Conditions | Yield |
---|---|
With magnesium In tetrahydrofuran at 18℃; for 0.125h; Inert atmosphere; Flow reactor; | 98% |
With magnesium In diethyl ether at 25℃; under 5171.62 Torr; Solvent; Concentration; Inert atmosphere; Flow reactor; | 96% |
With magnesium In diethyl ether at 26.9℃; Mechanism; Thermodynamic data; Eact, various solvents; |
Conditions | Yield |
---|---|
With magnesium In tetrahydrofuran at 20℃; for 4h; Inert atmosphere; | 83% |
pentaethyldigermane
di-tert-butyl peroxide
A
tetraethyldigermane
B
((CH3CH2)2Ge)4
C
ethylmagnesium bromide
D
octaethyltrigermane
Conditions | Yield |
---|---|
In benzene Irradiation (UV/VIS); digermane soln. irradiating in the presence of an excess of t-Bu2O2; product content detd. by high-pressure chromy.; | A 34% B 3% C 11% D 26% |
Conditions | Yield |
---|---|
In diethyl ether Et4BMgBr*4THF in ether stirred at 25°C for 6 h; not isolated; detected by NMR; | A 20% B 20% |
ethyl bromide
9,10-dihydro-9,10-anthracendiyl-tris(THF)magnesium
A
9-ethyl-9,10-dihydroanthracene
B
9,10-diethyl-9,10-dihydro-anthracene
C
1,2-Diaethyl-1,2-dihydro-anthracen
D
ethylmagnesium bromide
E
2-ethyl-1,2-dihydroanthracene
F
1,4-Diethyl-1,4-dihydro-anthracene
Conditions | Yield |
---|---|
In toluene for 1h; Ambient temperature; other primary, secondary and tertiary alkyl, aryl, allyl, propargyl and benzyl halides; other solvents, other molar ratios RX/1; other temperatures; other reaction times; |
ethyl bromide
9,10-dihydro-9,10-anthracendiyl-tris(THF)magnesium
A
9-ethyl-9,10-dihydroanthracene
B
9,10-diethyl-9,10-dihydro-anthracene
C
ethylmagnesium bromide
D
2-ethyl-1,2-dihydroanthracene
Conditions | Yield |
---|---|
In diethyl ether for 16h; Ambient temperature; Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; |
ethyl bromide
A
9-ethyl-9,10-dihydroanthracene
B
9,10-diethyl-9,10-dihydro-anthracene
C
ethylmagnesium bromide
D
2-ethyl-1,2-dihydroanthracene
Conditions | Yield |
---|---|
With magnesium anthracene * 3 THF In toluene for 1h; Ambient temperature; Yield given. Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts; |
diethyl ether
triethyllead bromide
A
ethylmagnesium bromide
B
tetraethyllead(IV)
diethyl ether
triethyllead bromide
A
ethylmagnesium bromide
B
tetraethyllead(IV)
Conditions | Yield |
---|---|
In diethyl ether at 20 - 30℃; |
Conditions | Yield |
---|---|
With iodine; magnesium In diethyl ether Inert atmosphere; |
Conditions | Yield |
---|---|
With diethyl ether |
m-bromobenzoic aldehyde
ethylmagnesium bromide
(+/-)-1-(3-bromophenyl)propanol
Conditions | Yield |
---|---|
In diethyl ether at -78 - 20℃; | 100% |
In diethyl ether | 92% |
Stage #1: m-bromobenzoic aldehyde; ethylmagnesium bromide In diethyl ether for 1.08333h; Cooling with ice; Stage #2: With hydrogenchloride In diethyl ether; water | 88% |
Conditions | Yield |
---|---|
With methylaluminum bis(2,6-di-tert-butylphenoxide) In diethyl ether; toluene at -78℃; for 2h; | 100% |
In diethyl ether at 0 - 20℃; | 87% |
Stage #1: ethylmagnesium bromide; benzaldehyde In tetrahydrofuran at 30℃; for 24h; Inert atmosphere; Stage #2: With water In tetrahydrofuran Inert atmosphere; | 73% |
Conditions | Yield |
---|---|
With methylaluminum bis(2,6-di-tert-butylphenoxide) In diethyl ether; toluene at -78℃; for 2h; | 100% |
In diethyl ether at 0 - 20℃; | 90% |
