Bornyl acetate

Bornyl acetate

Names
Preferred IUPAC name 1,7,7-Trimethylbicyclo[2.2.1]heptan-2-yl acetate
Identifiers
CAS Number	76-49-3  Y (1S,2R,4S)-(-): 5655-61-8  Y (1R,2S,4R)-(+): 20347-65-3  Y
3D model (JSmol)	Interactive image
ChEBI	(1S,2R,4S)-(-): CHEBI:157 (1R,2S,4R)-(+): CHEBI:3151
ChEMBL	(1S,2R,4S)-(-): ChEMBL3183823
ChemSpider	83962
ECHA InfoCard	100.000.878
EC Number	200-964-4
KEGG	(1S,2R,4S)-(-): C09837 (1R,2S,4R)-(+): C11338
PubChem CID	6448 (1S,2R,4S)-(-): 12025
RTECS number	NP7350000
UNII	213431586X  Y (1S,2R,4S)-(-): 24QAP1VCUX  Y (1R,2S,4R)-(+): MN65CC8L89  Y
CompTox Dashboard (EPA)	DTXSID80859098 DTXSID7041675, DTXSID80859098
InChI InChI=1S/C12H20O2/c1-8(13)14-10-7-9-5-6-12(10,4)11(9,2)3/h9-10H,5-7H2,1-4H3 Key: KGEKLUUHTZCSIP-UHFFFAOYSA-N
SMILES CC(=O)OC1CC2CCC1(C2(C)C)C
Properties
Chemical formula	C12H20O2
Molar mass	196.290 g·mol−1
Melting point	27–29 °C
Boiling point	223–224 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Bornyl acetate is a chemical compound. ^[1] Its molecular formula is C₁₂H₂₀O₂ and its molecular weight is 196.29 g/mol. It is the acetate ester of borneol. It is used as a food additive, ^[2] flavouring agent, and odour agent.

It is a component of the essential oil from pine needles (from the family Pinaceae) ^{[3] [4] [5]} and primarily responsible for its odor. ^[6]

References

1. CID 6448 from PubChem
2. "Code of Federal Regulations Title 21". Archived from the original on October 11, 2003.
3. Lee, Na-Hyun; Lee, Sang-Min; Lee, Tae-Min; Chung, Namhyun; Lee, Hoi-Seon (2015). "GC-MS Analyses of the Essential Oils Obtained from Pinaceae Leaves in Korea". Journal of Essential Oil Bearing Plants. 18 (3): 538. Bibcode:2015JEOBP..18..538L. doi:10.1080/0972060X.2013.764194. S2CID   93566094.
4. Garneau, François-Xavier; Collin, Guy; Gagnon, Hélène; Pichette, André (2012). "Chemical Composition of the Hydrosol and the Essential Oil of Three Different Species of the Pinaceae Family :Picea glauca(Moench) Voss.,Picea mariana(Mill.) B.S.P., and Abies balsamea(L.) Mill". Journal of Essential Oil Bearing Plants. 15 (2): 227. Bibcode:2012JEOBP..15..227G. doi:10.1080/0972060X.2012.10644040. S2CID   94394684.
5. Karapandzova, M; Stefkova, G; Cvetkovikj, I; Trajkovska-Dokik, E; Kaftandzieva, A; Kulevanova, S (2014). "Chemical composition and antimicrobial activity of the essential oils of Pinus peuce (Pinaceae) growing wild in R. Macedonia". Natural Product Communications. 9 (11): 1623–8. doi: 10.1177/1934578X1400901124 . PMID   25532297.
6. Ullmann's Food and Feed. Vol. 2. Wiley-VCH. 2017-06-19. p. 1193. ISBN   9783527339907. Pinaceae needle oils from Pinaceae species contain (-)-bornyl acetate as their main odoriferous component.