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A14093 Geranyl bromide, 96%

CAS Number
6138-90-5
Synonyms
3,7-Dimethyl-2,6-octadienyl bromide

Stock No. Size Price ($) Quantity Availability
A14093-06 5g 45.30
A14093-14 25g 147.00
A14093-22 100g 465.00
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Geranyl bromide, 96%

MDL
MFCD00000243
EINECS
228-123-7

Chemical Properties

Formula
C10H17Br
Formula Weight
217.16
Boiling Point
99-101°/10mm
Flash Point
95°(203°F)
Density
1.094
Refractive Index
1.5040
Storage & Sensitivity
Keep Cold. Light Sensitive.
Solubility
Immiscible with water.

Applications

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.

Notes

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

Literature References

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 Hazard and Precautionary Statements

Hazard Statements: H227-H315-H318-H335

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

Precautionary Statements: P210-P235-P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P310-P312-P332+P313-P362-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep cool. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER or doctor/physician. Call a POISON CENTER or doctor/physician if you feel unwell. If skin irritation occurs: Get medical advice/attention. Take off contaminated clothing and wash before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Beilstein
1422412
Harmonized Tariff Code
2903.39
TSCA
Yes

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