In diethyl ether; benzene | |
In diethyl ether |
4-Trifluoromethylbenzaldehyde
ethylmagnesium bromide
(+/-)-1-<4-(trifluoromethyl)phenyl>-1-propanol
Conditions | Yield |
---|---|
In tetrahydrofuran for 2h; Ambient temperature; | 100% |
In diethyl ether for 2h; Ambient temperature; | 93.7% |
In diethyl ether Ambient temperature; | 89% |
2-formylbenzo[b]furan
ethylmagnesium bromide
1-(benzofuran-2-yl)propan-1-ol
Conditions | Yield |
---|---|
In tetrahydrofuran; diethyl ether at 20℃; for 4h; Inert atmosphere; | 100% |
In tetrahydrofuran; diethyl ether at -20℃; for 2h; |
ethylmagnesium bromide
3,4-dihydro-6-methoxy-1-(4-methoxyphenyl)-2-naphthalenecarboxaldehyde
1-<6-methoxy-1-(p-methoxyphenyl)-3,4-dihydro-2-naphthalenyl>propan-1-ol
Conditions | Yield |
---|---|
In diethyl ether 1.) overnight, 2.) reflux, 2 h; | 100% |
ethylmagnesium bromide
5-Bromo-1,1-dimethyl-1H-indene
1,1-dimethyl-5-ethylind-2-ene
Conditions | Yield |
---|---|
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In diethyl ether for 16h; Heating; | 100% |
ethylmagnesium bromide
2-(pentafluorophenyl)-4,4-dimethyl-2-oxazoline
Conditions | Yield |
---|---|
In benzene Heating; | 100% |
ethylmagnesium bromide
Conditions | Yield |
---|---|
In tetrahydrofuran at -93℃; | 100% |
ethylmagnesium bromide
(2S,6R)-2-benzyloxymethoxy-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyheptan-3-one
(2S,3R,6R)-2-benzyloxymethoxy-3-ethyl-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyheptan-3-ol
Conditions | Yield |
---|---|
In tetrahydrofuran at -78℃; for 2h; | 100% |
In tetrahydrofuran at -78℃; for 1.5h; Yield given; |
ethylmagnesium bromide
6-hydroxy-7-methyl-1-(phenylsulfinyl)spirononane-3,2'-<1,3>dioxolane>-9-one
9-ethyl-6,9-dihydroxy-7-methyl-1-(phenylsulfinyl)-spirononane-3,2'-<1,3>dioxolane>
Conditions | Yield |
---|---|
With chloro-trimethyl-silane In tetrahydrofuran; diethyl ether at -78℃; for 0.25h; | 100% |
ethylmagnesium bromide
(2R,5S)-5-benzyloxy-2-<(4S)-2,2-dimethyl-1,3-dioxolan-4-yl>heptan-4-one
(2R,4R,5S)-5-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4-ethyl-heptan-4-ol
Conditions | Yield |
---|---|
In tetrahydrofuran at -78℃; | 100% |
ethylmagnesium bromide
(2S,6S)-2-benzyloxymethoxy-6,7-isopropylidenedioxyheptan-3-one
(2S,3R,6S)-2-benzyloxymethoxy-3-ethyl-6,7-isopropylidenedioxyheptan-3-ol
Conditions | Yield |
---|---|
In tetrahydrofuran at -93℃; for 2h; | 100% |
ethylmagnesium bromide
Conditions | Yield |
---|---|
In tetrahydrofuran at -78℃; | 100% |
96% |
ethylmagnesium bromide
2-(F-phenyl)-4,4,6-trimethyl-5,6-dihydro-4H-oxazine
Conditions | Yield |
---|---|
In benzene for 10h; Heating; | 100% |
ethylmagnesium bromide
6-methoxy-1-(p-methoxyphenyl)-1,2,3,4-tetrahydro-2-naphthaldehyde
1-<6-methoxy-1-(p-methoxyphenyl)-1,2,3,4-tetrahydro-2-naphthalenyl>propan-1-ol
Conditions | Yield |
---|---|
In diethyl ether 1.) overnight, 2.) reflux, 2 h; | 100% |
ethylmagnesium bromide
ethyl-2-(dimethylphenylsilyl)pent-4-enoate
4-(dimethylphenylsilyl)hept-6-en-3-one
Conditions | Yield |
---|---|
In tetrahydrofuran for 3h; Heating; | 100% |
In tetrahydrofuran for 3h; Heating; |
Conditions | Yield |
---|---|
In tetrahydrofuran for 3h; Heating; | 100% |
In tetrahydrofuran for 3h; Heating; |
ethylmagnesium bromide
(S)-N-methoxy-N-methyl-3-triisopropylsilanyloxy-2-methylpropionamide
