetrahydrofuran; toluene

...Expand

: 4294-57-9
para-methylphenylmagnesium bromide

: 613-33-2
(4,4'-dimethyl-1,1'-biphenyl)

Conditions

Conditions	Yield
With iron(III) chloride; 1,2-dichloro-ethane In diethyl ether for 1h; Heating;	100%
With cobalt(II) chloride hexahydrate; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In tetrahydrofuran at 0℃; for 1h; Inert atmosphere;	99%
With iron(III) chloride; 1,2-dichloro-ethane In tetrahydrofuran at 0℃; for 0.0833333h; Ionic liquid; Inert atmosphere;	99%

: 7089-34-1
((Z)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate

: 4294-57-9
para-methylphenylmagnesium bromide

: 79542-20-4
(E)-2-phenyl-3-(p-tolyl)acrylaldehyde

Conditions

Conditions	Yield
In tetrahydrofuran 1.) reflux, 3 h, 2.) room temperature, overnight;	100%

: 4294-57-9
para-methylphenylmagnesium bromide

: 188608-74-4
1-{2-[(SS)-(p-tolylsulfinyl)]}pyrrolyl cinnamate

: C27H24(2)HNO2S

Conditions

Conditions	Yield
Stage #1: para-methylphenylmagnesium bromide With copper(l) iodide In tetrahydrofuran at -30℃; for 0.5h; Stage #2: 1-{2-[(SS)-(p-tolylsulfinyl)]}pyrrolyl cinnamate In tetrahydrofuran at -30℃; for 1h; Stage #3: With water-d2 In tetrahydrofuran at 20℃; for 12h;	100%

: 80783-98-8
N-methoxy-N-methylcyclohexanecarboxamide

: 4294-57-9
para-methylphenylmagnesium bromide

: 2789-44-8
cyclohexyl(p-tolyl)methanone

Conditions

Conditions	Yield
In diethyl ether at -78 - 25℃;	100%

: 4294-57-9
para-methylphenylmagnesium bromide

: 92491-22-0
tert-butyl 2-phenyldiazene-1-carboxylate

: N'-phenyl-N'-p-tolyl-hydrazinecarboxylic acid tert-butyl ester

Conditions

Conditions	Yield
In tetrahydrofuran at -100℃;	100%

: 109-09-1
2-chloropyridine

: 4294-57-9
para-methylphenylmagnesium bromide

: 4467-06-5
2-(4-methylphenyl)pyridine

Conditions

Conditions	Yield
With C32H41N12Ni2O(3+)*3F6P(1-) In tetrahydrofuran at 25℃; for 5h; Inert atmosphere; Schlenk technique;	100%
With N-heterocyclic carbene-based nickel(II) complex In tetrahydrofuran at 20℃; for 12h; Kumada reaction;	99%
With chloro(1,3-bis(pyridin-2-ylmethyl)imidazolylidene)nickel(II) hexafluorophosphate In tetrahydrofuran at 20℃; for 12h; Kumada-Corriu coupling reaction; Inert atmosphere;	99%

: 639-58-7
triphenyltin chloride

: 4294-57-9
para-methylphenylmagnesium bromide

: 15807-28-0
triphenyl(p-tolyl)tin

Conditions

Conditions	Yield
In diethyl ether	100%
In tetrahydrofuran byproducts: MgBrCl; dropwise addn. of Mg-compd. to Sn-compd, refluxed for 5 h, hydrolysed with HCl; evapd., filtered, dried, extd. (toluene), recrystd. (EtOH/toluene); elem. anal.;	55%

: 143674-29-7
10-chlorophenothiabismine 5,5-dioxide

: 4294-57-9
para-methylphenylmagnesium bromide

: 143674-28-6
10-(4'-methylphenyl)phenothiabismine 5,5-dioxide

Conditions

Conditions	Yield
With ethylacetat In tetrahydrofuran (under Ar); addn. of 4-methylphenylmagnesium bromide in THF to 10-chlorophenothiabismine in THF, stirring for 10 min at room temp.; extn., sepn. of organic layer, drying, concg. under reduced pressure, recrystn. from MeOH-C6H6 (5:1), elem.anal.;	100%

