Isopropenylmagnesium bromide supplier

Name
ISOPROPENYLMAGNESIUM BROMIDE
EINECS
CAS No. 13291-18-4
Article Data5
CAS DataBase
Density 0.94 g/mL at 20 °C
Solubility
Melting Point 102-104 °C
Formula C₃H₅BrMg
Boiling Point 67 °C
Molecular Weight 145.282
Flash Point -36 °F
Transport Information UN 3399 4.3/PG 1
Appearance
Safety 26-30-36/37/39-43-45-7/8
Risk Codes 11-14/15-34
Molecular Structure
Hazard Symbols
Synonyms Isopropenylmagnesiumbromide (6CI);Magnesium, bromoisopropenyl- (7CI,8CI);1-Methylvinylmagnesiumbromide;1-Propen-2-ylmagnesium bromide;Bromo(isopropenyl)magnesium;a-Methylvinylmagnesium bromide;
PSA 0.00000
LogP 1.91490

Synthetic route

: 557-93-7
2-bromoprop-1-ene

: 13291-18-4
isopropenylmagnesium bromide

Conditions

Conditions	Yield
With magnesium In tetrahydrofuran at -78℃;
With magnesium In tetrahydrofuran for 0.5h; Heating;
With magnesium In tetrahydrofuran
With magnesium In monoethylene glycol diethyl ether

: 13291-18-4
isopropenylmagnesium bromide

: 95-92-1
oxalic acid diethyl ester

: 50331-71-0
ethyl 3-methyl-2-oxobut-3-enoate

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether at -70℃; for 0.333333h;	100%
In tetrahydrofuran; diethyl ether at -60℃;	87%
In tetrahydrofuran; diethyl ether at -78℃; for 1.83333h; Inert atmosphere;	80%
In tetrahydrofuran; diethyl ether at -80℃;	3.75 g
In tetrahydrofuran; diethyl ether at -78℃;

: 13291-18-4
isopropenylmagnesium bromide

: 129940-50-7
(S)-tritylglycidol

: 206660-79-9
(S)-4-methyl-1-(trityloxy)pent-4-en-2-ol

Conditions

Conditions	Yield
With copper(l) iodide In tetrahydrofuran at -40 - -30℃; for 1h;	100%
Stage #1: isopropenylmagnesium bromide With copper(l) iodide In tetrahydrofuran at -78℃; for 0.5h; Stage #2: (S)-tritylglycidol In tetrahydrofuran at -40℃; for 2h; Further stages.;	100%
With copper(l) iodide In tetrahydrofuran at -30℃; for 1h; Ring cleavage; Grignard reaction;	99%
With copper(l) iodide In tetrahydrofuran at -30℃; for 1h;	99%

: 13291-18-4
isopropenylmagnesium bromide

: 63699-97-8
1,2:5,6-dianhydro-3,4-O-methylethylidene-L-iditol

: 387392-14-5
(1S)-1-{(4R,5R)-5-[(1S)-1-hydroxy-3-methyl-3-butenyl]-2,2-dimethyl-1,3-dioxolan-4-yl}-3-methyl-3-buten-1-ol

Conditions

Conditions	Yield
Stage #1: isopropenylmagnesium bromide With copper(l) iodide In tetrahydrofuran at -40℃; for 0.5h; Stage #2: 1,2:5,6-dianhydro-3,4-O-methylethylidene-L-iditol In tetrahydrofuran at -40 - -30℃; for 2h;	100%
With copper(l) iodide In tetrahydrofuran at -40℃; for 2h;	92%

: 13291-18-4
isopropenylmagnesium bromide

: 133384-09-5
1-<α-(Dibenzylamino)benzyl>benzotriazole

: N,N-dibenzyl-2-methyl-1-phenyl-2-propen-1-ylamine

Conditions

Conditions	Yield
In tetrahydrofuran; toluene at 50℃; for 2h; Inert atmosphere;	100%
In tetrahydrofuran; toluene at 50℃; for 2h;	86%

: 13291-18-4
isopropenylmagnesium bromide

: 14559-87-6
isopropenylboronic acid

Conditions

Conditions	Yield
Stage #1: isopropenylmagnesium bromide With Trimethyl borate In tetrahydrofuran at 20℃; for 2h; Stage #2: With hydrogenchloride; water In tetrahydrofuran at 0℃; for 0.25h;	100%
With Trimethyl borate In tetrahydrofuran at 20℃;	88%
With Trimethyl borate In tetrahydrofuran at 20℃; for 2h;	1.5 g

