6090-01-3

Basic information

• Product Name: 3-(p-tolyl)-1-butanol
• Synonyms: 3-(p-tolyl)-1-butanol
• CAS NO: 6090-01-3
• Molecular Weight: 164.247
• Mol File: 6090-01-3.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 3-(p-tolyl)-1-butanol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(p-tolyl)-1-butanol(6090-01-3)
• EPA Substance Registry System: 3-(p-tolyl)-1-butanol(6090-01-3)

Safety Data

• Hazardous Substances Data: 6090-01-3(Hazardous Substances Data)

Upstream product

• 18826-95-4 1.3-butanediol 
• 108-88-3 toluene 
• 100058-36-4 3-(p-tolyl)tetrahydrofuran 
• 2167-39-7 (+/-)-2-methyloxetane 
• 29128-22-1 3-(4-methylphenyl)-3-buten-1-ol 
• 14271-34-2 β-methyl 4-methylphenylacrylic acid 
• 94853-53-9 ethyl 3-(4-methylphenyl)-2-butenoate 
• 6305-61-9 ethyl (E)-3-p-tolylbut-2-enoate 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 6090-00-2 (+/-)-ethyl 3-(4-methylphenyl)butanoate 
• 39027-57-1 3-(4-methylphenyl)butanoic acid 
• 122-00-9 para-methylacetophenone 

Downstream Products

• 43208-94-2 1-Iod-3-p-tolylbutan 
• 6090-03-5 2-Methyl-6-oxo-10-(p-tolyl)-undec-2-en-7-carbonsaeure-ethylester 
• 26127-21-9 2-Methyl-6-oxo-10-p-tolyl-undeca-2-en 
• 6089-98-1 10-(p-Tolyl)-2-methyl-6-methylen-undecen-⁽²⁾ 
• 39599-18-3 6-(p-tolyl)-2-methyl-2-heptanol, trans- 
• 98711-79-6 2-methyl-6-(p-tolyl)-3-phenylsulphinylheptan-4-one 
• 88065-34-3 2-methyl-6-(p-tolyl)-3,3-bisphenylthioheptan-4-ol 
• 88065-35-4 2-methyl-6-(p-tolyl)-3-phenylthioheptan-4-one 
• 38142-58-4 (+/-)-ar-turmerone 
• 5838-08-4 1-(3-bromo-1-methyl-propyl)-4-methyl-benzene 

Relevant articles and documents

Helical triskelion monophosphites as ligands in asymmetric catalysis

Members of a new family of chiral triskelion P ligands, namely helical C3-symmetric monophos- phites P(OR)3, have been prepared in two steps Dy monoacylation of (R)- or (S)-1,1'-binaphthyl-2,2'-diol (BINOL) or diphenol using a carboxylic acid chloride followed Dy PCl3 phosphorylation. The most sterically hindered member of these monophosphites, derived from the compound accessible by monoacylation of BINOL using adamantane carboxylic acid chloride, has been characterized by X-ray crystallography and NMR spectroscopy as a single well-defined compound. It exists exclusively in the syn conformation, with a propeller-like (twisted) geometry resulting in helicity. Upon utilization of(R)- or (S)-BINOL in the two-step synthesis, the helicity proves to be P or M, respectively. When used as ligands in the Rh-catalyzed asymmetri c hydrogenation of prochiral homoallylic alcohols, these bulky helical ligands lead to respectable enantioselectivities (79-98percent ee). In contrast, the less sterically congested and more flexible BINOL-derived phenyl analogue exists in several conformeric forms, even in the crystal, and this leads to poor enantioselectivity in the model reactions (ee = 32percent). For the purpose of structural comparison, the analogous monophosphites derived from diphenol were also prepared and characterized. These compounds, again in contrast to the BINOL-derived adamantyl derivatives, occur in several different conformeric states.

Baker's yeast mediated enantioselective synthesis of the bisabolane sesquiterpenes curcumene, turmerone, dehydrocurcumene and nuciferal

Fermenting baker's yeast converts the allylic alcohol 6 into enantiomerically pure (S)-(+)-3-(p-tolyl)butan-1-ol 7 which is a useful chiral building block for the synthesis of bisabolane sesquiterpenes. The versatility of this approach is shown in the preparation of (S)-(+)-curcumene, (S)-(+)-turmerone, (S)-(+)-dehydrocurcumene and (E,S)-(+)-nuciferal.

A Regiospecific Route to Conjugated Enones via α-Phenylthio Ketones

2,5-Dimethylhex-4-en-3-one, E-6-methylhept-2-en-4-one, E-7-methyloct-4-en-3-one, ar-tumerone, and E-7-oxo-oct-5-enoic acid were synthesized regiospecifically via α-phenylthio ketones from bisphenylthio carbanions and aldehydes.