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(Z)-musk pentane

(Z)-musk pentane is a macrocyclic ketone musk primarily used in perfumery to impart musky, creamy, and powdery odor notes.
Chemical Structure

General Material Description

(Z)-musk pentane, also known by its trivial name Exaltenone, is a macrocyclic ketone musk characterized by the molecular formula C15H26O. This compound appears as a colorless to pale yellow liquid and exhibits a distinctive musk odor noted for creamy, powdery, and slightly animalic nuances. It is employed extensively in fragrance formulations for its rich, lasting musky scent which is reminiscent of natural musk Tonkin. The material is referenced under various synonyms including (4Z)-cyclopentadec-4-en-1-one and musk Z4. It is synthetically produced and widely used as a perfuming agent, retrieved through controlled chemical synthesis rather than direct natural extraction. For further authoritative data, see the PubChem entry.

Occurrence, Applicability & Potential Uses

(Z)-musk pentane occurs as part of a group of macrocyclic musk compounds popular in fragrance chemistry due to their musky-scented profiles that mimic natural musk without animal sources. Its applications primarily involve use as a fragrance agent in fine perfumes, personal care products, and household items. It blends effectively with floral, fruity, and gourmand accords, enhancing complexity and longevity. According to IFRA (Global) standards, usage levels up to 0.1% in fragrance concentrates are recommended. The compound adds a creamy musky effect especially noticeable at low concentrations and exhibits excellent substantivity on hair, skin, and fabric. Beyond perfumery, it has minor roles in flavorings with limited approved scope and is used to replace natural musk in various aromatic blends.

Physico-Chemical Properties Summary

(Z)-musk pentane displays physicochemical characteristics typical of macrocyclic musk molecules that influence its formulation properties. The compound boils at approximately 337 to 338°C at atmospheric pressure, indicating substantial thermal stability. It has a relatively high estimated log P value around 5.2–5.35, reflecting its lipophilic nature and low water solubility—about 0.24 mg/L at 25°C. Its vapor pressure is extremely low (~9.6 × 10⁻⁵ mmHg at 25°C), supporting its slow evaporation and long-lasting scent. The flash point is reported at 219°F (104°C), necessitating cautious handling under elevated temperatures. It is soluble in alcohol solvents, facilitating incorporation in perfumery vehicles. Recommended storage is in cool, dry environments protected from light and heat to preserve quality for at least two years. Stability data confirm compatibility with various product matrices, including cosmetics and detergents, at trace concentrations without degradation.

FAQ

What is (Z)-musk pentane and how is it used?
(Z)-musk pentane is a synthetic macrocyclic ketone musk compound utilized extensively as a fragrance ingredient. It imparts a medium-strength musky aroma with creamy and powdery facets, resembling natural musk scents. Primarily, it is incorporated into fine fragrances and personal care products to provide depth and longevity. Known under numerous synonyms such as Exaltenone and musk Z4, it functions as a substitute for animal musk in perfume formulations.
How is (Z)-musk pentane characterized chemically and where does it occur naturally?
This compound is identified chemically as (4Z)-cyclopentadec-4-en-1-one with the formula C15H26O. It is a macrocyclic ketone that does not occur naturally but is synthetically produced due to the scarcity and ethical concerns associated with natural musk. Its lipophilic nature and thermal stability make it suitable for long-lasting applications in fragrances. It is used worldwide in fragrance blends and has specific regulatory recommendations for concentration to ensure safe usage.
What are the regulatory and safety considerations for using (Z)-musk pentane?
(Z)-musk pentane is assessed under IFRA (Global) guidelines, permitting its use up to 0.1% in fragrance concentrates. It is not approved for use as a flavoring agent. Safety evaluations have not identified significant hazards; it is generally regarded as safe when used in recommended concentrations. Storage guidelines emphasize keeping the compound in tightly sealed containers protected from heat and light to maintain stability. Regulatory databases such as EPA's TSCA and RIFM provide detailed safety references, supporting its controlled use in the fragrance industry.

