Skip to Content
Merck
All Photos(1)

Documents

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Enantioselective Oxy-Heck--Matsuda Arylations: Expeditious Synthesis of Dihydrobenzofuran Systems and Total Synthesis of the Neolignan (-)-Conocarpan
Silva AR, et al.
advanced synthesis and catalysis, 360(2), 346-365 (2018)
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service