Cyclopentadecanolide
Cyclopentadecanolide Basic information
- Product Name:
- Cyclopentadecanolide
- Synonyms:
-
- 15-HYDROXYPENTADECANOIC ACID LACTONE
- Cyclopentadecanolide~15-Hydroxypentadecanoic acid lactone~omega-Pentadecalactone
- OMEGA-PENTADECALACTONE 98+%
- exaltolid
- CYCLOPENTADECENOLIDE
- Pentadecan-15-olid
- Exaltolide, Oxacyclohexadecan-2-one
- CYCLOPENTADECANOLIDE (OXACYCLOHEXADECAN-2-ONE)
- CAS:
- 106-02-5
- MF:
- C15H28O2
- MW:
- 240.38
- EINECS:
- 203-354-6
- Product Categories:
-
- Biochemicals and Reagents
- Building Blocks
- Carbonyl Compounds
- Chemical Synthesis
- Fatty Acids and conjugates
- Fatty Acyls
- Lactones
- Lipids
- Organic Building Blocks
- Others
- Saturated Fatty Acids and Derivatives
- Mol File:
- 106-02-5.mol
Cyclopentadecanolide Chemical Properties
- Melting point:
- 34-38 °C(lit.)
- Boiling point:
- 137 °C2 mm Hg(lit.)
- Density
- 0.918 g/mL at 25 °C(lit.)
- vapor pressure
- 0.085Pa at 25℃
- FEMA
- 2840 | OMEGA-PENTADECALACTONE
- refractive index
- 1.4700
- Flash point:
- >230 °F
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- Chloroform, Ethyl Acetate, Methanol (Slightly)
- form
- Solid
- color
- White to Off-White
- Odor
- at 10.00 % in dipropylene glycol. musk animal powdery natural fruity
- Odor Type
- musk
- Water Solubility
- Soluble in alcohol, dipropylene glycol. Insoluble in water.
- Merck
- 14,3910
- JECFA Number
- 239
- BRN
- 143710
- LogP
- 5.79 at 25℃
- CAS DataBase Reference
- 106-02-5(CAS DataBase Reference)
- NIST Chemistry Reference
- Oxacyclohexadecan-2-one(106-02-5)
- EPA Substance Registry System
- Oxacyclohexadecan-2-one (106-02-5)
Safety Information
- Safety Statements
- 24/25
- WGK Germany
- 1
- RTECS
- RN9775000
- TSCA
- Yes
- HS Code
- 29322090
- Toxicity
- Both the acute oral LD50 value in rats and the acute dermal LD50 value in rabbits exceeded 5 g/kg (Levenstein, 1974).
MSDS
- Language:English Provider:SigmaAldrich
- Language:English Provider:ACROS
- Language:English Provider:ALFA
Cyclopentadecanolide Usage And Synthesis
Chemical Properties
white crystalline low melting solid
Chemical Properties
Cyclopentadecanolide occurs in small quantities in, for example, angelica root oil. It forms colorless crystals (mp 37–38°C) with a delicate, musk-like odor.
Chemical Properties
ω-Pentadecalactone has an extraordinarily persistent, musk-like odor.
Occurrence
Originally reported found in the essential oil from angelica roots.
Uses
Pentadecanolide is a monomer used to make PGA-co-pentadecalactone polymers to be used in the development of directly compressed prolonged release tablets of slightly soluble drugs such as ketoprofen.
Uses
Pentadecanolide may be used for the synthesis of poly(pentadecanolide) (PPDL) by Novozyme 435 catalyzed ring-opening polymerization. It may be employed as starting reagent for the synthesis of terminally-branched iso-fatty acids (iso-C15-C17).
Uses
As a fixative in perfumery.
Definition
ChEBI: Cyclopentadecanolide is a macrolide.
Preparation
The main industrial syntheses start from compounds produced from cyclododecatriene: either by ring expansion of cyclododecanone or by depolymerization of polyesters of 15-hydroxypentadecanoic acid (from 1,12-dodecanediol).
Aroma threshold values
Detection: 1 to 4 ppb
Taste threshold values
Taste characteristics at 75 ppm: vanilla bean, powdery helioropine, creamy and licorice.
Synthesis Reference(s)
Tetrahedron Letters, 34, p. 6107, 1993 DOI: 10.1016/S0040-4039(00)61741-0
The Journal of Organic Chemistry, 50, p. 2394, 1985 DOI: 10.1021/jo00213a044
General Description
Pentadecanolide is one of the major components, isolated from the root of Angelica archangelica L., species. It is a synthetic musk, which exists as a widespread contaminant in the environment.
Flammability and Explosibility
Non flammable
Trade name
Macrolide® (Symrise), Exaltolide®, Exaltolide®Total (Firmenich), Pentalide (Soda Aromatic).
Purification Methods
It has been recrystallised from MeOH (4 parts) at -15o. [Hundieck
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Cyclopentadecanolide(106-02-5)Related Product Information
- Cyclopentadecanone
- Hyaluronic acid
- Ethyl 2-(Chlorosulfonyl)acetate
- ε-Caprolactone
- TRIOXSALEN
- Folic acid
- Spironolactone
- Citric acid
- Ascoric Acid
- Epothilone B
- Sagopilone
- alpha-Angelica lactone
- 15-HYDROXYPENTADECANOIC ACID
- heteratisine
- PHYSALIN D
- Epothilone A
- Cyclopentadecanolide
- BENZOYLHETERATISINE HYDROCHLORIDE