(S)-1-triisopropylsilanyloxy-2-methyl-3-pentanone
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 1.5h; | 100% |
In tetrahydrofuran at 0 - 20℃; for 2h; | 89% |
ethylmagnesium bromide
ortho-bromobenzaldehyde
1-(2-bromophenyl)propan-1-ol
Conditions | Yield |
---|---|
Stage #1: ethylmagnesium bromide; ortho-bromobenzaldehyde In tetrahydrofuran at -70 - 20℃; for 6h; Stage #2: With water; ammonium chloride In tetrahydrofuran | 100% |
In diethyl ether at 0 - 20℃; | 95% |
In tetrahydrofuran; diethyl ether at -78 - 0℃; Inert atmosphere; | 81% |
ethylmagnesium bromide
6H-benzo[c]thiochromen-6-one
10-Ethyl-10H-9-thia-phenanthren-10-ol
Conditions | Yield |
---|---|
In tetrahydrofuran for 0.5h; Heating; | 100% |
ethylmagnesium bromide
(S)-2-[(4R,5S,6S)-2,2-Di-tert-butyl-6-((S)-1-[1,3]dithiolan-2-yl-ethyl)-5-methyl-[1,3,2]dioxasilinan-4-yl]-propionaldehyde
(R)-2-[(4S,5S,6S)-2,2-Di-tert-butyl-6-((S)-1-[1,3]dithiolan-2-yl-ethyl)-5-methyl-[1,3,2]dioxasilinan-4-yl]-pentan-3-ol
Conditions | Yield |
---|---|
In diethyl ether at -78℃; for 2.5h; | 100% |
ethylmagnesium bromide
(3aS,7R,7aS)-7-Methoxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-one
3-[(R)-((4S,5S)-5-Hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-methoxy-methyl]-pentan-3-ol
Conditions | Yield |
---|---|
In tetrahydrofuran at 0℃; Alkylation; | 100% |
ethylmagnesium bromide
N-methoxy-N-methyl-4-(1H-pyrrol-1-yl)butanamide
6-(1H-pyrrol-1-yl)hexan-6-one
Conditions | Yield |
---|---|
In diethyl ether at 18℃; for 2h; | 100% |
Stage #1: ethylmagnesium bromide; N-methoxy-N-methyl-4-(1H-pyrrol-1-yl)butanamide In diethyl ether at 18℃; for 1h; Stage #2: With potassium hydrogensulfate In diethyl ether at -40℃; for 0.1h; Further stages.; | 95% |
In diethyl ether at 18℃; for 1h; Grignard reaction; | |
In tetrahydrofuran at 0 - 20℃; for 2.5h; Inert atmosphere; Schlenk technique; | |
In diethyl ether at 0℃; for 1h; Inert atmosphere; Sealed tube; | 7.09 g |
ethylmagnesium bromide
(E)-2-methyl-1,3-diphenyl-2-(p-tolylsulfinyl)aziridine
Conditions | Yield |
---|---|
In tetrahydrofuran at -78 - 20℃; Metallation; | 100% |
ethylmagnesium bromide
5-tert-butyldimethylsilyloxypentanal
Conditions | Yield |
---|---|
100% | |
Stage #1: ethylmagnesium bromide; 5-tert-butyldimethylsilyloxypentanal In diethyl ether at 0℃; for 0.5h; Inert atmosphere; Stage #2: With hydrogenchloride In diethyl ether; water Inert atmosphere; | |
In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; |
5-bromo-3,4-dihydro-2H-pyran
ethylmagnesium bromide
5-ethyl-3,4-dihydropyran
Conditions | Yield |
---|---|
With 1,2-bis(diphenylphosphino)ethane nickel(II) chloride In tetrahydrofuran | 100% |
ethylmagnesium bromide
2,2'-(2,3-dimethoxy-1,4-phenylene)bis(4,4-dimethyl-2-oxazoline)
2,2'-(2,3-diethyl-1,4-phenylene)bis(4,4-dimethyl-2-oxazoline)
Conditions | Yield |
---|---|
In tetrahydrofuran at 20℃; for 2h; | 100% |
In tetrahydrofuran; water | 1.98 g (100%) |
ethylmagnesium bromide
Conditions | Yield |
---|---|
In tetrahydrofuran at 0 - 22℃; | 100% |
ethylmagnesium bromide
2-((tert-butyl(diphenyl)silyl)oxy)acetic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: ethylmagnesium bromide; 2-((tert-butyl(diphenyl)silyl)oxy)acetic acid ethyl ester With titanium(IV) isopropylate In tetrahydrofuran at 20℃; for 12h; Stage #2: With ammonium chloride In tetrahydrofuran | 100% |
