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419613

Sigma-Aldrich

2-Methyl-1-propenylmagnesium bromide solution

0.5 M in THF

Synonym(s):

(2-Methylpropenyl)magnesium bromide, 2,2-Dimethylvinylmagnesium bromide, Isobutenylmagnesium bromide

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About This Item

Linear Formula:
(CH3)2C=CHMgBr
CAS Number:
38614-36-7
Molecular Weight:
159.31
MDL number:
MFCD00209600
UNSPSC Code:
12352103
PubChem Substance ID:
24866265
NACRES:
NA.22

Quality Level

100

reaction suitability

reaction type: Grignard Reaction

concentration

0.5 M in THF

density

0.952 g/mL at 25 °C

SMILES string

C\C(C)=C\[Mg]Br

InChI

1S/C4H7.BrH.Mg/c1-4(2)3;;/h1H,2-3H3;1H;/q;;+1/p-1

InChI key

BKVIQODYSREJQH-UHFFFAOYSA-M

Related Categories

General description

2-Methyl-1-propenylmagnesiumbromide is a heterocyclic organic compound. It is used as a Grignard reagent in chemical synthesis.

Application

Used in a study of a palladium-catalyzed coupling with aryl tosylates.
Used in a synthesis of (2S,3S)-3′-fluoroisoleucine.

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2 - Flam. Liq. 2 - Skin Corr. 1B - STOT SE 3 - Water-react 2

Target Organs

Respiratory system

Supplementary Hazards

EUH014,EUH019

Storage Class Code

4.3 - Hazardous materials which set free flammable gases upon contact with water

WGK

WGK 3

Flash Point(F)

5.0 °F - closed cup

Flash Point(C)

-15 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

PRTR

Class I Designated Chemical Substances

FSL

Group 3: Spontaneously combustible substances and water- reactive materials
Materials containing Organometallic compounds
Hazardous rank I
1st spontaneously combustible materials and water reactive materials

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

419613-800ML:4548173148205
419613-100ML:4548173148199
419613-BULK:
419613-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
73196DJV
73196DJ
05121PH
00913LE
00211LE

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Michael E Limmert et al.
The Journal of organic chemistry, 70(23), 9364-9370 (2005-11-05)
[Reaction: see text]. Aryl and alkenyl tosylates are easily prepared, inexpensive and, thus, attractive for transition-metal-catalyzed couplings, but their reactivity is low. We report examples of mild, palladium-catalyzed coupling of aryl, alkenyl, and alkyl Grignard reagents with aryl and alkenyl
Jean-Damien Charrier et al.
Organic & biomolecular chemistry, 2(5), 797-802 (2004-02-27)
The fluorinated amino acid, (2S,3S)-3'-fluoroisoleucine 3, has been synthesised by a route involving stereoselective cuprate or photochemical addition to the compound 4, derived in turn from (2S)-pyroglutamic acid. This provides a reporter group for the hydrophobic amino acid (2S)-isoleucine for

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