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Chemical Structure| 2536-35-8 Chemical Structure| 2536-35-8
Chemical Structure| 2536-35-8

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Bohman, Björn ; Bersch, Aylin J ; Flematti, Gavin R ; Schlüter, Philipp M ;

Abstract: To prepare very-long-chain fatty acids and alkenes (VLCFAs and VLC alkenes) that are known pollinator attractants for sexually deceptive orchids, and biosynthetic precursors thereof, we applied a methodology allowing us to prepare monounsaturated VLCFAs with chain lengths up to 28 carbons and VLC alkenes up to 31 carbons. We implemented a coupling reaction between commercially available terminal alkynes and bromoalkanoic acids to prepare VLCFAs, allowing the products to be formed in two steps. For VLC alkenes, with many alkyltriphenylphosphonium bromides commercially available, we applied a approach to prepare (Z)-confgured monoenes in a single step. Using practical methods not requiring special reagents or equipment, we obtained 11 VLCFAs in > 90% isomeric purity, and 17 VLC alkenes in > 97% isomeric purity. Such general and accessible synthetic methods are essential for chemical ecology and biochemistry research to aid researchers in unambiguously identifying isolated semiochemicals and their precursors.

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Product Details of 16-Bromohexadecanoic acid

CAS No. :2536-35-8
Formula : C16H31BrO2
M.W : 335.32
SMILES Code : O=C(O)CCCCCCCCCCCCCCCBr
MDL No. :MFCD00040779
InChI Key :PFNCOYVEMJYEED-UHFFFAOYSA-N
Pubchem ID :620397

Safety of 16-Bromohexadecanoic acid

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315
Precautionary Statements:P280
 

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