: 77714-57-9
3α-hydroxy-4α,4aα,7α,7aα-dihydronepetalactone

: 4294-57-9
para-methylphenylmagnesium bromide

: (3R,4R,4aR,7S,7aR)-4,7-dimethyl-3-(4-methylphenyl)hexahydrocyclopenta[c]pyran-1(3H)-one

Conditions

Conditions	Yield
Stage #1: 3α-hydroxy-4α,4aα,7α,7aα-dihydronepetalactone With potassium hydride In tetrahydrofuran; hexane at 0℃; for 0.333333h; Stage #2: para-methylphenylmagnesium bromide In tetrahydrofuran; hexane at 0 - 20℃; for 1h;	100%

: P,P-diphenyl-N-(phenyl(o-tolyl)methylene)phosphinic amide

: 4294-57-9
para-methylphenylmagnesium bromide

: P,P-diphenyl-N-(phenyl(o-tolyl)(p-tolyl)methyl)phosphinic amide

Conditions

Conditions	Yield
In diethyl ether; n-heptane; toluene at 20℃; Inert atmosphere; Schlenk technique;	100%

: 3796-70-1
trans geranyl acetone

: 4294-57-9
para-methylphenylmagnesium bromide

: 70026-33-4
E-6,10-dimethyl-2-hydroxy-2-(p-tolyl)-5,9-undecadiene

Conditions

Conditions	Yield
In diethyl ether at 20℃;	100%

: 142312-17-2
2,4,6-tris(phenyltelluro)-1,3,5-triazine

: 4294-57-9
para-methylphenylmagnesium bromide

: 6726-45-0
2,4,6-tris(p-tolyl)-1,3,5-triazine

Conditions

Conditions	Yield
With bis(triphenylphosphine)nickel(II) chloride In tetrahydrofuran for 8h; Heating;	99%

: 623-12-1
4-chloromethoxybenzene

: 4294-57-9
para-methylphenylmagnesium bromide

: 53040-92-9
4-(4-tolyl)anisole

Conditions

Conditions	Yield
With tris(dibenzylideneacetone)dipalladium (0); N,N′-bis(2,6-diisopropylphenyl)imidazol-2-ylidene hydrochloride In tetrahydrofuran; 1,4-dioxane at 80℃; for 3h; Arylation;	99%
With N-heterocyclic carbene-based nickel(II) complex In tetrahydrofuran at 20℃; for 12h; Kumada reaction;	99%
With iron(II) triflate; 1,3-bis(2,4,6-trimethylphenyl)-4,5,6,7-tetrahydro-1H-1,3-diazepinium bromide; sodium t-butanolate In tetrahydrofuran at 60℃; for 16h; Kumada Cross-Coupling; Sealed tube; Inert atmosphere;	99%

: 6280-87-1
δ-chlorovaleronitrile

: 4294-57-9
para-methylphenylmagnesium bromide

: 79593-79-6
5-(p-tolyl)pentanenitrile

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;	93%

: 513-36-0
isobutyryl chloride

: 4294-57-9
para-methylphenylmagnesium bromide

: 5161-04-6
1-methyl-4-(2-methylpropyl)-benzene

Conditions

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

: 108-85-0
1-bromocyclohexane

: 4294-57-9
para-methylphenylmagnesium bromide

: 4501-36-4
1-cyclohexyl-4-methylbenzene

Conditions

Conditions	Yield
With C34H51N2O2(1+)*Cl4Fe(1-) In diethyl ether Concentration; Reagent/catalyst; Grignard Reaction;	99%
With N,N,N,N,-tetramethylethylenediamine; iron(III) chloride In tetrahydrofuran at 25℃; for 0.5h;	96%
With N,N,N,N,-tetramethylethylenediamine; iron(III) chloride In tetrahydrofuran at 25℃;	96%

: 462-06-6
fluorobenzene

: 4294-57-9
para-methylphenylmagnesium bromide

: 644-08-6
4-Methylbiphenyl

Conditions

Conditions	Yield
With C35H31BrN4NiP In tetrahydrofuran at 25℃; for 24h; Schlenk technique; Inert atmosphere;	99%
With supramolecular ensemble of HP-T with Au-Fe3O4 nanoparticles; air In tetrahydrofuran; water at 20℃; for 3h; Kumada Cross-Coupling; Irradiation;	60%
1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 20℃; for 24h;	92 % Chromat.