: 13291-18-4
isopropenylmagnesium bromide

: 500548-61-8
tert-butyl (2S)-2-(methoxyacetyl)indoline-1-carboxylate

A: (S)-2-((S)-1-Hydroxy-1-methoxymethyl-2-methyl-allyl)-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester

B: 500548-71-0
tert-butyl (2S)-2-[(1R)-1-hydroxy-1-(methoxymethyl)-2-methylallyl]indoline-1-carboxylate

Conditions

Conditions	Yield
In tetrahydrofuran at -78℃; for 0.25h; Grignard addition;	A n/a B 100%

...Expand

: 13291-18-4
isopropenylmagnesium bromide

: 350708-56-4
(1R,2R,5S,6S)-2,5-Bis-(4-methoxy-benzyloxy)-7-oxa-bicyclo[4.1.0]heptane

: (1S,2S,3S,6R)-2-Isopropenyl-3,6-bis-(4-methoxy-benzyloxy)-cyclohexanol

Conditions

Conditions	Yield
In tetrahydrofuran; diethyl ether at -10℃;	100%

: 817206-01-2
2-carbonyl-3-benzyl-5-hydropyridino[1,2-a]pyrimidin-4-one

: 13291-18-4
isopropenylmagnesium bromide

: 866611-15-6
3-benzyl-2-(1-hydroxy-2-methylprop-2-enyl)-4H-pyrido[1,2-a]pyrimidin-4-one

Conditions

Conditions	Yield
Stage #1: 2-carbonyl-3-benzyl-5-hydropyridino[1,2-a]pyrimidin-4-one; isopropenylmagnesium bromide In tetrahydrofuran at -78℃; for 2h; Stage #2: With water; ammonium chloride In tetrahydrofuran	100%

: 13291-18-4
isopropenylmagnesium bromide

: 146596-05-6
2-oxo-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-cyclohexyl ester

: 880815-57-6
(2S)-2-ethyl-2-hydroxy-3-methyl-but-3-enoic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester

Conditions

Conditions	Yield
Stage #1: isopropenylmagnesium bromide; 2-oxo-butyric acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenylethyl)-cyclohexyl ester In tetrahydrofuran at -78℃; for 0.833333h; Grignard Addition; Stage #2: With water; ammonium chloride In tetrahydrofuran	100%

: 455-19-6
4-Trifluoromethylbenzaldehyde

: 13291-18-4
isopropenylmagnesium bromide

: 1204403-36-0
1-[4-(trifluoromethyl)phenyl]-2-methylprop-2-en-1-ol

Conditions

Conditions	Yield
Stage #1: 4-Trifluoromethylbenzaldehyde; isopropenylmagnesium bromide In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; Stage #2: With ammonium chloride In tetrahydrofuran; water Inert atmosphere;	100%
In acetonitrile at 0 - 5℃; for 3h; Inert atmosphere;

: [4-(benzyloxy)phenyl](6-bromopyridin-3-yl)methanone

: 13291-18-4
isopropenylmagnesium bromide

: 1-[4-(benzyloxy)phenyl]-1-(6-bromopyridin-3-yl)-2-methylprop-2-en-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran for 0.0166667h;	100%

: 13291-18-4
isopropenylmagnesium bromide

: 7646-85-7
zinc(II) chloride

: 119441-91-7
prop-1-en-2-ylzinc(II) chloride

Conditions

Conditions	Yield
With lithium chloride In tetrahydrofuran Inert atmosphere;	100%
With N,N,N,N,-tetramethylethylenediamine In tetrahydrofuran at 20℃; for 0.166667h;

: 4746-97-8
cyclohexanedione monoethylene ketal

: 13291-18-4
isopropenylmagnesium bromide

: 8-(Prop-1-en-2-yl)-1,4-dioxaspiro[4.5]decan-8-ol

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 5℃; for 2h; Inert atmosphere;	100%
In tetrahydrofuran at 0 - 5℃; for 4h; Inert atmosphere;
In tetrahydrofuran at 5℃; for 2h;

: (S)-2-(benzyloxy)-1-(4-fluoro-3-methylphenyl)propan-1-one

: 13291-18-4
isopropenylmagnesium bromide

: (4S)-4-(benzyloxy)-3-(4-fluorophenyl)-2-methylpent-1-en-3-ol

Conditions

Conditions	Yield
In tetrahydrofuran; 2-methyltetrahydrofuran at 0℃; for 2h; Cooling with ice;	100%

