33156-91-1

Basic information

• Product Name: 1β-Butyl-2,5-cycloheptadiene
• Synonyms: (R)-6-Butyl-1,4-cycloheptadiene;1β-Butyl-2,5-cycloheptadiene;Dictyopterene C'
• CAS NO: 33156-91-1
• Molecular Formula: C₁₁H₁₈
• Molecular Weight: 150.2606
• Mol File: 33156-91-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 206.7°Cat760mmHg
• Flash Point: 56°C
• Appearance: /
• Density: 0.828g/cm³
• Vapor Pressure: 0.336mmHg at 25°C
• Refractive Index: 1.464
• CAS DataBase Reference: 1β-Butyl-2,5-cycloheptadiene(CAS DataBase Reference)
• NIST Chemistry Reference: 1β-Butyl-2,5-cycloheptadiene(33156-91-1)
• EPA Substance Registry System: 1β-Butyl-2,5-cycloheptadiene(33156-91-1)

Safety Data

• Hazardous Substances Data: 33156-91-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C11H18/c1-2-3-8-11-9-6-4-5-7-10-11/h4,6-7,10-11H,2-3,5,8-9H2,1H3

Upstream product

• 66713-37-9 n-butyl trimethylsilylethynyl ketone 
• 98291-90-8 Acetic acid (Z)-(S)-4-hydroxy-oct-2-enyl ester 
• 133494-61-8 (1R,2R)-1-butyryloxymethyl-2-<(Z)-hex-1-enyl>cyclopropane 
• 5617-74-3 cis-1,2-cyclopropanedicarboxylic acid anhydride 
• 197579-06-9 (1S,2S)-2-hex-1'-enylcyclopropanecarbaldehyde 
• 151766-40-4 (1S,2S)-2-(hex-1'-en-1'-yl)-1-hydroxymethylcyclopropane 
• 197773-72-1 (1R,2R)-1-hex-1'-enyl-2-vinyl-cyclopropane 
• 75658-86-5 (1S,5R)-3-oxabicyclo[3.1.0]hexan-2-one 
• 29541-98-8 pentylidenetriphenylphosphorane 
• 19493-09-5 Methylenetriphenylphosphorane 
• 98392-31-5 cis-(1R,2R)-1-formyl-2-<(E)-hex-1-enyl>cyclopropane 
• 22822-99-7 1S,2R-Dictyopterene C 
• 506-32-1 all cis 5,8,11,14-eicosatetraenoic acid 
• 123-76-2 levulinic acid 

Downstream Products

• 4254-59-5 (R)-Butylsuccinic acid 

Relevant articles and documents

Asymmetric Synthesis of (?)-Dictyopterene C' and its Derivatives via Catalytic Enantioselective Cyclopropanation

An efficient and simple method for enantioselective synthesis of (?)-dictyopterene C' and its derivatives was developed on the basis of chiral oxazaborolidinium ion-catalyzed enantioselective cyclopropanation and divinylcyclopropane-cycloheptadiene rearra

Pheromone mariner Braunalgen; ein neuer Zweig des Eicosanoidstoffwechsels

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Diastereoselective cyclopropanations of chiral bicyclic lactams leading to enantiomerically pure cyclopropanes. Application to the total synthesis of CIS-(1S, 3R)-deltamethrinic acid and R-(-)- dictyopterene C

A novel diastereoselective cyclopropanation based on readily available chiral bicylic lactams (1b-c, 6a-b) has provided a number of enantiomerically pure cyclopropanes. Cyclopropanations of unsaturated lactams (10a-h, 12-14) were performed using sulfur ylides as well as a 3+2 cycloaddition-photolysis sequence and furnished the desired cyclopropane adducts (16, 17, 19, 22) in fair to excellent yields. In all cases involving sulfur ylides, cyclopropanations proceeded with a high degree of exo/endo diastereoselectivity (>;90%). However, the mode of addition, exo vs endo, was found to be highly dependent on the angular substituent of the unsaturated lactam. In the case of diazoalkane cycloadditions, high regioselectivity was observed in all cases although exo/endo selectivity was governed by the diazoalkane employed. Diazoisopropane, being more reactive than diazomethane, normally led to lower diastereomeric ratios. Minor diastereomers could be readily removed by chromatography or in most cases by a single recrystallization to provide diastereomerically pure cyclopropyl bicyclic lactams (16, 17, 19, 22). Applications of this methodology to compounds of biological significance was exemplified by an asymmetric, total synthesis of cis-(1S, 3R)-deltamethrinic acid (34) and R-(-)- dictyopterene C′ (42) in high enantiomeric purity.