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870-63-3 - 1-Bromo-3-methyl-2-butene, 90+%, stab. with silver - 3,3-Dimethylallyl bromide - Prenyl bromide - A13388 - Alfa Aesar

A13388 1-Bromo-3-methyl-2-butene, 90+%, stab. with silver

Numéro de CAS
870-63-3
Synonymes
3,3-Dimethylallyl bromide
Prenyl bromide

Conditionnement Prix ($) Quantité Disponibilité
10g 33,10
50g 141,00
250g 679,00
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1-Bromo-3-methyl-2-butene, 90+%, stab. with silver

MDL
MFCD00000242
EINECS
212-799-5

Propriétés chimiques

Formule
C5H9Br
Poids moleculaire
149.03
Point d'ébullition
135°
Point d'éclair
32°(90°F)
Densité
1.281
Indice de réfraction
1.4895
Sensibilité
Light Sensitive
Solubilité
Immiscible with water

Applications

1-Bromo-3-methyl-2-butene is considered as a source of 3,3-dimethylallyl group and used in the preparation of natural products. It is also employed in the synthesis of base-modified pyrimidine nucleosides. Further, it is used in the preparation of (±)-eldanolide, 1-(3,3-dimethylallyl)-L-tryptophan and (±)-fumagillin, an antibiotic isolated from Aspergillus fumigattus.

Notes

Store in a cool place. Incompatible with strong oxidizing agents and strong bases

Références bibliographiques

3,3-Dimethylallyl (prenyl) building block group, useful in terpene synthesis. For use as an alkylating agent, see, e.g.: Org. Synth. Coll., 8, 381 (1993).

In the presence of the hindered base lithium 2,2,6,6-tetramethylpiperidide (LTMP) forms a carbenoid species which reacts with alkenes to provide vinylcyclopropenes: Synlett, 647 (1991):

Fujii, S.; Shimizu, A.; Takeda, N.; Oguchi, K.; Katsurai, T.; Shirakawa, H.; Komai, M.; Kagechika, H. Systematic synthesis and anti-inflammatory activity of µ-carboxylated menaquinone derivatives-Investigations on identified and putative vitamin K2 metabolites. Bioorg. Med. Chem. 2015, 23 (10), 2344-2352.

Inagaki, R.; Ninomiya, M.; Tanaka, K.; Koketsu, M. Synthesis, Characterization, and Antileukemic Properties of Naphthoquinone Derivatives of Lawsone. ChemMedChem 2015, 10 (8), 1413-1423.

Mentions de danger et de prudence du SGH

Mentions de danger (UE): H226-H314-H318

Flammable liquid and vapour. Causes severe skin burns and eye damage. Causes serious eye damage.

Mentions de prudence: P210-P260u-P303+P361+P353-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. IF ON SKIN (or hair): Remove/Take off immediately all contaminated clothing. Rinse skin with water/shower. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Store locked up. Dispose of contents/container in accordance with local/regional/national/international regulations.

Autres références

Beilstein
1420778
Classe de danger
8
Groupe d'emballage
II
Code tarifaire harmonisé
2903.39
TSCA
Yes

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    3-Methyl-2-buten-1-ol, 98+%

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