73395-75-2

Basic information

• Product Name: (E)-BUTEN-3-YNYL-2,6,6-TRIMETHYL-1-CYCLOHEXENE
• Synonyms: 2-(1E)-1-Buten-3-yn-1-yl-1,3,3-triMethyl-cyclohexene;(E)-BUTEN-3-YNYL-2,6,6-TRIMETHYL-1-CYCLOHEXENE
• CAS NO: 73395-75-2
• Molecular Formula: C₁₃H₁₈
• Molecular Weight: 174.28
• Product Categories: Miscellaneous Reagents
• Mol File: 73395-75-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 69-73°C @ 0.7mm
• Flash Point: 88.5°C
• Appearance: /
• Density: 0.915g/cm³
• Vapor Pressure: 0.0729mmHg at 25°C
• Refractive Index: 1.537
• Storage Temp.: -20°C Freezer
• Solubility: Dichloromethane, Ether, Ethyl Acetate, Hexane
• CAS DataBase Reference: (E)-BUTEN-3-YNYL-2,6,6-TRIMETHYL-1-CYCLOHEXENE(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-BUTEN-3-YNYL-2,6,6-TRIMETHYL-1-CYCLOHEXENE(73395-75-2)
• EPA Substance Registry System: (E)-BUTEN-3-YNYL-2,6,6-TRIMETHYL-1-CYCLOHEXENE(73395-75-2)

Safety Data

• Hazardous Substances Data: 73395-75-2(Hazardous Substances Data)

Usage

Chemical Properties

Oil

InChI:InChI=1/C13H18/c1-5-6-9-12-11(2)8-7-10-13(12,3)4/h1,6,9H,7-8,10H2,2-4H3/b9-6+

Upstream product

• 79-77-6 (E)-β-ionone 

Downstream Products

• 101315-21-3 (E)-5-(2,6,6-trimethylcyclohex-1-enyl)pent-4-en-2-yn-1-ol 
• 43219-55-2 (1E,3E)-3-methyl-1-[2,6,6-trimethylcyclohex-1-enyl]hexa-1,3,5-triene 
• 256518-34-0 pinacol [(1E,3E)-4-(2,6,6-trimethylcyclohex-1-en-1-yl)buta-1,3-dienyl]borane 
• 302-79-4 all-trans-retinoic-acid 
• 4759-48-2 13-cis-retinoic acid 
• 5358-27-0 all-trans-9-Desmethyl-vitamin-A-saeure 
• 173214-57-8 (E)-5-(2,6,6-trimethylcyclohexen-1-yl)pent-4-en-2-ynenitrile 
• 22255-47-6 (E)-2-(3-methylbuta-1,3-dienyl)-1,3,3-trimethyl-cyclohex-1-ene 
• 472-86-6 13-cis-vitamin A aldehyde 
• 74311-19-6 (13Z)-13-Desmethylretinal 
• 138846-06-7 2-[(1’E,3’E)-3’-methyl-4’-iodobuta-1’,3’-dien-1’yl]-1,3,3-trimethylcyclohex-1-ene 
• 101347-23-3 (2Z,4E,8E)-3-methyl-9-(2',6',6'-trimethylcyclohex-1-enyl)nona-2,4,8-trien-6-ynal 
• 106140-56-1 methyl 5-(2,6,6-trimethylcyclohexen-1-yl)-4-penten-2-ynoate 
• 96617-90-2 (7E,12Z)-12,20-tetramethylene-9,10-didehydro-11,14-dihydro-9-demethyl-11-hydroxyretinyl tert-butyldimethylsilyl ether 

Relevant articles and documents

Stereoselective synthesis of trienoic acids: Synthesis of retinoic acids and analogues

Stereoselective construction of conjugated trienoic acids was achieved through two successive Stille reactions, the first step consisting of the coupling of (E)-1,2-bis(tributylstannyl)ethene and tributylstannyl (Z)- or (E)-3-iodoalk-2-enoates. Two different routes were used for the second step: (1) cross-coupling of the stannyldienoic acid reagents and vinyl iodides, or (2) cross-coupling of vinylstannane reagents and the tributylstannyl 5-iodopenta-2,4-dienoates generated by iododestannylation of stannyldienes. Vinylstannanes synthesized by stannylmetalation of the Negishi dienyne derived from β- or α-ionone and safranal thus provided access to stereodefined retinoic acids. Some retinoid and yne analogues were also prepared by Sonogashira coupling. Georg Thieme Verlag Stuttgart.

An efficient and stereoselective synthesis of 9-cis-retinoic acid

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Conversion of methyl ketones into terminal alkynes: (E)-buten-3-ynyl-2,6,6-trimethyl-1-cyclohexene

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