Product Name

  • Name

    PHENYLMAGNESIUM BROMIDE

  • EINECS 202-867-2
  • CAS No. 100-58-3
  • Article Data57
  • CAS DataBase
  • Density 1.134 g/mL at 25 °C
  • Solubility Reacts with water
  • Melting Point 153-154 °C
  • Formula C6H5BrMg
  • Boiling Point 78.8oC at 760 mmHg
  • Molecular Weight 181.315
  • Flash Point -11 °C
  • Transport Information UN 3399 4.3/PG 1
  • Appearance powder
  • Safety 16-26-36/37/39-45-33-29-7/8-6A-43B
  • Risk Codes 12-14-22-34-19-11
  • Molecular Structure Molecular Structure of 100-58-3 (PHENYLMAGNESIUM BROMIDE)
  • Hazard Symbols HighlyF+, CorrosiveC, FlammableF
  • Synonyms Phenylmagnesiumbromide (6CI);Bromomagnesiobenzene;Bromophenylmagnesium;
  • PSA 0.00000
  • LogP 2.33240

Synthetic route

bromobenzene
108-86-1

bromobenzene

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
With magnesium In tetrahydrofuran at 40℃; for 0.25h; Inert atmosphere; Flow reactor;100%
With magnesium In tetrahydrofuran
With magnesium In diethyl ether at 19.9℃; Rate constant; various concentrations of aryl halide;
2-amino-5-chlorobenzonitrile
5922-60-1

2-amino-5-chlorobenzonitrile

A

(2-amino-5-chlorophenyl)-phenyl-methane-imine
5606-39-3

(2-amino-5-chlorophenyl)-phenyl-methane-imine

B

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
A 92%
B n/a
bromobenzene
108-86-1

bromobenzene

A

1-phenyltetrafluoro-2-propenylacetate

1-phenyltetrafluoro-2-propenylacetate

B

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
With magnesium In tetrahydrofuranA 24%
B n/a
1,3,5-trisbromobenzene
626-39-1

1,3,5-trisbromobenzene

dichlorobis(triphenylphosphine)palladium[II]

dichlorobis(triphenylphosphine)palladium[II]

Diisobutylaluminium hydride(1 M solution in tetrahydrofuran, 4.9 mL, 4.9 mmol)

Diisobutylaluminium hydride(1 M solution in tetrahydrofuran, 4.9 mL, 4.9 mmol)

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
In tetrahydrofuran; toluene
bromobenzene
108-86-1

bromobenzene

N-Z-(S)-serine methyl ester

N-Z-(S)-serine methyl ester

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
With hydrogenchloride In diethyl ether
bromobenzene
108-86-1

bromobenzene

(S)-Carbomethoxy oxazolidinone

(S)-Carbomethoxy oxazolidinone

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
In tetrahydrofuran
ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
With ammonium chloride
[NitriphosCl]PF6

[NitriphosCl]PF6

1,2-dichloro-benzene
95-50-1

1,2-dichloro-benzene

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
With biphenyl; ethylmagnesium bromide; phenylmagnesium bromide In o-xylene
1-phenyl-2-bromoethane
103-63-9

1-phenyl-2-bromoethane

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
With hydrogenchloride; iodine In magnesium
bromobenzene
108-86-1

bromobenzene

ethyl 2-cyanoacetate
105-56-6

ethyl 2-cyanoacetate

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
With magnesium
bromobenzene
108-86-1

bromobenzene

1-methyl-3-fluoro-5,7-dichloro-2,3-dihydro-1H-1,4-benzodiazepin-2-one
60628-69-5

1-methyl-3-fluoro-5,7-dichloro-2,3-dihydro-1H-1,4-benzodiazepin-2-one

A

3-fluorodiazepam

3-fluorodiazepam

B

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
With HF In tetrahydrofuran
bromobenzene
108-86-1

bromobenzene

dimethyl-2,3-O-cyclohexylidene-L-tartrate

dimethyl-2,3-O-cyclohexylidene-L-tartrate

A

(-)-2,3-O-cyclohexylidene-1,1,4,4-tetra-phenyl-L-threitol

(-)-2,3-O-cyclohexylidene-1,1,4,4-tetra-phenyl-L-threitol

B

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
With magnesium In diethyl etherA 17 g (34%)
B n/a
bromobenzene
108-86-1

