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W355704

Sigma-Aldrich

(S)-(−)-Perillaldehyde

≥92%

Synonym(s):

(−)-Perillaaldehyde, (S)-4-Isopropenyl-cyclohexene-1-carboxaldehyde, (S)-p-Mentha-1,8-dien-7-al

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About This Item

Empirical Formula (Hill Notation):
C10H14O
CAS Number:
18031-40-8
Molecular Weight:
150.22
FEMA Number:
3557
Beilstein:
2326448
Council of Europe no.:
4154
MDL number:
MFCD00001543
UNSPSC Code:
12164502
PubChem Substance ID:
24901780
Flavis number:
5.117
NACRES:
NA.21

biological source

synthetic

Quality Level

400

grade

Halal
Kosher

reg. compliance

FDA 21 CFR 172.515

Assay

≥92%

optical activity

[α]20/D −120°, c = 10 in ethanol

refractive index

n20/D 1.508 (lit.)

bp

104-105 °C/10 mmHg (lit.)

density

0.965 g/mL at 25 °C (lit.)

application(s)

flavors and fragrances

Documentation

see Safety & Documentation for available documents

food allergen

no known allergens

Organoleptic

green; herbaceous

SMILES string

CC(=C)[C@H]1CCC(C=O)=CC1

InChI

1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3/t10-/m1/s1

InChI key

RUMOYJJNUMEFDD-SNVBAGLBSA-N

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General description

(S)-(-)-Perillaldehyde is a monoterpene aldehyde mainly found in the herb, Perilla frutescens. It is the key volatile flavor compound of orange juice and mandarin peel oil.

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

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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Terpenes in the gas phase: The structural conformation of S-(?)-perillaldehyde investigated by microwave spectroscopy and quantum chemical calculations
Moreno JRA, et al.
Chemical Physics Letters, 473(1), 17-20 (2009)
Volatile flavour components of orange juice obtained from the cv. Kozan of Turkey
Selli S, et al.
J. Food Compos. Anal., 17(6), 789-796 (2004)
Conformational Flexibility in Terpenes: Vibrational Circular Dichroism (VCD), Infrared and Raman Study of S-(?)-Perillaldehyde
Partal UF, et al.
The Journal of Physical Chemistry A, 112(34), 7887-7893 (2008)

Protocols

GC Analysis of Sweet Orange Essential Oil on SLB®-5ms (10 m x 0.10 mm I.D., 0.10 µm), Fast GC Analysis

-β-Farnesene; α-Huµlene; Germacrene D; (+)-Valencene; Bicyclogermacrene; (+)-δ-Cadinene

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