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HYDROXYCITRONELLAL

CAS NUMBER: 107-75-5

EC NUMBER: 203-518-7

MOLECULAR FORMULA: C10H20O2

MOLECULAR WEIGHT: 172.26

IUPAC NAME: 7-hydroxy-3,7-dimethyloctanal

 

Hydroxycitronellal is an ingredient used as a Flavoring Agent.
Hydroxycitronellal (7-hydroxy-3,7-dimethyloctanal) is an odorant used in perfumery.
Hydroxycitronellals molecular formula is C10H20O2.

Hydroxycitronellal derives from a citronellal. 
7-Hydroxy-3, 7-dimethyloctanal, also known as 3, 7-dimethyl-7-hydroxyoctan-1-al or 7-hydroxycitronellal, belongs to the class of organic compounds known as medium-chain aldehydes.
Hydroxycitronellal has a sweet floral odor with citrus and melon undertones

Hydroxycitronellal is a common scent ingredient; produced synthetically from naturally occurring scent chemical citronellal.
Hydroxycitronellal is the tertiary alcohol arising from addition of water across the C=C double bond of citronellal. 
Hydroxycitronellal has a role as an allergen and a fragrance. It derives from a citronellal

Hydroxycitronellal is a synthetic fragrance that is widely used in many cosmetics and hygiene products such as:
-deodorants
-soaps
-antiseptics
-other household items.
 
Hydroxycitronellal has the smell of lilac, lily, and lily of the valley. 
Hydroxycitronellal has also been shown to be a dermatologic irritant and allergen, and as a result commercially available products are restricted by the International Fragrance Association (IFRA) to contain only 0.1-3.6%. 
Sensitivity to Hydroxycitronellal may be identified with a clinical patch test

 

Drug Indication: 
Hydroxycitronellal is approved by the FDA for use within allergenic epicutaneous patch tests which are indicated for use as an aid in the diagnosis of allergic contact dermatitis (ACD) in persons 6 years of age and older

 

Metabolism/Metabolites:
Studies in rabbits have shown that hydroxycitronellal is converted to two primary metabolites: 
reduction to the alcohol 7-hydroxycitronellol and oxidation to the carboxylic acid 7-hydroxycitronellylic acid. 
On average, about 50% of hydroxycitronellal is excreted as 7-hydroxycitronellylic acid which is therefore regarded as the major metabolite.

 

USES AND MANUFACTURING OF HYDROXYCITRONELLAL:

-flavoring and nutrient
-Cleaning products and household care
-air freshener
-Home air fresheners, including candles with a fragrance
-Flavouring Agent
-Cosmetics
-Industry Uses: Odor agents
-Air care products
-Cleaning and furnishing care products
-Laundry and dishwashing products
-Household & Commercial/Institutional Products:

Information on 93 consumer products that contain Hydroxycitronellal in the following categories is provided:
• Auto Products
• Commercial / Institutional
• Inside the Home
• Personal Care

-Soap
-cleaning compound
-toilet preparation manufacturing
Hydroxycitronellal or 7-hydroxy-3,7-dimethyloctanal has the chemical formula C10H20O2.

 

Hydroxycitronellal in Cosmetics:
Hydroxycitronellal is used as a fragrance ingredient and fragrance enhancer in many cosmetic products
Hydroxycitronellal in its natural form can be found in plants such as lavender.

However, when present in consumer products, including cosmetics, it is most likely a synthetical version. 
Synthetical produced from the naturally occurring fragrance chemical citronellal (not to be confused with citronellol).
Hydroxycitronellal has a sweet floral odor and is commonly found in:

-perfumes
-colognes
-fragrances
-hair products
-skin care products
-oral products

Hydroxycitronellel can be found—citronella oil, which is distilled from the Australian tea tree.
Hydroxycitronellal is added to fragrances to give a floral, waxy scent.

Hydroxycitronellal is an aldehyde, a chemical compound that contains at least one hydrogen attached to the C of a C=O (carbonyl group).
A chemical is any structure that consists of matter; you may recall learning the chemical structures and formulas for anything from oxygen, to water, to a strawberry in high school chemistry class.
Chemical structures are the way scientists visually identify what a substance is made of at the molecular level. 

