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Linalyl acetate

Description Reference
Product Name
Linalyl acetate
CAS No.
115-95-7
Chemical Name
Linalyl acetate
Synonyms
LINALOOL ACETATE;LINALYL ACETATE NATURAL;Bergamol;FEMA 2636;linalyl;Linallyl Acetate;1,6-Octadien-3-ol, 3,7-dimethyl-, 3-acetate;Bergamiol;Linalylacetat;linalolacetate
CBNumber
CB0674881
Molecular Formula
C12H20O2
Formula Weight
196.29
MOL File
115-95-7.mol
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Linalyl acetate Property

Melting point:
85°C
Boiling point:
220 °C(lit.)
Density 
0.901 g/mL at 25 °C(lit.)
vapor density 
6.8 (vs air)
vapor pressure 
0.1 mm Hg ( 20 °C)
refractive index 
n20/D 1.453(lit.)
FEMA 
2636 | LINALYL ACETATE
Flash point:
194 °F
storage temp. 
-20°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
Liquid
color 
Clear colorless
Odor
at 100.00 %. sweet green citrus bergamot lavender woody
Odor Type
herbal
optical activity
(S)-：-9.4520
biological source
synthetic
Water Solubility 
499.8mg/L(25 ºC)
Merck 
14,5496
JECFA Number
359
BRN 
1724500
InChIKey
UWKAYLJWKGQEPM-LBPRGKRZSA-N
LogP
3.9 at 25℃
CAS DataBase Reference
115-95-7(CAS DataBase Reference)
NIST Chemistry Reference
1,6-Octadien-3-ol, 3,7-dimethyl-, acetate(115-95-7)
EPA Substance Registry System
Linalyl acetate (115-95-7)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38-38
Safety Statements 
26-36-37-24/25
RIDADR 
NA 1993 / PGIII
WGK Germany 
1
RTECS 
RG5910000
HS Code 
29153900
Hazardous Substances Data
115-95-7(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: 13934 mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H317May cause an allergic skin reaction

H319Causes serious eye irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W263613
Product name
Linalyl acetate
Purity
natural, ≥96%, FG
Packaging
100g
Price
$110
Updated
2024/03/01
Sigma-Aldrich
Product number
W263613
Product name
Linalyl acetate
Purity
natural, ≥96%, FG
Packaging
1kg
Price
$513
Updated
2024/03/01
Sigma-Aldrich
Product number
W263605
Product name
Linalyl acetate
Purity
≥97%, FCC, FG
Packaging
SAMPLE-K
Price
$54.6
Updated
2024/03/01
Sigma-Aldrich
Product number
W263605
Product name
Linalyl acetate
Purity
≥97%, FCC, FG
Packaging
1kg
Price
$81.9
Updated
2024/03/01
Sigma-Aldrich
Product number
W263605
Product name
Linalyl acetate
Purity
≥97%, FCC, FG
Packaging
20kg
Price
$833
Updated
2024/03/01
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Linalyl acetate Chemical Properties,Usage,Production

Description

Linalyl acetate belongs to monoterpene compound. It is a naturally occurring phytochemical found in many flowers and spice plants. It is the one of the principle components of essential oils of bergamont and lavender.1 It is a clear, colorless liquid with a boiling point of 220°C. Chemically, it is the acetate ester of linalool, and the two often occur in conjunction in the essential oils of Lavender and Lavandin.2
Linalyl acetate is an approved flavoring food additive. It is the most important fragrance ingredient for bergamot, lilac, lavender, linden, neroli, ylang-ylang, and fantasy nots. It is used in decorative cosmetics, fine fragrances, shampoos, toilet soaps and other toiletries as well as in non-cosmetic products such as household cleaners and detergents.3,4

Reference

  1. https://pubchem.ncbi.nlm.nih.gov/compound/linalyl_acetate#section=Top
  2. A. Martin, V. Silva, L. Perez, J. Garcia-Serna, M. J. Cocero, Direct Synthesis of Linalyl Acetate from Linalool in Supercritical Carbon Dioxide: A Thermodynamic Study, Chemical Engineering & Technology, 2007, vol. 30, pp. 726-731
  3. H. Surbung, J. Panten, Common Fragrance and Flavor Materials: Preparation, Properties und Uses, 2006, ISBN 978-3-527-31315-0
  4. C. S. Letizia, J. Cocchiara, J. Lalko, A. M. Api, Fragrance material review on linalyl acetate, Food and Chemical Toxicology, 2003, vol. 41, pp. 965-976

Chemical Properties

Linalyl Acetate occurs as its isomer as the main component of lavender oil (30–60%, depending on the origin of the oil), of lavandin oil (25–50%, depending on the species), and of bergamot oil (30–45%). It has also been found in clary sage oil (up to 75%) and in a small amount in many other essential oils. Racemic linalyl acetate is a colorless liquid with a distinct bergamot–lavender odor.

Linalyl acetate is used extensively in perfumery. It is an excellent fragrance material for, among others, bergamot, lilac, lavender, linden, neroli, ylang-ylang, and fantasy notes (particularly chypre). Smaller amounts are used in other citrus products. Since linalyl acetate is fairly stable toward alkali, it can also be employed in soaps and detergents.

