| Identification | More | [Name]
ETHYLMAGNESIUM BROMIDE | [CAS]
925-90-6 | [Synonyms]
ETHYLMAGNESIUM BROMIDE
bromoethyl-magnesiu
ethvlmagnesiumbromide
bromoethylmagnesium
Ethylmagnesium
ETHYLMAGNESIUM BROMIDE SOLUTION, ~3 M IN
ETHYLMAGNESIUM BROMIDE, 1.0M SOLUTION IN TETRAHYDROFURAN
ETHYLMAGNESIUM BROMIDE, 3.0M SOLUTION IN DIETHYL ETHER
ETHYLMAGNESIUM BROMIDE, 1.0M SOLUTION IN TERT-BUTYL METHYL ETHER
ETHYLMAGNESIUM BROMIDE SOLUTION,
ETHYLMAGNESIUM BROMIDE 1M SOLUTION IN TERT-BUTYL METHYL ETHER
Ethylmagnesium Bromide 1.0 M In Methyl t-Butyl Ether
Ethylmagnesium Bromide 1.0 M In Tetrahydrofuran
Ethylmagnesium Bromide 3.0 M In Diethyl Ether
Ethylmagnesium Bromide 3.0 M In n-Butyl Ether
Ethylmagnesiumbromide,3Minether
Ethylmagnesium bromide, 1M solution in THF
Ethylmagnesium bromide, 3M in Diethyl ether
Magnesium, bromoethyl-
ethylmagnesium bromide, 3m in ether, packaged under argon in resealable chemseal | [EINECS(EC#)]
213-127-3 | [Molecular Formula]
C2H5BrMg | [MDL Number]
MFCD00000043 | [Molecular Weight]
133.27 | [MOL File]
925-90-6.mol |
| Chemical Properties | Back Directory | [Appearance]
Dark brown solution | [Melting point ]
-116.3°C | [Boiling point ]
34.6°C | [density ]
1.02 g/mL at 25 °C
| [Fp ]
<−30 °F
| [storage temp. ]
water-free area | [solubility ]
Miscible in alcohols, ketones, esters, ethers, hydrocarbons. | [form ]
Solution | [color ]
Pale yellow to brown | [Water Solubility ]
Reacts with water. | [Sensitive ]
Air & Moisture Sensitive | [BRN ]
3587203 | [Exposure limits]
ACGIH: TWA 400 ppm; STEL 500 ppm
OSHA: TWA 400 ppm(1200 mg/m3)
NIOSH: IDLH 1900 ppm | [InChI]
InChI=1S/C2H5.BrH.Mg/c1-2;;/h1H2,2H3;1H;/q;;+1/p-1 | [InChIKey]
TWTWFMUQSOFTRN-UHFFFAOYSA-M | [SMILES]
C(C)[Mg]Br | [Uses]
Grignard-type reactions. | [CAS DataBase Reference]
925-90-6(CAS DataBase Reference) | [EPA Substance Registry System]
Magnesium, bromoethyl- (925-90-6) |
| Safety Data | Back Directory | [Symbol(GHS) ]
   
GHS02,GHS05,GHS07,GHS08 | [Signal word ]
Danger | [Hazard statements ]
H224-H361-H371-H372-H303-H318-H225-H250-H260-H314-H261-H302-H335-H351-H336 | [Precautionary statements ]
P201-P202-P233-P240-P241+P242+P243-P260-P264-P270-P271-P301+P330+P331+P310-P303+P361+P353+P310+P363-P304+P340+P310-P305+P351+P338+P310-P308+P313-P335+P334-P308+P311-P210-P222-P223-P231+P232-P370+P378-P422-P280-P305+P351+P338-P310-P402+P404-P403+P235-P261-P303+P361+P353-P405-P501a | [Hazard Codes ]
F+,C,F | [Risk Statements ]
R12:Extremely Flammable.
R14/15:Reacts violently with water, liberating extremely flammable gases .