: 1015-49-2
N,N-diethyl phenyl O-sulfamate

: 4294-57-9
para-methylphenylmagnesium bromide

: 644-08-6
4-Methylbiphenyl

Conditions

Conditions	Yield
NiClCpIMes In diethyl ether at 40℃; for 24h; Grignard cross-coupling reaction;	99%

: 459-60-9
1-fluoro-4-methoxybenzene

: 4294-57-9
para-methylphenylmagnesium bromide

: 53040-92-9
4-(4-tolyl)anisole

Conditions

Conditions	Yield
With C35H31BrN4NiP In tetrahydrofuran at 25℃; for 24h; Concentration; Schlenk technique; Inert atmosphere;	99%
With 1-[2-(diphenylphosphino)phenyl]ethanol; bis(acetylacetonate)nickel(II) In diethyl ether at 20℃; for 12h;	97%
With C26H24ClN2NiP*0.1C7H8 In toluene at 25℃; for 24h; Reagent/catalyst; Solvent; Kumada Cross-Coupling; Schlenk technique; Inert atmosphere;	90%

: 591-50-4
iodobenzene

: 4294-57-9
para-methylphenylmagnesium bromide

: 644-08-6
4-Methylbiphenyl

Conditions

Conditions	Yield
amido pincer complex of nickel chloride catalyst In toluene at 20℃; for 12h; Kumada cross-coupling reaction;	99%
[Ni-(o-MeC6H4){2-{OC(Ph)2CH2}-6-(3,5-Me2C3HN2)C5H3N}] In tetrahydrofuran; toluene for 12h; Kumada reaction; Heating;	99%
With supramolecular ensemble of HP-T with Au-Fe3O4 nanoparticles; air In tetrahydrofuran; water at 20℃; for 0.333333h; Kumada Cross-Coupling; Irradiation;	87%

: 696-62-8
para-iodoanisole

: 4294-57-9
para-methylphenylmagnesium bromide

: 53040-92-9
4-(4-tolyl)anisole

Conditions

Conditions	Yield
amido pincer complex of nickel chloride catalyst In toluene at 20℃; for 12h; Kumada cross-coupling reaction;	99%
With self-assembled multilayer nickel nanoparticle catalyst - sulfur-modified gold-supported Ni NPs (SANi) In tetrahydrofuran at 75℃; for 3h; Kumada Cross-Coupling; Inert atmosphere;	95%
[Ni(1-C10H7){2-{OC(Ph)2CH2}-6-(3,5-Me2C3HN2)C5H3N}] In tetrahydrofuran; toluene for 12h; Kumada reaction; Heating;	91%
With supramolecular ensemble of HP-T with Au-Fe3O4 nanoparticles; air In tetrahydrofuran; water at 20℃; for 0.333333h; Kumada Cross-Coupling; Irradiation;	89%

: 108-90-7
chlorobenzene

: 4294-57-9
para-methylphenylmagnesium bromide

: 644-08-6
4-Methylbiphenyl

Conditions

Conditions	Yield
amido pincer complex of nickel chloride catalyst In tetrahydrofuran at 20℃; for 24h; Kumada cross-coupling reaction;	99%
With ((C6H4)(OPPh2)(NCHPhPPh2))NiCl In tetrahydrofuran at 25℃; for 24h; Kumada cross-coupling; Inert atmosphere;	99%
With Fe2(OtBu)6; sodium t-butanolate; 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium chloride In tetrahydrofuran at 80℃; for 16h; Catalytic behavior; Reagent/catalyst; Time; Kumada Cross-Coupling; Glovebox; Inert atmosphere;	99%

: 108-86-1
bromobenzene

: 4294-57-9
para-methylphenylmagnesium bromide

: 644-08-6
4-Methylbiphenyl

Conditions

Conditions	Yield
[Pd(Cl){2-{OC(Ph)=CH}-6-(3,5-Me2C3HN2)C5H3N}] In tetrahydrofuran; toluene for 6h; Kumada reaction; Heating;	99%
With C16H16Cl2CoN8(1+)*F6P(1-) In tetrahydrofuran at 20℃; for 2h; Kumada-Corriu cross-coupling;	96%
With [1,3-bis(2,6-diisopropylphenyl)-imidazolium][Ni(PPh3)Cl3] In tetrahydrofuran at 30℃; for 1h; Kumada Cross-Coupling; Schlenk technique; Inert atmosphere;	96%

