Basic information
- CAS
128-51-8- Standard SMILES
CC(=O)OCCC1=CCC2CC1C2(C)C- InChIKey
AWNOGHRWORTNEI-UHFFFAOYSA-N- Molecular formula
- C13H20O2
- Average molar mass
- 208.3 g/mol
- Monoisotopic mass
- 208.14632988
Overview
Lignyl acetate has been reported in Cistus creticus with data available.
Names & identifiers
- Preferred name
- Bicyclo(3.1.1)hept-2-ene-2-ethanol, 6,6-dimethyl-, acetate
- IUPAC
- 2-(6,6-dimethyl-2-bicyclo[3.1.1]hept-2-enyl)ethyl acetate
- English name
- LIGNYL ACETATE
- Molecular formula
- C13H20O2
- Molecular weight
- 208.3
Names & synonyms
Bicyclo[3.1.1]hept-2-ene-2-ethanol, 6,6-dimethyl-, acetateBicyclo(3.1.1)hept-2-ene-2-ethanol, 6,6-dimethyl-, acetateRefChem:568199Bicyclo3.1.1hept-2-ene-2-ethanol, 6,6-dimethyl-, acetateLignyl acetate2-(6,6-dimethyl-2-bicyclo[3.1.1]hept-2-enyl)ethyl acetate2-(6,6-Dimethylbicyclo[3.1.1]hept-2-en-2-yl)ethyl acetate(1R)-(-)-Nopyl acetate6, acetate6165-23-7WLN: L46 EUTJ C1 C1 E2OV12-Norpinene-2-ethanol,6-dimethyl-, acetate
Show more names
NOPYL ACETATEnopylCitroviolNopylacetatNopyl AcetanopolacetateNopol acetateDIHEPTYLACETATLIGNYL ACETATE USP/EP/BP
Bicyclo[3.1.1]hept-2-ene-2-ethanol,6-dimethyl-, acetate2-(6,6-dimethyl-4-bicyclo[3.1.1]hept-3-enyl)ethyl acetateSCHEMBL132597CHEMBL257347orb1306669DTXSID70977235NSC1286NSC404963
Properties
Computed structural properties
- XLogP
- 2.6
- Topological polar surface area
- 26.3 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 4
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 302
Physicochemical properties
- Boiling point
- 253 °C · 253 °C(lit.)
- Density
- 0.98 g/mL · 0.98 g/mL at 25 °C(lit.)
- refractive index
- 20 · n20/D 1.472(lit.)
- Flash point
- 230 °F · >230 °F
- color
- A colourless liquid with a sweet wood like odour of moderate tenacity
- Odor
- 100 % · at 100.00 %. herbal linalyl acetate woody pine lavender
- Odor Type
- herbal
- Cosmetics Ingredients Functions
- FRAGRANCE
- InChI
- InChI=1/C13H20O2/c1-9(14)15-7-6-10-4-5-11-8-12(10)13(11,2)3/h4,11-12H,5-8H2,1-3H3/t11-,12-/s3
- InChIKey
- AWNOGHRWORTNEI-KBLMMMSONA-N
- SMILES
- [C@@]12([H])C[C@@]([H])(CC=C1CCOC(=O)C)C2(C)C |&1:0,3,r|
- LogP
- 3.889 · 3.889 (est)
- EWG's Food Scores
- 1 · 1
- FDA UNII
- 3 UCY28V · OTX3UCY28V
- EPA Substance Registry System
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Hazard information
Regulatory Information
Chemical: Bicyclo[3.1.1]hept-2-ene-2-ethanol, 6,6-dimethyl-, acetate
Bicyclo3.1.1hept-2-ene-2-ethanol, 6,6-dimethyl-, acetate: Does not have an individual approval but may be used under an appropriate group standard
Safety data
- wgk
- 3
- tsca
- TSCA listed
- Toxicity
- The acute oral LD50 value in rats was reported as 3 ml/kg (2.4-3.6 ml/ kg) (Moreno, 1972a). The acute dermal LD50 value in rabbits was reported as > 2 g/kg (Moreno, 1972b).
- Signal word
- Warning
- Symbol(GHS)
- GHS07,GHS09
- Hazard statements
- H319-H317-H411
- Precautionary statements
- P261-P272-P280-P302+P352-P333+P313-P321-P363-P501-P264-P280-P305+P351+P338-P337+P313P
Chemistry & industry
Applications
DescriptionLignyl acetate was introduced in the years of shortage and high prices of Linalyl acetate, and it had a considerable mission to fill at that time. Although it is no longer considered as a “substitute for Linalylacetate” it has found its place in perfumery as a versatile and low-cost sweet and fruity ester for use in Citrus, Fougere, Bergamot, Neroli, Cologne and soap perfumes, fragrances for various household products, etc. For many purposes, it gives better results than Terpinyl acetate and it is only slightly more expensive. A few higher esters have been produced and made commercially available, but they have only minor importance in perfumery.
OccurrenceHas apparently not been reported to occur in nature.
UsesLIGNYL ACETATE can essentially replace linalyl acetate in citrus, lavender, orange blossom, and cologne fragrances, as well as in artificially prepared bergamot oil. It can be used in the fragrances of cosmetics, soaps, detergents, and other daily consumer products.
Preparation methods
PreparationBy acetylation of nopol (Bedoukian, 1967).
Upstream & downstream products
Upstream raw materials
Suppliers74 total
Hebei Chuanghai Biotechnology Co., Ltd+86-17732866630 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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