1346267-01-3

Basic information

• Product Name: 1-bromo-(-)-menthyl propiolate
• Synonyms: 1-bromo-(-)-menthyl propiolate
• CAS NO: 1346267-01-3
• Molecular Weight: 287.197
• Mol File: 1346267-01-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 1-bromo-(-)-menthyl propiolate(CAS DataBase Reference)
• NIST Chemistry Reference: 1-bromo-(-)-menthyl propiolate(1346267-01-3)
• EPA Substance Registry System: 1-bromo-(-)-menthyl propiolate(1346267-01-3)

Safety Data

• Hazardous Substances Data: 1346267-01-3(Hazardous Substances Data)

Upstream product

• 65018-52-2 (1R,2S,5R)-2-isopropyl-5-methylcyclohexyl propiolate 

Relevant articles and documents

Platinum allenylidene complexes and formation of platinum and palladium acetonitrile alkynyl complexes

The platinum(0) complex [Pt(PPh3)4] reacts with brominated propargylic amides and esters in benzene by oxidative addition to give trans-[Br(PPh3)2Pt-C≡C-C(O)R] complexes whereas no reaction occurs when halogenated solvents (CH2Cl2, CHCl3) are used. The cis-ligands PPh3 can be replaced by P(iPr)3 and the bromide by trifluoroacetate. O-Alkylation of those trans-[X(PR′3)2Pt-C≡C-C(O)R] complexes (X = Br, CF3COO; R′ = Ph, iPr) derived from propargylic amides with MeOTf or [Me3O]BF4 in CH 2Cl2 gives the first cationic monoallenylidene complexes of platinum, trans-[X(PR′3)2PtC≡CC(OMe)NR 2]+Y- (Y = OTf, BF4). In contrast, trans-[Br(PPh3)2Pt-C≡C-C(O)OMenthyl] derived from a propargylic ester does not react with MeOTf in CH2Cl2. However, in acetonitrile instead of O-methylation the substitution of acetonitrile for the bromide ligand to yield the cationic acetonitrile alkynyl platinum complex trans-[MeCN(PPh3)2Pt-C≡C-C(O) OMenthyl]+OTf- is observed. The related palladium complexes trans-[X(PR′3)2Pd-C≡C-C(O)OR] (X = Br, CF3COO; R′ = Ph, iPr, R = menthyl, Et) react with MeOTf or [Et3O]BF4 analogously affording trans-[MeCN(PR′3)2Pd-C≡C-C(O)OR] +Y- (Y = OTf, BF4).