(R)-(+)-Limonene
(R)-(+)-Limonene (CAS 5989-27-5), a naturally occurring cyclic terpene with the formula C10H16 and a molecular weight of 136.23 g/mol, is a valuable chiral building block. Known for its characteristic citrus odour, it is predominantly found in the oils of citrus fruits. This compound serves as a crucial chiral intermediate in various chemical synthesis pathways, particularly in the realm of natural product synthesis.
- IUPAC
- (+)-p-Mentha-1,8-diene,(+)-Carvene,(R)-4-Isopropenyl-1-methyl-1-cyclohexene
- Synonyms
- (+)-p-Mentha-1,8-diene(+)-Carvene(R)-4-Isopropenyl-1-methyl-1-cyclohexene
Chiral Synthesis Intermediate
(R)-(+)-Limonene is widely employed as a chiral intermediate in the synthesis of complex natural products and pharmaceuticals. Its defined stereochemistry allows for precise control in asymmetric synthesis, leading to desired enantiomers.
Organic Synthesis
As an alkene, this compound participates in various organic reactions, including cycloadditions and oxidations. Its terpene structure makes it a versatile starting material for creating complex molecular architectures in research and development.
Flavor and Fragrance Research
While primarily used for its chiral properties in synthesis, its strong citrus aroma has led to its investigation and use in research related to flavour and fragrance development, though purity for these applications would need further specification.
| Molecular weight | 136.23 |
|---|---|
| Empirical formula | C10H16 |
| Assay | 97% |
| Boiling point | 176-177 °C(lit.) |
| Density | 0.842 g/mL at 20 °C(lit.) |
| Refractive index | n20/D 1.473(lit.) |
| Optical activity | [α]20/D +115.5±1°, c = 10% in ethanol |
| Optical purity | ee: 98% (GLC) |
| Vapour pressure | <3 mmHg (14.4 °C) |
| Vapour density | 4.7 (vs air) |
| Storage temperature | 2-8°C |
| Application | Chiral intermediate for natural product synthesis.1 |
Hazard statements
- H226Flammable liquid and vapour
- H304May be fatal if swallowed and enters airways
- H315Causes skin irritation
- H317May cause an allergic skin reaction
- H410Very toxic to aquatic life with long-lasting effects
Precautionary statements
- P273Avoid release to the environment
- P280Wear protective gloves, clothing and eye/face protection
- P301IF SWALLOWED
- P331Do NOT induce vomiting
- P501Dispose of contents and container per local regulations
| Protective equipment | Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter |
|---|---|
| Flash point | 50 °C / 122 °F |
| Transport (UN / ADR) | UN 2052 3 / PGIII |
| Water hazard class (WGK, DE) | 2 |
| Hazard codes (EU) | Xn,N |
| Risk statements (R) | 10-38-43-50/53-65 |
| Safety statements (S) | 24-37-60-61 |
Hazard information is provided for guidance. Always consult the product Safety Data Sheet (SDS), available on request, before handling.
| Expl Lim | 6.1 % |
|---|---|
| Gene Information | human ... CYP1A2(1544) |
| Shelf Life | (limited shelf life, expiry date on the label) |
Documentation
Every batch ships with a Certificate of Analysis covering assay, identity and purity; the grade is confirmed against your enquiry. Safety Data Sheets and technical data sheets are available on request.
Supply & logistics
Samples for technical evaluation; bulk MOQ by grade and packaging. In-stock material ships in 7–10 working days, worldwide, with full export documentation.
What is (R)-(+)-Limonene used for?
+
(R)-(+)-Limonene is primarily used as a chiral intermediate in natural product synthesis and other complex organic synthesis applications. Its specific stereochemistry is valuable in asymmetric synthesis.
What are the CAS number and formula for (R)-(+)-Limonene?
+
The CAS number for (R)-(+)-Limonene is 5989-27-5, and its empirical formula is C10H16.
What grade and purity does Tech Serve Solutions supply?
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Tech Serve Solutions supplies (R)-(+)-Limonene with an assay of 97% and an optical purity (ee) of 98%. This product is supplied for research and general chemical purposes. TSS does not represent this product as USP, BP, EP, or other pharmacopoeia grades unless explicitly stated.
How should (R)-(+)-Limonene be handled safely?
+
Handle (R)-(+)-Limonene with care. It is a flammable liquid and vapour (H226), can be fatal if swallowed and enters airways (H304), causes skin irritation (H315), may cause an allergic skin reaction (H317), and is very toxic to aquatic life with long-lasting effects (H410). Always use appropriate personal protective equipment, including eyeshields, gloves, and a suitable respirator. Store in a well-ventilated area, away from ignition sources, at 2-8°C.
How is (R)-(+)-Limonene packed, shipped, and exported?
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(R)-(+)-Limonene is supplied with limited shelf life, with the expiry date indicated on the label. Packaging and shipping adhere to relevant regulations for flammable and environmentally hazardous substances. TSS exports globally.
How can I request a sample or quote for (R)-(+)-Limonene?
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To request a sample or obtain a quote for (R)-(+)-Limonene, please contact our sales department via our website or directly by phone. Please specify the quantity required.
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