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340480

Sigma-Aldrich

trans,trans-Farnesyl acetate

95%

Synonym(s):

(E,E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol acetate, (E,E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-yl acetate

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About This Item

Linear Formula:
CH3CO2CH2CH=C(CH3)CH2CH2CH=C(CH3)CH2CH2CH=C(CH3)2
CAS Number:
4128-17-0
Molecular Weight:
264.40
MDL number:
MFCD00036516
UNSPSC Code:
12352100
PubChem Substance ID:
24860818
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.477 (lit.)

bp

115-125 °C/0.3 mmHg (lit.)

density

0.914 g/mL at 25 °C (lit.)

functional group

ester

SMILES string

CC(=O)OC\C=C(/C)CC\C=C(/C)CC\C=C(\C)C

InChI

1S/C17H28O2/c1-14(2)8-6-9-15(3)10-7-11-16(4)12-13-19-17(5)18/h8,10,12H,6-7,9,11,13H2,1-5H3/b15-10+,16-12+

InChI key

ZGIGZINMAOQWLX-NCZFFCEISA-N

General description

trans,trans-Farnesyl acetate is one of the most odor-active or key compounds of Hyuganatsu aroma in Hyuganatsu (Citrus tamurana Hort. ex Tanaka) peel oil. Asymmetric dihydroxylation of trans,trans-farnesyl acetate using the new Sharpless′ ligand has been studied.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Asymmetric dihydroxylation of geranyl, neryl and< i> trans, trans</i>-farnesyl acetates.
Vidari G, et al.
Tetrahedron Letters, 34(40), 6485-6488 (1993)
H S Choi et al.
Journal of agricultural and food chemistry, 49(5), 2404-2408 (2001-05-23)
The volatile components of Hyuganatsu (Citrus tamurana Hort. ex Tanaka) peel oil, isolated by cold-pressing, were investigated by chemical and sensory analyses. According to chemical analysis by GC and GC-MS, limonene (84.0%) was the most abundant compound, followed by gamma-terpinene
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Thrips, Megalurothrips usitatus, usually display aggregation behavior, which is probably mediated by a male-produced aggregation pheromone. Aggregation pheromones are species-specific, and can be used to develop commercial lures for monitoring and mass-trapping of pests. The active components of the aggregation
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