(R)-(+)-Limonene - technical grade, ≥90%(GC), sum of enantiomers , CAS No.5989-27-5

CAS: 5989-27-5 Cat. No.: R433044 Formula: C10H16 Molecular Weight: 136.23 Beilstein Registry Number: 2204754 EC Number: 227-813-5
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GRADE & PURITY Technical grade ? Technical grade — industrial-quality purity with no tight impurity guarantees. Use for large-scale or non-critical processes where cost matters most. ≥90%(GC) sum of enantiomers
Synonyms
1-Methyl-4-(1-methylethenyl)cyclohexene, (R)- | NSC-757069 | Sulfate turpentine, distilled | (R)-p-Mentha-1,8-diene | (+)-(R)-Limonene | EINECS 266-034-5 | XMGQYMWWDOXHJM-JTQLQIEISA-N | (+)-4-Isopropenyl-1-methylcyclohexene | Cyclohexene, 1-methyl-4-(1-me
Storage
Store at 2-8°C
Shipped In
Wet ice,FedEx DG Service
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Size
Germany (EU)
USA*
Price
Qty
250ml
R433044-250ml
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3 In stock
€31.15
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Why this grade

technical grade, ≥90%(GC), sum of enantiomers Technical grade for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at 2-8°C Ships Wet ice,FedEx DG Service Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 81 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

General Description

( R )-(+)-Limonene is an optically active ( R ) form of limonene. Limonene is a 10-carbon cyclohexanoid monoterpene. It is widely employed in cosmetic industry. ( R )-(+)-Limonene is present in the peel oil from citrus fruits. It is the most commonly used fragrance materials in technical products and in fine fragrances. It is the major constituent of the essential oil extracted from Anethum sowa Roxb. (Indian dill). Racemic limonene undergoes enantio-selective and enantio-specific conversion to ( R )-(+)-α-terpineol by Penicillium digitatum mycelia. Biotransformation of ( R )-(+)- and ( S )-(-)-limonene by fungi has been investigated.


Application

( R )-(+)-Limonene has been used to investigate the in vitro and in vivo action of limonene against Leishmania species.

Specifications

Synonyms
1-Methyl-4-(1-methylethenyl)cyclohexene, (R)- | NSC-757069 | Sulfate turpentine, distilled | (R)-p-Mentha-1,8-diene | (+)-(R)-Limonene | EINECS 266-034-5 | XMGQYMWWDOXHJM-JTQLQIEISA-N | (+)-4-Isopropenyl-1-methylcyclohexene | Cyclohexene, 1-methyl-4-(1-me
Specifications & Purity
technical grade, ≥90%(GC), sum of enantiomers
Storage
Store at 2-8°C
Shipped In
Wet ice,FedEx DG Service
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Technical grade
Purity
≥90%(GC)
Names and Identifiers
Pubchem Sid
Canonical Smiles
CC1=CCC(CC1)C(=C)C
IUPAC Name
(4R)-1-methyl-4-prop-1-en-2-ylcyclohexene
InChIKey
XMGQYMWWDOXHJM-JTQLQIEISA-N
INCHI
1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1
Isomeric SMILES
CC1=CC[C@@H](CC1)C(=C)C
WGK Germany
2
RTECS
GW6360000
UN Number
2319
Packing Group
III
Molecular Weight
136.23
Beilstein
2204754
Reaxy-Rn
774123
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=774123&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassLipids and lipid-like molecules
ClassPrenol lipids
SubclassMonoterpenoids
Intermediate Tree Nodes Not available
Direct ParentMenthane monoterpenoids
Alternative Parents Monocyclic monoterpenoids  Branched unsaturated hydrocarbons  Cycloalkenes  Unsaturated aliphatic hydrocarbons  
Molecular FrameworkAliphatic homomonocyclic compounds
Substituents P-menthane monoterpenoid - Monocyclic monoterpenoid - Branched unsaturated hydrocarbon - Cycloalkene - Cyclic olefin - Unsaturated aliphatic hydrocarbon - Unsaturated hydrocarbon - Olefin - Hydrocarbon - Aliphatic homomonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as menthane monoterpenoids. These are monoterpenoids with a structure based on the o-, m-, or p-menthane backbone. P-menthane consists of the cyclohexane ring with a methyl group and a (2-methyl)-propyl group at the 1 and 4 ring position, respectively. The o- and m- menthanes are much rarer, and presumably arise by alkyl migration of p-menthanes.
External Descriptors Menthane monoterpenoids
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
U-251 (51189 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
786-0 (47912 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NCI-H460 (60772 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Pseudomonas aeruginosa (123386 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Klebsiella aerogenes (4963 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptococcus mutans (2687 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus subtilis (32866 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mycoplasmoides pneumoniae (351 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cyberlindnera jadinii (900 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Saccharomyces cerevisiae (19171 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Corynebacterium ammoniagenes (75 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cutibacterium acnes (887 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Penicillium chrysogenum (1593 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida albicans (78123 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leishmania braziliensis (1091 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Trypanosoma cruzi (99888 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Meloidogyne incognita (862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Musca domestica (713 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leishmania sp. (21 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Tetranychus urticae (2600 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vero (26788 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rdl GABA receptor subunit (76 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leptinotarsa decemlineata (1161 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Malassezia furfur (70 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Psoroptes ovis (78 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Tribolium castaneum (596 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Metamycoplasma hominis (88 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Liposcelis bostrychophila (71 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Sitophilus granarius (35 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