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Other Information

General Material Information

Preferred name (Z)-musk pentane
Trivial Name Exaltenone
Short Description exaltenone (Firmenich)
Formula C15 H26 O
CAS Number 14595-54-1
FDA UNII Search
Nikkaji Number J421.921J
xLogP3-AA 5.20 (est)
NMR Predictor External link
Synonyms
  • (4Z)- cyclopentadec-4-en-1-one
  • (Z)-4-cyclopentadecen-1-one
  • cis-4-cyclopentadecen-1-one
  • 4-cyclopentadecen-1-one, (4Z)-
  • (Z)- cyclopentadecenone
  • exaltenone (Firmenich)
  • (Z)- musk pentane
  • musk Z4 (IFF)
  • (4Z)-cyclopentadec-4-en-1-one
  • 4-Cyclopentadecen-1-one, (4Z)-
  • 4-Cyclopentadecen-1-one, (Z)-
  • (4Z)-4-Cyclopentadecen-1-one
  • cis-4-Cyclopentadecenone
  • Exaltenone

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 222.37141418457
Boiling Point 337 to 338°C @ 760 mm Hg
Acid Value 1 max KOH/g
Vapor Pressure 9.6E-5 mmHg @ 25 °C
Flash Point TCC Value 103.89 °C TCC
logP (o/w) 5.35
Shelf life 24 months (or longer if stored properly.)
Storage notes Store in cool, dry place in tightly sealed containers, protected from heat and light.
Solubility
alcohol Yes
water, 0.2435 mg/L @ 25 °C (est) Yes
Stability
APC: - Unspecified
candle: - Unspecified
detergent: traces - 0.1% Unspecified
fine fragrances: traces - 0.1% Unspecified
shampoo: traces - 0.1% Unspecified
shower gel: traces - 0.1% Unspecified
soap: traces - 0.1% Unspecified
softener: traces - 0.1% Unspecified

Organoleptic Properties

Odor Type: Musk
musk, animal, natural, gourmand, fruity, powdery
Odor strength medium
Substantivity 376 hour(s) at 100.00 %
Luebke, William tgsc, (1988) At 100.00 %. musk animal natural fruity powdery
EXALTENONE adds a creamy, musky effect. Especially interesting effects can be achieved at low levels with floral, fruity and gourmand compositions. A nice musky-animal note which resembles natural musk Tonkin. It has excellent performance in hair, skin and cloth
General comment Sensual macrocyclic musk, soft, powdery

Potential Uses

Applications
Odor purposes Abronia , Acacia , Amber , Ambergris , Ambrette oil replacer , Angelica , Animal , Crabapple , Autumn , Azalea , Balsam , Bark , Bayberry , Beeswax absolute replacer , Blackberry , Blueberry , Boronia , Bouquet , Boysenberry , Cabreuva wood , Cassia blossom , Cedar , Cedar forest , Champaca , Cherry blossom , Chypre , Cistus , Citrus , Civet , Clover , Colonia , Country meadow , Cyclamen , Daffodil , Daphne , Dogwood , Fern , Fig , Fir balsam , Fir needle oil replacer , Floral , Flouve , Flouve blossom , Foliage , Frangipani plumeria , Freesia , Genet , Ginger white ginger , Gooseberry , Guaiacwood , Guava , Gurjun balsam , Hawthorn , Hay new mown hay , Heather , Herbal , Hibiscus , Hinoki oil replacer , Hollyberry , Huckleberry , Hugonia , Immortelle , Incense , Kewda , Kiwi , Kiwi blossom , Kumquat , Labdanum , Lavender , Leather , Lemon , Lily , Lily of the valley , Lime , Loganberry , Lotus , Lychee , Mango , Millefleurs , Mimosa , Moss , Mulberry , Musk , Oakwood , Ocean sea , Orange , Orange blossom , Orchid , Oriental , Pansy , Papaya , Passion blossom , Passion fruit , Patchouli , Petunia , Phlox , Pine , Pine forest , Plum , Pomegranate , Poppy , Powder , Privet blossom , Rain , Raspberry , Reseda , Rhubarb , Rose , Rose d'orient , Rose red rose , Rose tea rose , Rose white rose , Sandalwood , Soapy sandalwood moss , Spearmint , Spice , Spring rain , Stephanotis , Sweet grass , Tobacco , Toffee , Tonka bean , Tulip , Vanilla , Verbena
Flavoring purposes Angelica , Chocolate cacao , Cistus , Guaiacwood , Immortelle , Licorice red licorice , Tea
Other purposes Cabochard , Chanel #5 , Clean , Dusty , Fantasy blends , Fixer , Joy , Rose wild rose , Tabu , Timber
Cosmetic purposes Perfuming agents

Safety Information

Safety information

European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 36 - Wear suitable protective clothing.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined

Safety in use information

Category:
fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
Recommendation for (Z)-musk pentane usage levels up to:
0.1000 % in the fragrance concentrate.
Recommendation for (Z)-musk pentane flavor usage levels up to:
not for flavor use.

Safety references

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):14595-54-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :6365389
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
(4Z)-cyclopentadec-4-en-1-one
Chemidplus:0014595541