bromobenzene

magnesium
7439-95-4

magnesium

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
In tetrahydrofuran
In tetrahydrofuran for 1.5h; Inert atmosphere; Reflux;
With iodine In tetrahydrofuran for 2h; Inert atmosphere; Reflux;
With iodine In tetrahydrofuran for 1h; Grignard Reaction; Heating / reflux;
bromobenzene
108-86-1

bromobenzene

magnesium

magnesium

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
With diethyl ether
bromobenzene
108-86-1

bromobenzene

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

Conditions
ConditionsYield
With diethyl ether untersucht wurde die Geschwindigkeit;
phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

biphenyl
92-52-4

biphenyl

Conditions
ConditionsYield
With 3,5,3',5'-tetra-tert-butyl-4,4'-diphenoquinone at -20℃; Product distribution / selectivity;100%
With iron(III) chloride; 1,2-dichloro-ethane In tetrahydrofuran at 0℃; for 0.0833333h; Ionic liquid; Inert atmosphere;100%
With 1,2-bisperfluorotolyl-3,3,4,4,5,5-hexafluorocyclopentene In tetrahydrofuran at 25℃; for 1h; Reagent/catalyst; Inert atmosphere;99%
chlorobenzene
108-90-7

chlorobenzene

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

biphenyl
92-52-4

biphenyl

Conditions
ConditionsYield
nickel(II) In tetrahydrofuran for 18h; Product distribution; other catalyst, other solvents; other Grignard compounds and alkyl or vinyl halides;100%
With CpNi[1-(ethoxycarbonyl)methyl-3-(3,5-dimethylbenzyl)benzimidazolin-2-ylidene]Br In tetrahydrofuran at 25℃; for 3h; Kumada Cross-Coupling; Inert atmosphere; Schlenk technique;97%
With Pd/Al(OH)3 In toluene at 140℃; for 36h; Kumada Cross-Coupling; Inert atmosphere;94%
phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

5,6,7,8-tetrachloro-3,4-dihydro-1,4-ethanonaphthalen-2(1H)-one

5,6,7,8-tetrachloro-3,4-dihydro-1,4-ethanonaphthalen-2(1H)-one

5,6,7,8-tetrachloro-1,4-dihydro-9-hydroxy-9-phenyl-1,4-ethanonaphthalene

5,6,7,8-tetrachloro-1,4-dihydro-9-hydroxy-9-phenyl-1,4-ethanonaphthalene

Conditions
ConditionsYield
In diethyl ether for 4h; Ambient temperature;100%
phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

5,6,7,8-tetrachloro-3,4-dihydro-1,4-ethanonaphthalen-2(1H)-one

5,6,7,8-tetrachloro-3,4-dihydro-1,4-ethanonaphthalen-2(1H)-one

5,6,7,8-tetrachloro-1,4-dihydro-9-endo-hydroxy-9-phenyl-1,4-ethanonaphthalene

5,6,7,8-tetrachloro-1,4-dihydro-9-endo-hydroxy-9-phenyl-1,4-ethanonaphthalene

Conditions
ConditionsYield
In diethyl ether for 4h; Ambient temperature;100%
benzoyl chloride
98-88-4

benzoyl chloride

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

benzophenone
119-61-9

benzophenone

Conditions
ConditionsYield
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran at 0℃;100%
Stage #1: benzoyl chloride With 1-methyl-pyrrolidin-2-one In toluene at 0℃; for 0.5h;
Stage #2: phenylmagnesium bromide In tetrahydrofuran; toluene at -10 - 0℃; for 4.25h; chemoselective reaction;
89%
In 2-methyltetrahydrofuran at 25℃; for 1h; Solvent; Concentration; Flow reactor; Green chemistry;85%
3-phenylbutanoyl chloride
51552-98-8