These structures illustrate the number of atoms for each element in a compound as well as how they are arranged and bonded to one another. 
Lines represent the types of chemical bonds between atoms (single, double, or even a rare triple). 
A hexagon shape represents 6 carbon atoms arranged in a ring—that means the substance is organic (but not that kind of organic). 
Carbon atoms are so common in substances they aren’t labeled, unlike other elements, such as oxygen (O), hydrogen (H) and nitrogen (N).

Hydroxycitronellal (7-hydroxy-3,7-dimethyloctanal) is an odorant used in perfumery. 
Hydroxycitronellals molecular formula is C10H20O2.
Hydroxycitronellal derives from a citronellal. 
Hydroxycitronellal belongs to the class of organic compounds known as medium-chain aldehydes.

 

DISCOVERY AND FIRST USES:
The discovery, preparation and marketing of this aldehyde is attributed to Knoll and Co. 
According to Rifm, the material is In public use since the 1920s.  
Another preparation by hydration of citronellal happened in 1967 by the renowned Bedoukian.
However, the first large use is reported to be in the 1940’s with the launch of L’air du temps and other emerging brands like Dior, Balenciaga and Balmain were going to launch designer fragrances.

 

Odor Profile:
Sweet-floral, at first delicate and refreshingly mild, but often increasing in odor strength after short olfactory study. 
The floral notes are mild, light and resemble Lily of the Valley. 
The tenacity is good, and the odor diffusion increases significantly when the material is properly blended with lower boiling odorants or modifiers.

There is a marked difference in the top note of this material from different suppliers. 
Only few manufacturers make a material with a truly uniform, delicately floral odor performance from the very first (initial) note to the terminal notes.
The odor will remain for days, weeks or even longer, but the material on a testing blotter is obviously exposed to air attack and polymerization. 
A good way - but a very strict one - to evaluate this aldehyde is in lukewarm water. 
Hydroxycitronellal is sufficiently soluble that it will show water-insoluble impurities strongly enhanced on this test. 
A very tine grade of  Hydroxycitronellal will have almost the same odor on this test as it has on a perfume blotter.

Hydroxycitronellal has a sweet-floral taste but shows a bitter aftertaste at concentrations higher than 20 ppm, sometimes even much lower than that.
This aldehyde is one of the most frequently used  floralizing perfume materials. 
Originally introduced as a muguet material it finds its way into almost every type of floral fragrance, and many non-floral ones.

Hydroxycitronellal’s concentration in perfumes may vary from about 1% (which rarely gives effects unless supported by parallel materials) up to 30 or 40% in straight floral types.
Hydroxycitronellal is almost a must in Muguet (at certain price levels) and peony, Lily, sweet pea, Narcisse, linden blossom, etc. and it had a monopoly on these types for more than 40 years during which period not one material appeared that could truly replace Hydroxy- citronellal. 
And even after the appearance of one of several very good, perhaps superior - Materials, the demand of hydroxycitronellal kept increasing Endless discussions about its possibly irritating effect on the human skin have hardly died out yet - but Hydroxy - citronellal has now reached and by-passed the one-million-pounds per year mark in a volume class reserved for comparatively few perfume materials.

For soap perfumes it is customary to use a slightly more “rough” grade of this material. 
Power is often of paramount interest to the soap manufacturer when it comes to perfuming, and the very pure grade materials with delicate odors often fail to yield the desirable power in a soap. 
High-grade Hydroxycitronellal is used sparingly in flavor compositions as a floralizer in many types of flavor: 

-Berry complexes
-Citrus
-Violet
-Cherry

And in general, a discrete touch of floral note in a flavor tend to give impression of “richness” or “body” which are highly desirable virtues. 
In some cases, a complete new get base is added to a flavor fruit, mint, Etc. — to land this rounding off effect. 
The amounts needed are mere traces.
Hydroxycitronellal enters these flavor types in the concentration equal to 0.3 to 15 ppm in the finished product.

