Skip to Content
Merck
All Photos(3)

Documents

77429

Sigma-Aldrich

(R)-(−)-α-Phellandrene

≥95.0% (sum of enantiomers, GC)

Synonym(s):

(R)-(-)-alpha-Phellandrene, (−)-p-Mentha-1,5-diene, (R)-5-Isopropyl-2-methyl-1,3-cyclohexadiene

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Empirical Formula (Hill Notation):
C10H16
CAS Number:
4221-98-1
Molecular Weight:
136.23
Beilstein:
2497824
EC Number:
224-167-6
MDL number:
MFCD00062988
UNSPSC Code:
12352002
PubChem Substance ID:
57652697
NACRES:
NA.22

Quality Level

200

Assay

≥95.0% (sum of enantiomers, GC)

form

liquid

optical activity

[α]20/D −225±5°, c = 10% in diethyl ether

bp

171-174 °C (lit.)

density

0.844 g/mL at 20 °C (lit.)

storage temp.

2-8°C

SMILES string

CC(C)[C@H]1CC=C(C)C=C1

InChI

1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3/t10-/m1/s1

InChI key

OGLDWXZKYODSOB-SNVBAGLBSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

(R)-(-)-α-Phellandrene is a monoterpene derivative.

Application

(R)-(-)-α-Phellandrene undergoes [4+2] cycloaddition with 2-naphthyl acetylenecarboxylate to form a chiral diene, which can act as a ligand for the rhodium-catalyzed asymmetric addition reactions. It may be used to synthesize (1S,5R)-5-(1-methylethyl)-2-methylidene-3-cyclohexen-1-yl hydroperoxide, which on reduction forms trans-yabunikkeol.

Signal Word

Danger

Hazard Statements

H226,H304,H317,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Sens. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 3

Flash Point(F)

113.0 °F - closed cup

Flash Point(C)

45 °C - closed cup

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Intrazeolite photo-oxygenation of (R)-(-)-a-phellandrene.
Stratakis M and Sofikiti N.
J. Chem. Res. (M), 2002(8), 374-375 (2002)
Chiral diene ligands for asymmetric catalysis.
Hayashi T.
Aldrichimica Acta, 42(2), 31-38 (2009)
David F Lima et al.
The Journal of pharmacy and pharmacology, 64(2), 283-292 (2012-01-10)
The aim of this work was to investigate the antinociceptive property of α-phellandrene (α-PHE) in experimental nociception models and possible mechanisms involved. Mass spectrometry was used to evaluate the purity and molecular mass of α-PHE. Macrophages from mice peritoneal cavity
Gökalp İşcan et al.
Chemistry & biodiversity, 9(8), 1525-1532 (2012-08-18)
Terpene derivatives converted by microbial biotransformation constitute an important resource for natural pharmaceutical, fragrance, and aroma substances. In the present study, the monoterpene α-phellandrene was biotransformed by 16 different strains of microorganisms (bacteria, fungi, and yeasts). The transformation metabolites were
Huai-sheng Hu et al.
Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials, 32(1), 67-70 (2009-05-19)
The chemical constituents and antimicrobial activity of the essential oil from Acanthopanax brachypus were studied. The essential oil was extracted from the stem of A. brachypus by steam distillation, and its antimicrobial activity was tested in vitro. The chemical constituents
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service