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A14093 Geranyl bromide, 96%

CAS-Nummer
6138-90-5
Synonyme
3,7-Dimethyl-2,6-octadienyl bromide

Stock No. Größe Preis ($) Menge Verfügbarkeit
A14093-06 5g 44,00
A14093-14 25g 143,00
A14093-22 100g 451,00
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Geranyl bromide, 96%

MDL
MFCD00000243
EINECS
228-123-7

Chemische Eigenschaften

Formel
C10H17Br
Molmasse
217.16
Siedepunkt
99-101°/10mm
Flammpunkt
95°(203°F)
Dichte
1.094
Brechungsindex
1.5040
Storage & Sensitivity
Keep Cold. Light Sensitive.
Löslichkeit
Immiscible with water.

Anwendungen

Geranyl bromide is used for the preparation of 3,7-dihydroxyflavone derivatives and baicalein. It is also involved in the synthesis of potential flavonoidic modulators of P-glycoprotein activity. Further, it reacts with benzenesulfinic acid to prepare geranyl phenyl sulfone. In addition to this, it takes part in the palladium catalyzed cross coupling with aryl and alkenylgold(I) phosphanes.

Bemerkungen

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

Literaturverweise

Terpene building block.

The Horner reaction with Methyl­diphenyl­phosphine oxide, A11484, provides a convenient access to the natural product (3Z,6E)-ɑ-farnesene, greatly superior to earlier multistep approaches: J. Org. Chem., 60, 6211 (1995):

Schmidt, J.; Adrian, J.; Stark, C. B. W. Short and highly efficient synthesis of lipid peroxidation inhibitor pyrrolostatin and some analogues thereof. Org. Biomol. Chem. 2015, 13 (30), 8173-8176.

Xu, L.; Liu, Z.; Dong, W.; Song, J.; Miao, M.; Xu, J.; Ren, H. Copper-free arylation of 3,3-disubstituted allylic halides with triazene-softened aryl Grignard reagents. Org. Biomol. Chem. 2015, 13 (22), 6333-6337.

GHS Gefahren- und Sicherheitshinweise

Gefahrenhinweise (EU): H227-H315-H318-H335

Combustible liquid. Causes skin irritation. Causes serious eye damage. May cause respiratory irritation.

Sicherheitshinweise: P210u-P261-P280a-P305+P351+P338-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves and eye/face protection. 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.

Weitere Referenzen

Beilstein
1422412
Harmonized Tariff Code
2903.39
TSCA
Yes

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