Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

419591

Sigma-Aldrich

3-Butenylmagnesium bromide solution

0.5 M in THF

Synonym(s):

1-(Bromomagnesium)-3-butene, 1-Buten-4-ylmagnesium bromide, Bromo(but-3-enyl)magnesium, Bromo-3-buten-1-ylmagnesium

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

About This Item

Linear Formula:
H2C=CHCH2CH2MgBr
CAS Number:
7103-09-5
Molecular Weight:
159.31
MDL number:
MFCD00209554
UNSPSC Code:
12352103
PubChem Substance ID:
24866263
NACRES:
NA.22

reaction suitability

reaction type: Grignard Reaction

concentration

0.5 M in THF

bp

65 °C

density

0.937 g/mL at 25 °C

SMILES string

Br[Mg]CCC=C

InChI

1S/C4H7.BrH.Mg/c1-3-4-2;;/h3H,1-2,4H2;1H;/q;;+1/p-1

InChI key

SMLLHQBZPPSOSR-UHFFFAOYSA-M

Related Categories

Application

Synthetic building block that can undergo ring-formation reactions facilitated by ruthenium catalysts.
Used in a key diastereoselective step in the synthesis of (–)-muricatacin from L-tartaric acid.

Signal Word

Danger

Hazard Classifications

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

Target Organs

Central nervous system, Respiratory system

Supplementary Hazards

EUH018,EUH019

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

-22.0 °F - closed cup

Flash Point(C)

-30 °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

Aleksandar Ivkovic et al.
Organic letters, 6(8), 1221-1224 (2004-04-09)
The combination of alkene metathesis and beta-fragmentation offers an efficient entry into (Z)-configured medium-ring cycloalkenes. The versatility of this method is demonstrated by the total synthesis of Periplanone C, a semiochemical of Periplaneta americana. [reaction: see text]
Tetrahedron Asymmetry, 17, 2465-2465 (2006)
Jehrod B Brenneman et al.
Organic letters, 6(8), 1329-1331 (2004-04-09)
A concise synthesis of the potent nAChR agonist (+)-anatoxin-a (1) has been completed in a series of only nine chemical operations and 27% overall yield from commercially available D-methyl pyroglutamate (4). The synthesis features a novel procedure for the diastereoselective
Toshio Honda et al.
Organic letters, 6(1), 87-89 (2004-01-03)
[reaction: see text] A diastereoselective total synthesis of securinine in optically pure form was achieved by employing ring-closing metathesis of the corresponding dienyne compound as a key step.

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