3-phenylbutanoyl chloride

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

1,3-diphenylbutane-1-one
1533-20-6

1,3-diphenylbutane-1-one

Conditions
ConditionsYield
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran at 0℃;100%
phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

methyl 1-benzylpyrazole-3-carboxylate
7188-98-9

methyl 1-benzylpyrazole-3-carboxylate

(1-Benzyl-1H-pyrazol-3-yl)-diphenyl-methanol

(1-Benzyl-1H-pyrazol-3-yl)-diphenyl-methanol

Conditions
ConditionsYield
In tetrahydrofuran100%
methyl 3,3-dimethylglutarate
19184-67-9

methyl 3,3-dimethylglutarate

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

3,3-dimethy-5,5-diphenyl-5-hydroxypentanoic acid lactone
53392-28-2

3,3-dimethy-5,5-diphenyl-5-hydroxypentanoic acid lactone

Conditions
ConditionsYield
In tetrahydrofuran 2 h; reflux, 2,5 h;100%
phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

methyl (S)-N-(tert-butoxycarbonyl)indoline-2-carboxylate
197460-36-9

methyl (S)-N-(tert-butoxycarbonyl)indoline-2-carboxylate

(S)-tert-butyl 2-(hydroxydiphenylmethyl)indoline-1-carboxylate
197460-37-0

(S)-tert-butyl 2-(hydroxydiphenylmethyl)indoline-1-carboxylate

Conditions
ConditionsYield
In diethyl ether at 0℃; Inert atmosphere; Reflux;100%
In tetrahydrofuran; diethyl ether at 0 - 20℃; for 7h;25%
In diethyl ether at 0℃;
phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

(4-Methoxy-phenyl)-(4-phenyl-phthalazin-1-yl)-methanone
204520-35-4

(4-Methoxy-phenyl)-(4-phenyl-phthalazin-1-yl)-methanone

(4-Methoxy-phenyl)-phenyl-(4-phenyl-phthalazin-1-yl)-methanol
204520-30-9

(4-Methoxy-phenyl)-phenyl-(4-phenyl-phthalazin-1-yl)-methanol

Conditions
ConditionsYield
In tetrahydrofuran for 1h; Ambient temperature;100%
phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

(2R,9S)-2,9-diphenyl-1-aza-4-oxabicyclo[4.3.0]nonane
205526-47-2

(2R,9S)-2,9-diphenyl-1-aza-4-oxabicyclo[4.3.0]nonane

(2S,6R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,6-diphenylpiperidine
205526-49-4

(2S,6R,1'R)-N-2'-hydroxy-1'-phenylethyl-2,6-diphenylpiperidine

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 72h;100%
para-bromotoluene
106-38-7

para-bromotoluene

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

4-Methylbiphenyl
644-08-6

4-Methylbiphenyl

Conditions
ConditionsYield
With [1,3-bis(2,6-diisopropylphenyl)-imidazolium][Ni(PPh3)Cl3] In tetrahydrofuran at 30℃; for 1h; Kumada Cross-Coupling; Schlenk technique; Inert atmosphere;100%
With C70H40Cl2F68N2O6Pd2 In tetrahydrofuran at 100℃; for 0.0166667h; Kumada coupling reaction; Microwave irradiation;96%
With C17H36ClN6NiP2(1+)*Cl(1-) In tetrahydrofuran for 6h; Reagent/catalyst; Kumada Cross-Coupling; Inert atmosphere;96%
3-(3-bromophenyl)-N-methoxy-N-methylpropanamide
937375-28-5

3-(3-bromophenyl)-N-methoxy-N-methylpropanamide

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

3-(3-bromophenyl)-1-phenyl-propan-1-one
65565-12-0

3-(3-bromophenyl)-1-phenyl-propan-1-one

Conditions
ConditionsYield
In tetrahydrofuran at -78 - 0℃; for 2h;100%
(R)-tert-butyl 3-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate
884510-86-5

(R)-tert-butyl 3-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

(R)-tert-butyl 3-benzoylpiperidine-1-carboxylate
884510-87-6

(R)-tert-butyl 3-benzoylpiperidine-1-carboxylate

Conditions
ConditionsYield
Stage #1: (R)-tert-butyl 3-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate; phenylmagnesium bromide In tetrahydrofuran at -10 - 20℃; for 1.25h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water for 0.333333h;
Stage #3: With ammonium chloride In tetrahydrofuran; hexane; water
100%
Stage #1: (R)-tert-butyl 3-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate; phenylmagnesium bromide In tetrahydrofuran at -10 - 20℃; for 1.25h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran for 0.333333h;
100%
Stage #1: (R)-tert-butyl 3-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate; phenylmagnesium bromide In tetrahydrofuran at -10 - 20℃; Inert atmosphere;
Stage #2: With hydrogenchloride In tetrahydrofuran; water
3-cyanobromobenzene
6952-59-6