: 4294-57-9
para-methylphenylmagnesium bromide

: N,N-dimethyl-N-[2-(5,6,7,8-tetrahydronaphthalen-2-yloxy)ethyl]amine

: 6-(4-methylphenyl)-1,2,3,4-tetrahydronaphthalene

Conditions

Conditions	Yield
With tricyclohexylphosphine; bis(tricyclohexylphosphine)nickel(II) dichloride In formaldehyde diethyl acetal at 20 - 95℃; for 15h;	99%

: 108-86-1
bromobenzene

: 4294-57-9
para-methylphenylmagnesium bromide

A: 613-33-2
(4,4'-dimethyl-1,1'-biphenyl)

B: 644-08-6
4-Methylbiphenyl

Conditions

Conditions	Yield
With CoF2*4H2O; 1,3-bis[2,6-diisopropylphenyl]imidazolium chloride In tetrahydrofuran at 60℃; for 3h; Inert atmosphere;	A 7% B 99%
phenylnickel N-Bu-6-[1-(2,6-(Me)2PhN)ethyl]picolinamide In tetrahydrofuran; toluene at 20℃; for 24h;
With (N-(dimethylaminoethyl)-2-diphenylphosphinoaniline(-1H))NiCl In tetrahydrofuran at 25℃; for 12h; Kumada coupling reaction; Inert atmosphere;	A 32 %Chromat. B 63 %Chromat.

...Expand

: 108-90-7
chlorobenzene

: 4294-57-9
para-methylphenylmagnesium bromide

A: 613-33-2
(4,4'-dimethyl-1,1'-biphenyl)

B: 644-08-6
4-Methylbiphenyl

Conditions

Conditions	Yield
With C68H72Cl2N6NiP2 In diethyl ether at 25℃; for 12h; Kumada coupling reaction; Inert atmosphere;	A n/a B 99%
With FeF3*H2O; tricyclohexylphosphine In tetrahydrofuran at 20 - 60℃; for 24h; Inert atmosphere;	A 4% B 5%
(1-naphthyl)Ni N-Bu-6-[1-(2,6-(i-Pr)2PhN)ethyl]picolinamide In tetrahydrofuran; toluene at 20℃; for 24h;

...Expand

: 1722-12-9
2-chloropyrimidine

: 4294-57-9
para-methylphenylmagnesium bromide

: 77232-13-4
2-p-tolyl-pyrimidine

Conditions

Conditions	Yield
With N-heterocyclic carbene-based nickel(II) complex In tetrahydrofuran at 20℃; for 12h; Kumada reaction;	99%
With chloro(1,3-bis(pyridin-2-ylmethyl)imidazolylidene)nickel(II) hexafluorophosphate In tetrahydrofuran at 20℃; for 12h; Kumada-Corriu coupling reaction; Inert atmosphere;	99%
With C16H16Cl2CoN8(1+)*F6P(1-) In tetrahydrofuran at 20℃; for 2h; Kumada-Corriu cross-coupling;	97%
With (IPr)Ni(π-allyl)Cl In tetrahydrofuran at 20℃; for 24h; Kumada Cross-Coupling; Inert atmosphere;	74%
With [Ni(1-(1-ethyl-benzimidazol-2-ylmethyl)-3-mesitylimidazolin-2-ylidene)2][Cl]2; sodium acetate In tetrahydrofuran at 20℃; Kumada-Corriu coupling reaction; Inert atmosphere;

: 623-03-0
4-Cyanochlorobenzene

: 4294-57-9
para-methylphenylmagnesium bromide

: 50670-50-3
p-(p-tolyl)benzonitrile

Conditions

Conditions	Yield
With ((C6H4)(OPPh2)(NCHPhPPh2))NiCl In tetrahydrofuran at 25℃; for 12h; Kumada cross-coupling; Inert atmosphere;	99%
With C35H31BrN4NiP In tetrahydrofuran at 25℃; for 14.5h; Schlenk technique; Inert atmosphere;	97%
With N-heterocyclic carbene-based nickel(II) complex In tetrahydrofuran at 20℃; for 12h; Kumada reaction;	84%

