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6138-90-5 - Geranyl bromide, 96% - 3,7-Dimethyl-2,6-octadienyl bromide - A14093 - Alfa Aesar

A14093 Geranyl bromide, 96%

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

Größe Preis ($) Menge Verfügbarkeit
5g 44,81
25g 143,17
100g 478,95
Zum Warenkorb hinzufügen Zur Angebotsanfrage hinzufügen Artikel anzeigen

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
Sensitivität
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): H318-H315-H335-H227

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

Sicherheitshinweise: P210-P261-P280-P305+P351+P338-P304+P340-P310-P362-P312-P405-P501a

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Avoid breathing dust/fume/gas/mist/vapours/spray. Wear protective gloves/protective clothing/eye protection/face protection. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. Immediately call a POISON CENTER or doctor/physician. Take off contaminated clothing and wash before reuse. Call a POISON CENTER or doctor/physician if you feel unwell. 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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