3 results found

Lot NumberCertificate TypeDateItem
H2328591Certificate of AnalysisApr 03, 2023 R433044
H2328592Certificate of AnalysisApr 03, 2023 R433044
H2328593Certificate of AnalysisApr 03, 2023 R433044
Chemical and Physical Properties
Solubilitywater: insoluble
Refractive Index1.47-1.474
Specific Rotation[α]120 ° (neat)
Flash Point(°F)118°F
Flash Point(°C)48℃
Boil Point(°C)175.4-176°C
Melt Point(°C)-74°C
Molecular Weight136.230 g/mol
XLogP33.400
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count0
Rotatable Bond Count1
Exact Mass136.125 Da
Monoisotopic Mass136.125 Da
Topological Polar Surface Area0.000 Ų
Heavy Atom Count10
Formal Charge0
Complexity163.000
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Documents & Articles
Fragrance Science: From “Smells Nice” to a Chemical World That Can Be Studied and Standardized
Why LABSA (Sulfonic Acid) Is Commonly Used in Household Cleaning Formulations: Neutralization Mechanism, Detergency Action, and Formulation Application Points
Solvents, Co-solvents, and Solubilization Systems in Home and Personal Care Formulations: Classification, Functions, and Selection Guide
Why Limonene Can Soften Greasy Soils Yet Is Difficult to Dissolve in Water: Understanding the Cleaning Mechanism and Formulation Applications of Naturally Derived Solvents from Molecular Structure
Degreasing Agents from a Molecular-Structure Perspective: How AEO, APG, and Related Surfactants Can Replace Nonylphenol Ethoxylates (NPE)
More Than a pH Adjuster: Mechanisms, Selection Logic, and Alternative Acid Source Analysis of Citric Acid in Home-Care Cleaning
From Structure to Selection: Mechanisms and Application Assessment of Low-Foam Oil and Wax Removal with Fatty Acid Methyl Ester Ethoxylates (FMEE)
Structure, Properties, and Mechanisms of Powdered Fragrances and Fragrance Delivery Materials: Stability, Release Mechanisms, and Selection Logic
Mechanisms and Troubleshooting of Foam Reduction in Personal and Household Care Formulations: Film Rupture, Weak Interfacial Films, Insufficient Surfactant Supply, and Phase-State Disturbance
Plant Tissue and Cell Wall Staining Methods: Selection of Light Green, Safranin, Fast Green, and Composite Staining Systems
Tea Tree Oil in Skincare: From Chemical Composition and Anti-Acne Mechanisms to Evidence Evaluation and Safe Use
Regioselectivity of Pyridine-Diimine (PDI)–Cobalt-Catalyzed Simmons–Smith-Type Cyclopropanation: Alkene Substitution Patterns and the Methylene-Transfer Mechanism
Citations of This Product
Solution Calculators
Reviews

Customer Reviews

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