Geranyl bromide, 96%, Thermo Scientific Chemicals
Geranyl bromide, 96%, Thermo Scientific Chemicals
Thermo Scientific Chemicals

Geranyl bromide, 96%, Thermo Scientific Chemicals

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Quantity:
25 g
5 g
100 g
Catalog number A14093.14
also known as A14093-14
Price (USD)/ Each
167.65
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186.00 
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Quantity:
25 g
Request bulk or custom format
Price (USD)/ Each
167.65
Online exclusive
186.00 
Save 18.35 (10%)
Add to cart
Geranyl bromide, 96%, Thermo Scientific Chemicals
Catalog numberA14093.14
Price (USD)/ Each
167.65
Online exclusive
186.00 
Save 18.35 (10%)
-
Add to cart
Chemical Identifiers
CAS6138-90-5
IUPAC Name(6E)-8-bromo-2,6-dimethylocta-2,6-diene
Molecular FormulaC10H17Br
InChI KeyJSCUZAYKVZXKQE-JXMROGBWSA-N
SMILESCC(C)=CCCC(C)=CCBr
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)Clear, colourless to yellow
Formliquid
Assay (Titration ex Bromide)>95.0%
Proton NMRConforms to structure
Refractive Index1.5010-1.5070
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.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

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.

Solubility
Immiscible with water.

Notes
Store in a cool place. Incompatible with strong oxidizing agents.
RUO – Research Use Only

General References:

  1. Terpene building block.
  2. The Horner reaction with Methyl diphenyl phosphine 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):
  3. 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.
  4. 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.