175522-76-6

Basic information

• Product Name: [(R)-2,2-Dimethyl-1-((E)-2-methyl-buta-1,3-dienyloxy)-propyl]-benzene
• Synonyms: [(R)-2,2-Dimethyl-1-((E)-2-methyl-buta-1,3-dienyloxy)-propyl]-benzene
• CAS NO: 175522-76-6
• Molecular Weight: 230.35
• Mol File: 175522-76-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: [(R)-2,2-Dimethyl-1-((E)-2-methyl-buta-1,3-dienyloxy)-propyl]-benzene(CAS DataBase Reference)
• NIST Chemistry Reference: [(R)-2,2-Dimethyl-1-((E)-2-methyl-buta-1,3-dienyloxy)-propyl]-benzene(175522-76-6)
• EPA Substance Registry System: [(R)-2,2-Dimethyl-1-((E)-2-methyl-buta-1,3-dienyloxy)-propyl]-benzene(175522-76-6)

Safety Data

• Hazardous Substances Data: 175522-76-6(Hazardous Substances Data)

Upstream product

• 23439-91-0 2,2-dimethyl-1-phenyl-1-propanol 
• 23439-91-0 (1S)-2,2-dimethyl-1-phenyl-1-propanol 
• 136476-06-7 (E)-3-((R)-2,2-Dimethyl-1-phenyl-propoxy)-2-methyl-propenal 
• 19493-09-5 Methylenetriphenylphosphorane 
• 136476-07-8 (E)-3-((S)-2,2-Dimethyl-1-phenyl-propoxy)-2-methyl-propenal 

Downstream Products

• 5989-27-5 D-limonene 
• 18383-51-2 (-)-trans-carveol 
• 2102-58-1 (+)-trans-carveol 
• 5989-54-8 (-)-(S)-limonene 

Relevant articles and documents

Enantioselective Terpene Syntheses by Diels-Alder Reaction of 1-(1-Arylalkoxy)-2-methyl-1,3-butadiene with Isoprene

The (R)- and (S)-1-(1-arylalkoxy)-2-methyl-1,3-butadienes 6 undergo cycloadditions with excess isoprene (7) under pressure to yield not only the expected (4S,6R)- and (4R,6S)-trans-carveol (8) with up to 96percent e.e. but also up to 40percent of (R)- and (S)-limonene (9) with up to 93percent e.e.Asymmetric induction is proposed to arise from a transition state involving definite ? stacking of one molecule of isoprenyl ether and two molecules of isoprene.Key Words: (4S,6R)-, (4R,6S)-trans-Carveol / (R)-, (S)-Limonene / Isoprene / Isoprenyl ether / Cycloaddition, diastereo-, enantioselective