Hydroxycitronellal is a perfume ingredient with a medium strength floral scent, reminiscent of lily and sweet tropical melon. 
Hydroxycitronellal is found widely as a chief constituent in essential oils including ilang-ilang oil, palmarosa oil, geranium oil, orange flower oil, lemongrass oil, hops oil, and lavender oil 
Hydroxycitronellal is a perfume ingredient providing a floral scent

 

Functions:

Hydroxycitronellal is a perfume ingredient with a medium strength floral scent, reminiscent of lily and sweet tropical melon. 
Hydroxycitronellal is found widely as:

-a chief constituent in essential oils
-ilang-ilang oil
-palmarosa oil
-geranium oil
-orange flower oil
-lemongrass oil
-hops oil
-lavender oil

Citral and Geraniol are two main components of Hydroxycitronellal. 
Citral is used as a raw material in the synthesis ionone, a perfumery and flavoring component used in the production of retinol. 
Geraniol is a pheromone of certain species of bees, secreted by the scent glands of worker bees to signal the location of nectar-bearing flowers and the entrances to their hives. 
Geraniol is often used in insect repellent products.

Hydroxycitronellal obtained by hydration of citronellal and used in perfumery to impart an odor of lily of the valley
Hydroxycitronellal is a common fragrance ingredient that has a sweet scent somewhere between lily and fruity melon. 
Hydroxycitronellal can be found in essential oils, such as lavender oil, orange flower oil or ylang-ylang.


Hydroxycitronellal is a synthetic fragrance that is widely used in many cosmetics and hygiene products such as:
-deodorants
-soaps
-antiseptics
-other household items
 
Hydroxycitronellal has the smell of lilac, lily, and lily of the valley 
Hydroxycitronellal is a perfume ingredient with a medium strength floral scent, reminiscent of lily and sweet tropical melon. 
Hydroxycitronellal is produced synthetically from naturally occurring scent chemical citronellal.
Hydroxycitronellal, a fragrance ingredient used to impart a pleasant floral odour to numerous consumer products

Hydroxycitronellal has the smell of lilac, lily, and lily of the valley.
Hydroxycitronellal is a perfume ingredient with a medium-strength floral scent, reminiscent of lily and sweet tropical melon. 
Hydroxycitronellal is found widely as a chief constituent in essential oils including ilang-ilang oil, palmarosa oil, geranium oil, orange flower oil, lemongrass oil, hops oil, and lavender oil. 
Hydroxycitronellal is a synthetic fragrance that is widely used in many cosmetics and hygiene products such as deodorants, soaps, antiseptics, and other household items.
Hydroxycitronellal industrially made from citronella aldehyde
Hydroxycitronellal can be used in all perfume types

Hydroxycitronellal Used in deodorants, soaps, antiseptics, and other household items, such as: 
-perfumes
-colognes
-fragrances
-hair products
-skin care products

Hydroxycitronellal is a common synthetic scent ingredient derived from the naturally occurring scent chemical citronellal.
Hydroxycitronellal is used as an aromatic substance.
Hydroxycitronellal (HC) is a monoterpene present in essential oils of aromatic plants of different species, obtained from semisynthesis of citronellal
Hydroxycitronellal is widely used as a fragrance in cosmetics.

Hydroxycitronellal (7-hydroxy-3,7-dimethyloctanal) is an odorant used in perfumery. 
Hydroxycitronellals molecular formula is C10H20O2.It derives from a citronellal. 
Hydroxycitronellal belongs to the class of organic compounds known as medium-chain aldehydes. 
Hydroxycitronellal has a sweet floral odor with citrus and melon undertones.

Hydroxycitronellal is found in some essential oils
Hydroxycitronellal is also produced synthetically by hydrating citronellal. 
Hydroxycitronellal has a sweet, floral fragrance reminiscent of lilac, lily, linden or lily of the valley.

Furthermore, the substance is also used in food as a flavour enhancer. 
Hydroxycitronellal has a low sensitization potential.
In the usual epicutaneous test series Hydroxycitronellal is contained in a 1% application form (Vaseline).

Hydroxycitronellal is a multi-purpose spice, either for a variety of floral, but also for many non-flower.
Hydroxycitronellal is the common name for a grassa,Cymbopogon nardus, which is native to India and southeast Asia. 
Hydroxycitronellal oil is a yellowish essential oil distilled from the leaves of either of two grasses, Cymbopogon nardus or C. winterianus. 
This aromatic oil is inexpensive, and widely used in cheap perfumes and as a fragrance in soaps. 