R19:May form explosive peroxides.
R22:Harmful if swallowed.
R34:Causes burns.
R66:Repeated exposure may cause skin dryness or cracking.
R67:Vapors may cause drowsiness and dizziness.
R40:Limited evidence of a carcinogenic effect.
R11:Highly Flammable.
R14:Reacts violently with water. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking .
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 ... (indicate in the space the precise type of fire-fighting equipment. If water increases the risk add-Never use water) .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where 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
| [RTECS ]
LU5950000 | [F ]
1-3-10 | [TSCA ]
Yes | [REACH Registrations]
Active | [HazardClass ]
4.3 | [PackingGroup ]
I | [HS Code ]
29319090 | [Storage Class]
4.3 - Hazardous materials which set free flammable gases upon contact with water | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 2
Skin Corr. 1B
STOT SE 3
Water-react 1 |
| Hazard Information | Back Directory | [Hazard]
Flammable, dangerous fire risk. | [Chemical Properties]
dark brown solution | [Application]
Ethylmagnesium bromide is a Grignard reagent widely used in organic chemical synthesis. It can be employed in the following chemical reactions:
(1) The cleavage effect on pentafluorophenylphosphine bonds and sulphur bonds: Reactions between tri(pentafluorophenyl)phosphine and bis(pentafluorophenyl)sulphide with ethylmagnesium bromide yield products indicating the pentafluorophenyl group detaches from both phosphorus and sulphur[1].
(2) Reaction with unsaturated organotin compounds to form saturated compounds: Its reaction with tri-n-butylstannylacetylene in diethyl ether removes ethane, ethylene, acetylene, and ethylacetylene, yielding ethyl tri-n-butylstannyl and bis-1,2-tri-n-butylstannyl ethane[2].
(3) Facilitating selective transformation of cyclopropyl groups: In the case of the tetrahydrofuran-protected racemic diethyl malonate 1, selective conversion of the cyclopropyl group is achieved via a reductive cyclopropanation reaction using ethylmagnesium bromide in the presence of tetrahydrofuran. This ultimately enables the isolation of the ethoxycarbonyl group from diethyl malonate[3]. | [Preparation]
Ethylmagnesium bromide is commercially available, usually as a solution in diethyl ether or tetrahydrofuran. It may be prepared in the normal manner of Grignard reagents — by reacting bromoethane with magnesium in diethyl ether:
EtBr + Mg → EtMgBr | [Reactions]
Ethylmagnesium bromide reacts with water to produce ethane.
CH3CH2MgBr+H2O→CH3-CH3+Mg(OH)Br | [General Description]
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product, 1.0 M in 2-methyltetrahydrofuran aligns with Safer Solvents and Auxiliaries, Use of Renewable Feedstocks and Inherently Safer Chemistry for Accident Prevention. Click here for more information. | [reaction suitability]
reaction type: Grignard Reaction | [References]
[1] STEPHEN A. SICREE Christ T. Cleavage of pentafluorophenyl-phosphorus and -sulfur bonds by ethylmagnesium bromide[J]. Journal of Fluorine Chemistry, 1992, 59 2: Pages 269-273. https://doi.org/10.1016/S0022-1139(00)82419-7.
[2] A. N. NESMEYANOV I. S S A E BORISOV. ChemInform Abstract: REACTIONS OF ETHYLMAGNESIUM BROMIDE WITH SOME UNSATURATED ORGANOTIN COMPOUNDS[J]. ChemInform, 1976, 7 4. https://doi.org/10.1002/chin.197604258.
[3] ANDREI V. BEKISH Oleg G K. Differentiation between the ethoxycarbonyl groups in diethyl malate via their titanium-catalyzed reductive cyclopropanation with ethylmagnesium bromide and subsequent site-selective three-carbon ring cleavage[J]. Tetrahedron Letters, 2005, 46 41: Pages 6975-6978. https://doi.org/10.1016/j.tetlet.2005.08.076. |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
|