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Ethylmagnesium bromide

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Name

Ethylmagnesium bromide

EINECS 213-127-3
CAS No. 925-90-6 Density 1.02g/mLat 25°C
PSA 0.00000 LogP 1.81950
Solubility Reacts with water. Melting Point -116.3 °C
Formula C2H5BrMg Boiling Point 34.6°C
Molecular Weight 133.271 Flash Point -40 °C
Transport Information UN 3399 4.3/PG 1 Appearance dark brown solution
Safety 16-26-36/37/39-43-45-7/8-27 Risk Codes 12-14/15-19-22-34-66-67-40-11-14
Molecular Structure Molecular Structure of 925-90-6 (ETHYLMAGNESIUM BROMIDE) Hazard Symbols HighlyF+,CorrosiveC,FlammableF
Synonyms

Ethylmagnesiumbromide (6CI);Bromoethylmagnesium;

Article Data 89

Ethylmagnesium bromide Synthetic route

74-96-4

ethyl bromide

925-90-6

ethylmagnesium bromide

Conditions
ConditionsYield
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;
106-93-4

ethylene dibromide

925-90-6

ethylmagnesium bromide

Conditions
ConditionsYield
With magnesium In tetrahydrofuran at 20℃; for 4h; Inert atmosphere;83%
993-84-0

pentaethyldigermane

110-05-4

di-tert-butyl peroxide

A

52119-02-5

tetraethyldigermane

B

79411-55-5

((CH3CH2)2Ge)4

C

925-90-6

ethylmagnesium bromide

D

13937-05-8

octaethyltrigermane

Conditions
ConditionsYield
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%

bromomagnesium tetraethylborate tetrahydrofuran complex

A

97-94-9

triethyl borane

B

925-90-6

ethylmagnesium bromide

Conditions
ConditionsYield
In diethyl ether Et4BMgBr*4THF in ether stirred at 25°C for 6 h; not isolated; detected by NMR;A 20%
B 20%
74-96-4

ethyl bromide

86901-19-1

9,10-dihydro-9,10-anthracendiyl-tris(THF)magnesium

A

605-82-3

9-ethyl-9,10-dihydroanthracene

B

46868-29-5

9,10-diethyl-9,10-dihydro-anthracene

C

94960-49-3

1,2-Diaethyl-1,2-dihydro-anthracen

D

925-90-6

ethylmagnesium bromide

E

126694-96-0

2-ethyl-1,2-dihydroanthracene

F

126694-84-6

1,4-Diethyl-1,4-dihydro-anthracene

Conditions
ConditionsYield
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;
74-96-4

ethyl bromide

86901-19-1

9,10-dihydro-9,10-anthracendiyl-tris(THF)magnesium

A

605-82-3

9-ethyl-9,10-dihydroanthracene

B

46868-29-5

9,10-diethyl-9,10-dihydro-anthracene

C

925-90-6

ethylmagnesium bromide

D

126694-96-0

2-ethyl-1,2-dihydroanthracene

Conditions
ConditionsYield
In diethyl ether for 16h; Ambient temperature; Further byproducts given. Yields of byproduct given. Title compound not separated from byproducts;
74-96-4

ethyl bromide

A

605-82-3

9-ethyl-9,10-dihydroanthracene

B

46868-29-5

9,10-diethyl-9,10-dihydro-anthracene

C

925-90-6

ethylmagnesium bromide

D

126694-96-0

2-ethyl-1,2-dihydroanthracene

Conditions
ConditionsYield
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;
60-29-7

diethyl ether

41141-89-3

triethyllead bromide

magnesium copper-alloy

magnesium copper-alloy

A

925-90-6

ethylmagnesium bromide

B

78-00-2

tetraethyllead(IV)

C

lead

lead

60-29-7

diethyl ether

41141-89-3

triethyllead bromide

magnesium

magnesium

A

925-90-6

ethylmagnesium bromide

B

78-00-2

tetraethyllead(IV)

C

lead

lead

74-96-4

ethyl bromide

7439-95-4

magnesium

925-90-6

ethylmagnesium bromide

Conditions
ConditionsYield
In diethyl ether at 20 - 30℃;

Ethylmagnesium bromide Chemical Properties

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

Ethylmagnesium bromide Safety Profile

Safety Information of  Magnesium, bromoethyl- (CAS NO.925-90-6):
Hazard Codes: HighlyF+F ,CorrosiveC
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

Ethylmagnesium bromide Specification

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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