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Cedramber

From Wikipedia, the free encyclopedia
Cedramber
Names
IUPAC name
(8α)-8-Methoxycedrane
Other names
  • octahydro-6-methoxy-3,6,8,8-tetramethyl-(3R,3aS,6R,7R,8aS)-1H-3a,7-Methanoazulene
  • Cedryl methyl ether
  • Methyl Cedryl Ether
  • (1S,2R,5S,7R,8R)-8-methoxy-2,6,6,8-tetramethyltricyclo[5.3.1.01,5]undecane
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.061.354 Edit this at Wikidata
EC Number
  • 267-510-5
UNII
  • InChI=1S/C16H28O/c1-11-6-7-12-14(2,3)13-10-16(11,12)9-8-15(13,4)17-5/h11-13H,6-10H2,1-5H3/t11-,12+,13-,15-,16+/m1/s1
    Key: HRGPYCVTDOECMG-RHBQXOTJSA-N
  • C[C@@H]1CC[C@@H]2[C@]13CC[C@@]([C@H](C3)C2(C)C)(C)OC
Properties
C16H28O
Molar mass 236.399 g/mol
Appearance Colourless liquid
Odor woody
Density 1.0±0.1 g/cm3
Boiling point 259 °C (498 °F; 532 K)
Vapor pressure 0.0±0.5 kPa (20 °C)
1.496 (10.5 °C)
Hazards
GHS labelling:
GHS07: Exclamation markGHS09: Environmental hazard
Warning
H315, H317, H319, H332, H410
P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P317, P321, P333+P317, P337+P317, P362+P364, P391, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

(8α)-8-Methoxycedrane (also called Cedramber) is a fragrance compound.[1] According to International Flavors & Fragrances Inc., it has a woody, ambergris odor.[2]

Preparation

[edit]

Cedryl methyl ether can be prepared from cedrol. Cedrol reacts with sodium hydride to form the sodium salt, which can be methylated by dimethyl sulfate.[3]

Safety

[edit]

All endpoints were cleared in a safety assessment by the Research Institute for Fragrance Materials.[4]

References

[edit]
  1. ↑ "ChemSpider".
  2. ↑ "IFF".
  3. ↑ Zhu, Guangyong; Xiao, Zuobing (2022). "Flavors and Fragrances: Structure of Various Flavors with Food Ingredients". Flavors and Fragrances in Food Processing: Preparation and Characterization Methods. ACS Symposium Series. Vol. 1433. pp. 21–188. doi:10.1021/bk-2022-1433.ch002. ISBN 978-0-8412-9731-9.
  4. ↑ Api, A.M.; et al. (2026). "RIFM fragrance ingredient safety assessment, cedryl methyl ether, CAS Registry Number 67874-81-1". Food and Chemical Toxicology. 210 115973. doi:10.1016/j.fct.2026.115973. PMID 41628703.