PHYSICAL PROPERTIES OF HYDROXYCITRONELLAL:

-Molecular Weight: 172.26 

-XLogP3-AA: 1.6        

-Exact Mass: 172.146329876    

-Monoisotopic Mass: 172.146329876    

-Topological Polar Surface Area: 37.3 Ų                

-Color: colorless

-Form: liquid

-Odor: sweet floral lily-like odour

-Boiling Point: 241.0 °C

-Solubility: slightly

-Density: 0.918

-LogP: 1.654

-Vapor Pressure: 0.003000 mmHg

-Vapor Density: 5.9 ( Air = 1 )

-Flash Point: 255.00 °F. TCC ( 123.89 °C. )

-logP (o/w): 1.654 (est)

-Shelf Life: 24.00 month(s) or longer if stored properly.

-Acid Value: 3.00 max. KOH/g

Hydroxycitronellal is also best known as an insect repellent. 
Hydroxycitronellal is a clear to yellow, oily liquid
Hydroxycitronellal boils at 256 C

Hydroxycitronellal can soluble in paraffin oil, one part 50% alcohol and fixed oils
Hydroxycitronellal is insoluble in glycerin and water. 
Hydroxycitronellal is used  in perfumery and flavoring (sweet, rose, fresh floral, lily, linden,blossom).

 

CHEMICAL PROPERTIES OF HYDROXYCITRONELLAL:

-Isotope Atom Count: 0    

-Defined Atom Stereocenter Count: 0    

-Undefined Atom Stereocenter Count: 1    

-Defined Bond Stereocenter Count: 0    

-Undefined Bond Stereocenter Count: 0    

-Covalently-Bonded Unit Count: 1    

-Compound Is Canonicalized: Yes

-Heavy Atom Count: 12

-Hydrogen Bond Donor Count: 1    

-Hydrogen Bond Acceptor Count: 2    

-Rotatable Bond Count: 6

-Specific Gravity: 0.92500

-Refractive Index: 1.447

-Formal Charge: 0

-Complexity: 130

 

STORAGE OF HYDROXYCITRONELLAL:

Hydroxycitronellal should be stored protected from light.
Hydroxycitronellal should be stored in a cool and dry place.
Hydroxycitronellal should be stored in a tightly closed container.

Hydroxycitronellal When stored for more than 24 months, the quality should be checked before use.
Hydroxycitronellal should be stored in sealed containers.
Hydroxycitronellal should be stored separately from other reagents.

Hydroxycitronellal should be stored in a moisture-free environment.
Hydroxycitronellalshould be stored in a dark and dry place.
Hydroxycitronellal should be stored at constant atmospheric pressure.

Hydroxycitronellal should be kept away from places where it can get moisture.
Hydroxycitronellal should preferably be stored in glass bottles.
Hydroxycitronellal should be stored in a clean, well-ventilated place.

 

SYNONYMS:

7-hydroxycitronellal
7-Hydroxy-3,7-dimethyloctanal
7-Hydroxycitronellal
Citronellal hydrate
3,7-Dimethyl-7-hydroxyoctanal
Phixia
Cyclalia
Cyclosia
Laurine
Fixol
Lilyl aldehyde
Muguet synthetic
Muguettine principle
Musuet synthetic
Octanal, 7-hydroxy-3,7-dimethyl-
Musuettine principle
Citronellal, hydroxy-
hydroxy citronellal
Oxydihydrocitronellal
7-Hydroxy-3,7-dimethyloctan-1-al
1-OCTANAL, 3,7-DIMETHYL-7-HYDROXY-
3,7-dimethyl-7-hydroxyoctan-1-al
7-Hydroxy-3,7-dimethyloctanol
Octanol, 7-hydroxy-3,7-dimethyl-
oxy dihydrocitronellal
Octanal,7-dimethyl-
4-01-00-04058 (Beilstein Handbook Reference)
3,7-Dimethyl-7-hydroxyoctana
1-Octanal,7-dimethyl-7-hydroxy-
7-hydroxy-3,7-dimethyl-caprylaldehyde
Hydroxycitronellal, analytical standard
3,7-Dimethyl-7-hydroxyoctanal, 97%
Hydroxycitronellal, >=95%, FCC, FG


 

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