Stage #1: ethylmagnesium bromide; 2-((tert-butyl(diphenyl)silyl)oxy)acetic acid ethyl ester With titanium(IV) isopropylate In tetrahydrofuran at 20℃; Stage #2: With water In tetrahydrofuran | 97% |
With titanium(IV) isopropylate In tetrahydrofuran at -10 - 25℃; for 5h; Kulinkovich cyclopropanation; | 80% |
IUPAC Name: Magnesium ethane bromide
Synonyms of Magnesium, bromoethyl- (CAS NO.925-90-6): Bromoethylmagnesium ; Bromo(ethyl)magnesium
Molecular Structure:
Molecular Formula: C2H5BrMg
Molecular Weight: 133.27
CAS NO: 925-90-6
EINECS: 213-127-3
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 1
Polar Surface Area: 0 Å2
Melting point: -116.3°C
Boiling Point: 34.6°C
Density: 1.02 g/mL at 25 °C
Flash Point: <−30 °F
Storage temp: water-free area
Sensitive: Air & Moisture Sensitive
Appearance: dark brown solution
Product Categories of Magnesium, bromoethyl- (CAS NO.925-90-6): Classes of Metal Compounds;Grignard Reagents;Grignard Reagents & Alkyl Metals;Mg (Magnesium) Compounds;Synthetic Organic Chemistry;Typical Metal Compounds;AlkylChemical Synthesis;Grignard Reagents;Organic Bases;Organometallic Reagents;Synthetic Reagents
SMILES: Br[Mg]CC
InChI: InChI=1/C2H5.BrH.Mg/c1-2;;/h1H2,2H3;1H;/q;;+1/p-1/rC2H5BrMg/c1-2-4-3/h2H2,1H3
InChIKey: TWTWFMUQSOFTRN-QJSJVVHYAJ
Std. InChI: InChI=1S/C2H5.BrH.Mg/c1-2;;/h1H2,2H3;1H;/q;;+1/p-1
Std. InChIKey: TWTWFMUQSOFTRN-UHFFFAOYSA-M
Safety Information of Magnesium, bromoethyl- (CAS NO.925-90-6):
Hazard Codes: F+F ,C
Risk Statements: 12-14/15-19-22-34-66-67-40-11
R11: Highly flammable.
R12: Extremely flammable.
R14/15: Reacts violently with water, liberating extremely flammable gases
R19: May form explosive peroxides.
R21/22: Harmful in contact with skin and if swallowed.
R34: Causes burns.
R66: Repeated exposure may cause skin dryness or cracking.
R67: Vapours may cause drowsiness and dizziness.
R4: Forms very sensitive explosive metallic compounds.
Safety Statements: 16-26-36/37/39-43-45-7/8-27
S16: Keep away from sources of ignition.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection.
S43: In case of fire use ... (there follows the type of fire-fighting equipment to be used.)
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S7/8: Keep container tightly closed and dry.
S27: Take off immediately all contaminated clothing.
RIDADR: UN 3399 4.3/PG 1
WGK Germany: 1
F: 1-3-10
HazardClass: 4.3
PackingGroup: I
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Vapors can travel to a source of ignition and flash back. Water Reactive. Material will react with water and may release a flammable and/or toxic gas. Extremely flammable liquid and vapor. Containers may explode in the heat of a fire.
Extinguishing Media: Do NOT use carbon dioxide. Use dry chemical to fight fire. DO NOT USE WATER
Handling: Use spark-proof tools and explosion proof equipment. Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Handle under an inert atmosphere. Do not allow contact with water. Use only in a chemical fume hood.
Storage: Store in a tightly closed container. Store in a dry area. Flammables-area. Corrosives area. Water free area. Store under an inert atmosphere. Store at room temperature.
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