: 2402-78-0
2,6-dichloropyridine

: 4294-57-9
para-methylphenylmagnesium bromide

: 14435-88-2
2,6-di-p-tolylpyridine

Conditions

Conditions	Yield
With chloro(1,3-bis(pyridin-2-ylmethyl)imidazolylidene)nickel(II) hexafluorophosphate In tetrahydrofuran at 20℃; for 12h; Kumada-Corriu coupling reaction; Inert atmosphere;	99%
With N-heterocyclic carbene-based nickel(II) complex In tetrahydrofuran at 20℃; for 12h; Kumada reaction;	95%

: 106-46-7
para-dichlorobenzene

: 4294-57-9
para-methylphenylmagnesium bromide

: 97295-31-3
1,4-bis(p-tolyl)benzene

Conditions

Conditions	Yield
With C36H32ClN4NiP In tetrahydrofuran at 70℃; for 20h; Reagent/catalyst; Kumada Cross-Coupling; Schlenk technique; Inert atmosphere;	99%
With N-heterocyclic carbene-based nickel(II) complex In tetrahydrofuran at 20℃; for 12h; Kumada reaction;	89%
With C20H23BrN4Ni In tetrahydrofuran at 25℃; for 24h; Kumada Cross-Coupling; Inert atmosphere;	89%

Magnesium,bromo(4-methylphenyl)- Specification

The Magnesium,bromo(4-methylphenyl)-, with the CAS registry number 4294-57-9, is also known as 4-Methylphenylmagnesium bromide. It belongs to the product categories of Classes of Metal Compounds; Grignard Reagents; Grignard Reagents & Alkyl Metals; Mg (Magnesium) Compounds; Synthetic Organic Chemistry; Typical Metal Compounds. This chemical's molecular formula is C₇H₇BrMg and molecular weight is 195.34. What's more, its systematic name is called Bromo(4-methylphenyl)magnesium. It is clear yellow solution and it should be kept in a dry and airtight place.

Physical properties about Magnesium,bromo(4-methylphenyl)- are: (1)#H bond acceptors: 0; (2)#H bond donors: 0; (3)#Freely Rotating Bonds: 1; (4)Polar Surface Area: 0 Å²; (5)Flash Point: -1 °F; (6)Density: 1.002 g/cm³; (7)Boiling Point: 65-67 °C.

Uses of Magnesium,bromo(4-methylphenyl)-: it is used to produce other chemicals. For example, it is used to produce 2-p-Tolyl-furan. This reaction needs catalyst <1,2-Bis(diphenylphosphino)ethane>nickel(II) dichloride and solvent Diethyl ether at ambient temperature. The reaction time is 16 hours. The yield is 85 %.

When you are dealing with this chemical, you should be very careful. This chemical has an extremely low flash point, boiling point and gases can catch fire in contact with air. It may catch fire in contact with air, only need brief contact with an ignition source and have a very low flash point or evolve highly flammable gases in contact with water. In addition, it may destroy living tissue on contact and it may form explosive peroxides. This chemical is harmful by inhalation, in contact with skin and if swallowed and its repeated exposure may cause skin dryness or cracking. Therefore, you should wear suitable protective clothing, gloves and eye/face protection. You should keep away from sources of ignition and take precautionary measures against static discharges. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice. And in case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
(1) SMILES: Br[Mg]c1ccc(C)cc1
(2) InChI: InChI=1/C7H7.BrH.Mg/c1-7-5-3-2-4-6-7;;/h3-6H,1H3;1H;/q;;+1/p-1/rC7H7BrMg/c1-6-2-4-7(9-8)5-3-6/h2-5H,1H3
(3) InChIKey: ZRJNGFJIBZKXTP-FFKUXIRKAW

Product Name

P-TOLYLMAGNESIUM BROMIDE

Synthetic route

Magnesium,bromo(4-methylphenyl)- Specification

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