3-cyanobromobenzene

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

C13H10BrN

C13H10BrN

Conditions
ConditionsYield
Stage #1: 3-cyanobromobenzene; phenylmagnesium bromide In tetrahydrofuran at 20 - 60℃; for 4h;
Stage #2: With methanol In tetrahydrofuran at 0℃;
100%
Stage #1: 3-cyanobromobenzene; phenylmagnesium bromide In tetrahydrofuran at 20 - 60℃; for 4h;
Stage #2: With methanol In tetrahydrofuran at 0℃;
4-butanolide
96-48-0

4-butanolide

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

1,1-diphenylbutan-1,4-diol
1023-94-5

1,1-diphenylbutan-1,4-diol

Conditions
ConditionsYield
With hydrogenchloride; ammonium chloride In tetrahydrofuran100%
Stage #1: 4-butanolide; phenylmagnesium bromide In tetrahydrofuran; diethyl ether at -78 - 20℃; Inert atmosphere;
Stage #2: With water; ammonium chloride In tetrahydrofuran; diethyl ether at 10℃; Cooling with ice;
In tetrahydrofuran Grignard reaction; Reflux;
3-Ethoxycyclohex-2-en-1-one
5323-87-5

3-Ethoxycyclohex-2-en-1-one

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

3-phenylcyclohex-2-enone
10345-87-6

3-phenylcyclohex-2-enone

Conditions
ConditionsYield
Stage #1: 3-Ethoxycyclohex-2-en-1-one; phenylmagnesium bromide In tetrahydrofuran at 0 - 20℃; for 1h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran
100%
Stage #1: 3-Ethoxycyclohex-2-en-1-one; phenylmagnesium bromide In tetrahydrofuran at 0 - 20℃; for 1h;
Stage #2: With hydrogenchloride; water In tetrahydrofuran
100%
Stage #1: 3-Ethoxycyclohex-2-en-1-one; phenylmagnesium bromide In tetrahydrofuran at 0 - 20℃; for 1h;
Stage #2: With hydrogenchloride In tetrahydrofuran; water at 20℃;
100%
2-fluoropyridine
372-48-5

2-fluoropyridine

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

2-phenylpyridine
1008-89-5

2-phenylpyridine

Conditions
ConditionsYield
Stage #1: 2-fluoropyridine; phenylmagnesium bromide; bis(acetylacetonate)nickel(II); ((2-hydroxymethyl)phenyl)diphenylphosphine In diethyl ether for 0.5h;
Stage #2: With methanol In diethyl ether Product distribution / selectivity;
100%
Stage #1: 2-fluoropyridine; phenylmagnesium bromide; 1-[2-(diphenylphosphino)phenyl]ethanol; bis(acetylacetonate)nickel(II) In diethyl ether for 2h;
Stage #2: With methanol In diethyl ether Product distribution / selectivity;
96%
2-bromo-3,5-bis(methoxymethoxy)-6-phenylbenzaldehyde
860155-48-2

2-bromo-3,5-bis(methoxymethoxy)-6-phenylbenzaldehyde

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

1-[2-bromo-3,5-bis(methoxymethoxy)-6-phenylphenyl]-1-phenylmethanol
860155-59-5

1-[2-bromo-3,5-bis(methoxymethoxy)-6-phenylphenyl]-1-phenylmethanol

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 0℃; for 2h;100%
N-(2-Diethylaminoethyl)-4'-(1-oxo-2-phenylbutyl)methanesulfonanilide
58233-95-7

N-(2-Diethylaminoethyl)-4'-(1-oxo-2-phenylbutyl)methanesulfonanilide

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

N-(2-Diethylaminoethyl)-4'-(1-hydroxy-1,2-diphenylbutyl)methanesulfonanilide
58233-96-8

N-(2-Diethylaminoethyl)-4'-(1-hydroxy-1,2-diphenylbutyl)methanesulfonanilide

Conditions
ConditionsYield
With hydrogenchloride; ammonium chloride In diethyl ether; water100%
N-carbethoxytropinone
32499-64-2

N-carbethoxytropinone

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

C16H21NO3
861853-58-9

C16H21NO3

Conditions
ConditionsYield
In tetrahydrofuran at 20℃; for 5h;100%
(Et2C2B4H4)(Cp)TaCl2
162476-46-2