: 13291-18-4
isopropenylmagnesium bromide

: (S,E)-3-(4-(furan-2-yl)but-2-enoyl)-4-phenyloxazolidin-2-one

: (S)-3-((R)-3-(furan-2-ylmethyl)-4-methylpent-4-enoyl)-4-phenyloxazolidin-2-one

Conditions

Conditions	Yield
Stage #1: isopropenylmagnesium bromide With copper(I) bromide dimethylsulfide complex In tetrahydrofuran at -78℃; for 1.16667h; Stage #2: (S,E)-3-(4-(furan-2-yl)but-2-enoyl)-4-phenyloxazolidin-2-one In tetrahydrofuran for 1h;	100%

: 329977-77-7
5-[[(2R)-oxiran-2-yl]methoxy]-1,3-benzodioxole

: 13291-18-4
isopropenylmagnesium bromide

: (R)-1-(benzo[d][1,3]dioxol-5-yloxy)-4-methylpent-4-en-2-ol

Conditions

Conditions	Yield
Stage #1: isopropenylmagnesium bromide With copper(II) iodide In tetrahydrofuran at -40℃; for 0.583333h; Inert atmosphere; Stage #2: 5-[[(2R)-oxiran-2-yl]methoxy]-1,3-benzodioxole In tetrahydrofuran at -40℃; for 2.5h;	100%

: 104-53-0
3-phenyl-propionaldehyde

: 13291-18-4
isopropenylmagnesium bromide

: 123718-22-9, 1836-38-0
(+/-)-2-methyl-5-phenylpent-1-en-3-ol

Conditions

Conditions	Yield
at 0 - 20℃; for 3h;	99%
In tetrahydrofuran at 0 - 20℃; for 3.5h; Inert atmosphere;	88%
In tetrahydrofuran at 0 - 20℃; for 3.5h; Inert atmosphere;	88%

: 111-71-7
heptanal

: 13291-18-4
isopropenylmagnesium bromide

: 52500-37-5
2-methyl-1-nonen-3-ol

Conditions

Conditions	Yield
In tetrahydrofuran for 0.5h; Ambient temperature;	99%
In tetrahydrofuran at 0℃;

: 13291-18-4
isopropenylmagnesium bromide

: 117416-13-4
6-(trimethylsilyl)-4-hexynal

: 74377-88-1
2-methyl-8-(trimethylsilyl)oct-1-en-6-yn-3-ol

Conditions

Conditions	Yield
In tetrahydrofuran at -5℃; for 1.5h;	99%
In tetrahydrofuran at 0℃; for 0.5h;

: 13291-18-4
isopropenylmagnesium bromide

: (+/-)-5-(2-methoxymethoxyethyl)-7-methylidene-cis-bicyclo<3.2.1>oct-3-en-2-one

: (1R*,4S*,5S*)-5-(2-methoxymethoxyethyl)-4-methylethenyl-7-methylidenebicyclo[3.2.1]octan-2-one

Conditions

Conditions	Yield
With N,N,N,N,N,N-hexamethylphosphoric triamide; chloro-trimethyl-silane; copper(I) bromide dimethylsulfide complex In tetrahydrofuran at -78℃; for 0.5h;	99%

: 13291-18-4
isopropenylmagnesium bromide

: 188730-08-7
(3S,4E)-3-{[tert-butyl(dimethyl)silyl]oxy}-4-methyl-5-(2-methyl-1,3-thiazol-4-yl)pent-4-en-1-al

: (E)-(S)-5-(tert-Butyl-dimethyl-silanyloxy)-2,6-dimethyl-7-(2-methyl-thiazol-4-yl)-hepta-1,6-dien-3-ol

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 1h; Grignard reaction;	99%

: 623-30-3
3-furan-2-yl-propenal

: 13291-18-4
isopropenylmagnesium bromide

: 1-(furan-2-yl)-4-methyl-penta-1,4-dien-3-ol

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 0.5h;	99%

: 5916-94-9
5-(furan-2-yl)-penta-2,4-dienal

: 13291-18-4
isopropenylmagnesium bromide

: 7-(furan-2-yl)-2-methyl-hepta-1,4,6-trien-3-ol

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 0.5h;	99%

: 3913-81-3
(E)-2-decenal

: 13291-18-4
isopropenylmagnesium bromide

: 1013890-31-7
2-methyl-dodeca-1,4-dien-3-ol

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 0.5h;	99%

: 86306-35-6
2E,4E-5,9-dimethyldeca-2,4-8-trienal

: 13291-18-4
isopropenylmagnesium bromide

: 2,7,11-trimethyl-dodeca-1,4,6,10-tetraen-3-ol

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 0.5h;	99%

: 952103-37-6
(R)-tert-butyldimethyl(4-(oxiran-2-yl)butoxy)silane

: 13291-18-4
isopropenylmagnesium bromide

: 1109114-99-9
C15H32O2Si

Conditions

Conditions	Yield
With copper(l) iodide In tetrahydrofuran at -78℃; for 1h; Inert atmosphere; optical yield given as %ee;	99%