Chemical Properties

Linalyl acetate has a characteristic bergamot–lavender odor and persistent sweet, acrid taste.

Occurrence

Reported found in the essential oils of bergamot, lavender, clary sage and lavandin; also identified among the constituents of the essential oils of Salvia officinalis, petitgrain, sassafras, neroli, lemon, Italian lime, jasmine, Mentha citrata, Mentha aquatica, Thymus mastichina, etc; also reported in abundant quantities in the essential oil from flowers, leaves and stems of Tagetes patula, in the distillate from leaves of Citrus aurantifolia from India, and in the essential oil of Mentha arvensis. Also reported found in citrus peel oils and juices, berries, peach, celery, tomato, cinnamon, clove, nutmeg, pepper, thymus, grape wines, avocado, mushroom, marjoram, mango, cardamom, coriander, gin, origanum, lovage, laurel, myrtle leaf, rosemary, sage and mastic gum oil.

Uses

Linalyl Acetate ermentative production of medium or short chain length alcohol, esters and/or glucosides by metabolically engineered microorganism.

Uses

In perfumery.

Preparation

Linalyl acetate is synthesized by two methods:
1) Esterification of linalool requires special reaction conditions since it tends to undergo dehydration and cyclization as it is an unsaturated tertiary alcohol. These reactions can be avoided as follows: esterification with ketene in the presence of an acidic esterification catalyst below 30 °C results in the formation of linalyl acetate without any by-products. Esterification can be achieved in good yield, with boiling acetic anhydride, whereby the acetic acid is distilled off as it is formed; a large excess of acetic anhydride must be maintained by continuous addition of anhydride to the still vessel. Highly pure linalyl acetate can be obtained by transesterification of tert-butyl acetate with linalool in the presence of sodium methylate and by continuous removal of the tert-butanol formed in the process.
2) Dehydrolinalool, obtained by ethynylation of 6-methyl-5-hepten-2-one, can be converted into dehydrolinalyl acetatewith acetic anhydride in the presence of an acidic esterification catalyst. Partial hydrogenation of the triple bond to linalyl acetate can be carried out with, for example, palladium catalysts deactivated with lead.

Definition

ChEBI: 3,7-dimethylocta-1,6-dien-3-yl acetate is a monoterpenoid that is the acetate ester of linalool. It forms a principal component of the essential oils from bergamot and lavender. It is an acetate ester and a monoterpenoid. It is functionally related to a linalool.

Aroma threshold values

Detection: 1 ppm

Taste threshold values

Taste characteristics at 5 ppm: floral, green, waxy, terpy, citrus, herbal and spicy nuances.

General Description

Linalyl acetate is a monoterpene ester mainly found in lavandula essential oil. It is used as a flavoring agent in food industries, as well as a preservative additive in cosmetics and fragrances such as soaps, colognes, perfumes, and skin lotions.

Contact allergens

Structurally close to linalool, linalyl acetate is the main component of lavender oil and is commonly used in fragrances and toiletries, and in household cleaners and detergents as well. By autoxidation, it leads mainly to hydroperoxides, with a high sensitizing potent.

Synthesis

Normally prepared by direct acetylation of linalool; another method starts from myrcene hydrochloride, anhydrous sodium acetate and acetate anhydride in the presence of a catalyst; all synthetic methods tend to avoid the simultaneous formation (because of isomerization) of terpenyl and geranyl acetate.

Linalyl acetate Preparation Products And Raw materials

Raw materials

Eucalyptus Citriodara Oil 1,1,3,3,5-PENTAMETHYL-4,6-DINITROINDANE Potassium carbonate Linalool Salvia Root P.E Tanshinone IIA 20% Acetic acid Clove oil Sodium carbonate ketene

Preparation Products

Bergamot mint oil BERGAMOT OIL
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View Lastest Price from Linalyl acetate manufacturers

Hebei Mujin Biotechnology Co.,Ltd
Product
Linalyl acetate 115-95-7
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-09-07
Hebei Mojin Biotechnology Co.,Ltd
Product
Linalyl acetate 115-95-7
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
50000KG/month
Release date
2024-07-30
Hebei Zhuanglai Chemical Trading Co.,Ltd
Product
Linalyl acetate 115-95-7
Price
US $180.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-04-30

115-95-7, Linalyl acetateRelated Search:

Benzyl acetate Dimethyl disulfide Potassium Acetate LINALYL PROPIONATE FENCHYL ACETATE cis-2-methyl-5-(1-methylvinyl)cyclohex-2-en-1-yl acetate Dimethyl ether Dimethyl carbonate Butyl acetate Dimethyl fumarate Dimethylbenzylcarbinyl acetate Dacthal Dimethyl sulfate Dimethyl phthalate Ethyl acetate Tocopheryl acetate Methyl acetate Cyclohexanol, 5-methyl-2-(1-methylethyl)-, acetate, (1R,2S,5R)-rel-

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