32539-83-6

Basic information

• Product Name: 3,4,5,6,7,8,9,10,11,12,13,14-dodecahydro-2H-cyclododeca[b]pyran
• Synonyms: 3,4,5,6,7,8,9,10,11,12,13,14-dodecahydro-2H-cyclododeca[b]pyran;Nsc242988
• CAS NO: 32539-83-6
• Molecular Formula: C₁₅H₂₆O
• Molecular Weight: 222.36634
• EINECS: 251-090-5
• Mol File: 32539-83-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 339.2 °C at 760 mmHg
• Flash Point: 155.5 °C
• Appearance: /
• Density: 0.93 g/cm³
• Vapor Pressure: 0.000184mmHg at 25°C
• Refractive Index: 1.488
• CAS DataBase Reference: 3,4,5,6,7,8,9,10,11,12,13,14-dodecahydro-2H-cyclododeca[b]pyran(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5,6,7,8,9,10,11,12,13,14-dodecahydro-2H-cyclododeca[b]pyran(32539-83-6)
• EPA Substance Registry System: 3,4,5,6,7,8,9,10,11,12,13,14-dodecahydro-2H-cyclododeca[b]pyran(32539-83-6)

Safety Data

• Hazardous Substances Data: 32539-83-6(Hazardous Substances Data)

Usage

General Description

3,4,5,6,7,8,9,10,11,12,13,14-dodecahydro-2H-cyclododeca[b]pyran, also known as cyclododecapyran, is a chemical compound with a complex molecular structure. It is a type of saturated hydrocarbon and is classified as a cyclic ether. 3,4,5,6,7,8,9,10,11,12,13,14-dodecahydro-2H-cyclododeca[b]pyran is commonly used as a fragrance ingredient in the manufacturing of perfumes and personal care products. Cyclododecapyran has a mild, sweet, and floral odor, making it a popular choice for adding a pleasant scent to various consumer goods. It is also a versatile chemical that can be used in the synthesis of other organic compounds, making it a valuable asset in the field of organic chemistry. Due to its stable and non-reactive nature, cyclododecapyran is considered to be a safe and reliable ingredient for a wide range of industrial applications.

InChI:InChI=1/C15H26O/c1-2-4-6-8-12-15-14(10-7-5-3-1)11-9-13-16-15/h1-13H2

Upstream product

• 38223-55-1 Pyrrolidine enamine of 2-(2-ethoxycarbonylethyl)-cyclododecanone 
• 32539-82-5 2-(3-hydroxy-prop-1-yl)-cyclododecanone 
• 40314-96-3 2-[3-(acetyloxy)propyl]cyclododecanone 
• 80007-41-6 2-(3-tert-butoxypropyl)cyclododecanone 
• 130858-87-6 3-[((E)-Cyclododec-1-enyl)oxy]-propan-1-ol 
• 830-13-7 cyclododecanone 
• 32539-89-2 (+/-)-2-allylcyclododecanone 
• 80007-43-8 2-(3-bromopropyl)cyclododecanone 
• 169138-64-1 2-(benzyloxypropyl)cyclododecanone 
• 35595-58-5 1-pyrrolidinylcyclododecene 
• 107-18-6 allyl alcohol 
• 1501-82-2 cyclododecene 
• 107-02-8 acrolein 

Downstream Products

• 38538-07-7 12-Oximino-pentadecanolide 
• 106-02-5 pentadecanolide 

Relevant articles and documents

Method for preparing oxabicyclohexadecene

The invention discloses a method for synthesizing an important intermediate oxabicyclohexadecene of cyclopentadecanolide by a one-step method. Cyclododecene and acrolein are subjected to a cycloaddition reaction under the action of a supported metal organic catalyst to obtain an intermediate oxabicyclo hexadecene of the cyclopentadecanolide, wherein the supported metal organic catalyst is represented as Rh-X/Y, wherein X is one or more of 2 -(diphenylphosphine) methyl pyrrolidine, 2, 6-bis (diphenylphosphino) pyridine and 1-(-2-diphenylphosphine-1-naphthalene) isoquinoline, Y is a carrier andis selected from one or more of 4A molecular sieves, ordered mesoporous carbon, neutral aluminum oxide and silicon dioxide.

Ring-expansion reaction of 1-hydroperoxy-16-oxabicyclo[10.4.0]hexadecane catalyzed by copper ions: Use in the synthesis of 15-pentadecanolide

A catalytic procedure has been developed for the synthesis of 15-pentadecanolide (1) from readily available 1-hydroperoxy-16-oxabicyclo[10.4.0]hexadecane (2). The method is based on the reaction of hydroperoxide 2 with copper acetate (0.15-5 mol.%). Ring expansion occurred as a result of generation of tertiary bicyclohexadecyloxyl radicals 4 from hydroperoxide 2 under the action of CuI ions, β-scission of the radicals accompanied by regioselective cleavage of the bridge bond to form macrocyclic C-centered radicals 5, and their oxidation by CuII ions to (E)-11- and (E)-12-pentadecen-15-olides (6). The products obtained were converted into 15-pentadecanolide by subsequent catalytic hydrogenation over a Pd catalyst in a yield of more than 90% with respect to hydroperoxide 2.