: 13291-18-4
isopropenylmagnesium bromide

: 71031-03-3
(R)-phenyl glycidyl ether

: 1177441-30-3
(S)-4-methyl-1-phenoxypent-4-en-2-ol

Conditions

Conditions	Yield
Stage #1: isopropenylmagnesium bromide With copper(l) iodide In tetrahydrofuran at -30℃; for 0.25h; Stage #2: (R)-phenyl glycidyl ether In tetrahydrofuran at -30 - 20℃; for 3h;	99%

: 1198463-58-9
(S)-5-(oxiran-2-ylmethylthio)-1-phenyl-1H-tetrazole

: 13291-18-4
isopropenylmagnesium bromide

: 1198463-43-2
(S)-4-methyl-1-(1-phenyl-1H-tetrazol-5-ylthio)pent-4-en-2-ol

Conditions

Conditions	Yield
Stage #1: isopropenylmagnesium bromide With copper(l) iodide In tetrahydrofuran at -30℃; Inert atmosphere; Stage #2: (S)-5-(oxiran-2-ylmethylthio)-1-phenyl-1H-tetrazole In tetrahydrofuran at -30 - 0℃; Inert atmosphere;	99%
Stage #1: isopropenylmagnesium bromide With copper(l) iodide In tetrahydrofuran at -30℃; for 0.0833333h; Inert atmosphere; Stage #2: (S)-5-(oxiran-2-ylmethylthio)-1-phenyl-1H-tetrazole In tetrahydrofuran at -30 - 0℃; Inert atmosphere; regioselective reaction;	99%

: 98-01-1
furfural

: 13291-18-4
isopropenylmagnesium bromide

: 196879-17-1
(±)-1-(furan-2-yl)-2-methylprop-2-en-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 0.333333h; Inert atmosphere;	99%
Stage #1: furfural; isopropenylmagnesium bromide In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; Stage #2: With ammonium chloride In tetrahydrofuran; water Inert atmosphere;	90%

: 98-03-3
thiophene-2-carbaldehyde

: 13291-18-4
isopropenylmagnesium bromide

: 1245792-94-2
(±)-2-methyl-1-(thiophen-2-yl)prop-2-en-1-ol

Conditions

Conditions	Yield
In tetrahydrofuran at 0 - 20℃; for 0.333333h; Inert atmosphere;	99%
Stage #1: thiophene-2-carbaldehyde; isopropenylmagnesium bromide In tetrahydrofuran at 0℃; for 2h; Inert atmosphere; Stage #2: With ammonium chloride In tetrahydrofuran; water Inert atmosphere;	91%

Isopropenylmagnesium bromide Specification

The Isopropenylmagnesium bromide with its CAS register number is 13291-18-4. It also can be called as 1-Propen-2-ylmagnesium bromide and the systematic name about this chemical is bromo(prop-1-en-2-yl)magnesium. It belongs to the following product categories, such as Alkenyl, Grignard Reagents, Organometallic Reagents and so on.

When you are using this chemical, please be cautious about it as the following:
This chemical is highly flammable and it can reacts violently with water, also it can causes burns, contact with water liberates extremely flammable gases. When you are using it, wear suitable protective clothing, gloves and eye/face protection, keep container tightly closed and dry, and also never add water to this product. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice and in case of fire use ... (there follows the type of fire-fighting equipment to be used.), in addition, in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

You can still convert the following datas into molecular structure:
(1)SMILES: C\C([Mg]Br)=C
(2)InChI: InChI=1/C3H5.BrH.Mg/c1-3-2;;/h1H2,2H3;1H;/q;;+1/p-1/rC3H5BrMg/c1-3(2)5-4/h1H2,2H3
(3)InChIKey: LFTYALBVGVNGLI-FWGMBSJBAI
(4)Std. InChI: InChI=1S/C3H5.BrH.Mg/c1-3-2;;/h1H2,2H3;1H;/q;;+1/p-1
(5)Std. InChIKey: LFTYALBVGVNGLI-UHFFFAOYSA-M

Product Name

ISOPROPENYLMAGNESIUM BROMIDE

Synthetic route

Isopropenylmagnesium bromide Specification

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