(Et2C2B4H4)(Cp)TaCl2

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

(Et2C2B4H4)(Cp)TaPh2

(Et2C2B4H4)(Cp)TaPh2

Conditions
ConditionsYield
In diethyl ether; toluene Ar-atmosphere; stirring (1 h); filtering, evapn. (vac.), extg. (CH2Cl2), filtering, evapn., washing (pentane);100%
In tetrahydrofuran
phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

(Z)-3-Trimethylstannanyl-hept-2-enal
180070-95-5, 180070-96-6

(Z)-3-Trimethylstannanyl-hept-2-enal

1-phenyl-3-trimethylstannyl-hept-2-ene-1-al
180071-40-3, 180071-39-0

1-phenyl-3-trimethylstannyl-hept-2-ene-1-al

Conditions
ConditionsYield
In diethyl ether Ar-atmosphere; slight excess PhMgBr, refluxing for 12 h; addn. of satd. aq. NH4Cl, extn. of aq. layer (Et2O), drying (MgSO4), solvent removal; isomer mixt. not sepd., detd. by (119)Sn-NMR spectroscopy;100%
1-(4-fluorophenyl)-1H-indazole-5-carbaldehyde
917494-83-8

1-(4-fluorophenyl)-1H-indazole-5-carbaldehyde

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

(1-(4-fluorophenyl)-1H-indazol-5-yl)(phenyl)methanol
1025762-60-0

(1-(4-fluorophenyl)-1H-indazol-5-yl)(phenyl)methanol

Conditions
ConditionsYield
Stage #1: 1-(4-fluorophenyl)-1H-indazol-5-carboxaldehyde; phenylmagnesium bromide In tetrahydrofuran at 0℃; for 1h;
Stage #2: With water; ammonium chloride In tetrahydrofuran
100%
Stage #1: 1-(4-fluorophenyl)-1H-indazol-5-carboxaldehyde; phenylmagnesium bromide In tetrahydrofuran at 0℃; for 1h;
Stage #2: With water; ammonium chloride In tetrahydrofuran
100%
5-formyl-N,N-dimethyl-1H-indole-1-carboxamide
1025763-25-0

5-formyl-N,N-dimethyl-1H-indole-1-carboxamide

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

5-(hydroxy(phenyl)methyl)-N,N-dimethyl-1H-indole-1-carboxamide
1025763-27-2

5-(hydroxy(phenyl)methyl)-N,N-dimethyl-1H-indole-1-carboxamide

Conditions
ConditionsYield
Stage #1: 5-formyl-N,N-dimethyl-1H-indole-1-carboxamide; phenylmagnesium bromide In tetrahydrofuran; diethyl ether at -78 - 20℃; for 2h;
Stage #2: With water; ammonium chloride In tetrahydrofuran; diethyl ether
100%
In tetrahydrofuran100%
trifluoromethanesulfonic acid 1-bromonaphthalen-2-yl ester
126613-08-9

trifluoromethanesulfonic acid 1-bromonaphthalen-2-yl ester

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

1-bromo-2-phenylnaphthalene
22082-93-5

1-bromo-2-phenylnaphthalene

Conditions
ConditionsYield
Stage #1: trifluoromethanesulfonic acid 1-bromonaphthalen-2-yl ester With 1,3-bis-(diphenylphosphino)propane; lithium bromide; tris-(dibenzylideneacetone)dipalladium(0) In diethyl ether at 20℃; for 0.0833333h;
Stage #2: phenylmagnesium bromide In diethyl ether at 0 - 20℃; for 7h;
100%
With dichloro [1,1'-bis(diphenylphosphino)propane]palladium(II); lithium bromide In diethyl ether at 0℃; for 18h; Inert atmosphere;
With bis(diphenylphosphino)propanepalladium(II) dichloride; lithium bromide In diethyl ether for 1h; Inert atmosphere; Cooling with ice;17 g
(3E,4aR,10aR)-3-benzylidene-4a-ethyl-7-hydroxy-3,4,4a,9,10,10a-hexahydro-1H-phenanthren-2-one
645396-79-8

(3E,4aR,10aR)-3-benzylidene-4a-ethyl-7-hydroxy-3,4,4a,9,10,10a-hexahydro-1H-phenanthren-2-one

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

(2S,3E,4aR,10aR)-3-benzylidene-4a-ethyl-2-phenyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-2,7-diol
645396-80-1

(2S,3E,4aR,10aR)-3-benzylidene-4a-ethyl-2-phenyl-1,2,3,4,4a,9,10,10a-octahydrophenanthrene-2,7-diol

Conditions
ConditionsYield
Stage #1: phenylmagnesium bromide With cerium(III) chloride In tetrahydrofuran at -78℃; for 1.5h;
Stage #2: (3E,4aR,10aR)-3-benzylidene-4a-ethyl-7-hydroxy-3,4,4a,9,10,10a-hexahydro-1H-phenanthren-2-one In tetrahydrofuran at -40℃; for 2h;
Stage #3: With water; acetic acid In tetrahydrofuran
100%
Stage #1: phenylmagnesium bromide With cerium(III) chloride In tetrahydrofuran at -78℃; for 1.5h; Inert atmosphere;
Stage #2: (3E,4aR,10aR)-3-benzylidene-4a-ethyl-7-hydroxy-3,4,4a,9,10,10a-hexahydro-1H-phenanthren-2-one In tetrahydrofuran at -70 - -40℃; for 2.5h; Inert atmosphere;
96%
phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide
537030-19-6

(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide

(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine
1000612-60-1

(2R,3R,4R,5R)-3,4-bis(benzyloxy)-2-(benzyloxymethyl)-1-hydroxy-5-phenylpyrrolidine

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 3h;100%
3,6-di(piperidin-1-yl)-9H-xanthen-9-one
1023903-94-7

3,6-di(piperidin-1-yl)-9H-xanthen-9-one

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

C29H31N2O(1+)*Cl(1-)
1174713-22-4, 1079889-38-5

C29H31N2O(1+)*Cl(1-)

Conditions
ConditionsYield
In tetrahydrofuran at 0 - 20℃;100%

PHENYLMAGNESIUM BROMIDE Chemical Properties

Molecular Formula: C6H5BrMg
Molecular Weight: 181.31
EINECS: 202-867-2
Flash point: -11 ºC
Water solubility: reacts
Density: 1.134 g/mL at 25 °C
Storage temp: water-free area
Sensitive: Air & Moisture Sensitive 
IUPAC Name
: magnesium benzene bromide
Appearance: Clear light brown to brown solution when properly
Synonyms: Phenylmagnesium bromide ; Phenyl magnesium bromide(in ethyl ether) ; Bromophenyl-magnesiu ; Phenylmagnesiumbromidesolution ; Bromophenylmagnesium ; Phenylmagnesium bromide, 3.0m solution i n diethyl ether ; Phenylmagnesium bromide solution, ~1 m i n thf ; Phenylmagnesium bromide sol., ~3 m in di ethyl ether
Following is the molecular structure of Phenyl magnesium bromide (100-58-3):

PHENYLMAGNESIUM BROMIDE Production

Preparation of Phenyl magnesium bromide (100-58-3):
Phenylmagnesium bromide is commercially available as solutions of diethyl ether or THF. It may be prepared in the laboratory by treating bromobenzene with magnesium metal, usually in the form of ribbon. A small amount of iodine may be used to activate the magnesium to initiate the reaction.
Polar solvents, such as ether or THF, are required to solvate (complex) the magnesium(II) center. The solvent must be aprotic since alcohols and water react with phenylmagnesium bromide to give benzene. Carbonyl-containing solvents such as acetone and ethyl acetate are incompatible with the reagent.
 

PHENYLMAGNESIUM BROMIDE Safety Profile

Reacts with chlorine to form an explosive product. When heated to decomposition it emits toxic fumes of Br.
Safety Information of Phenyl magnesium bromide (100-58-3):
Hazard Codes: F+,C,F
F: Highly Flammable   F+: Extremely Flammable  C: Corrosive
Risk Statements: 12-14-22-34-19-11
12: Extremely Flammable 
14: Reacts violently with water 
22: Harmful if swallowed 
34: Causes burns 
19: May form explosive peroxides 
11: Highly Flammable 
Safety Statements: 16-26-36/37/39-45-33-29-7/8-6A-43B
16: Keep away from sources of ignition - No smoking 
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 36/37/39: Wear suitable protective clothing, gloves and eye/face protection 
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
33: Take precautionary measures against static discharges 
29: Do not empty into drains 
7/8: Keep container tightly closed and dry 
6: Keep under ... (inert gas to be specified by the manufacturer) 
43: In case of fire, use ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add - Never use water) 
RIDADR: UN 3399 4.3/PG 1
WGK Germany: 1

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View