62122

(R)-(+)-Limonene

technical, ~90% (sum of enantiomers, GC)

• Synonym(s): (+)-p-Mentha-1,8-diene, (+)-Carvene, (R)-4-Isopropenyl-1-methyl-1-cyclohexene
• Empirical Formula (Hill Notation): C₁₀H₁₆
• CAS Number: 5989-27-5
• Molecular Weight: 136.23
• Beilstein/REAXYS Number: 2204754
• EC Number: 227-813-5
• MDL number: MFCD00062991
• UNSPSC Code: 12352002
• PubChem Substance ID: 329759709
• NACRES: NA.22

Properties

• vapor density: 4.7 (vs air)
• Quality Level: 100
• vapor pressure: <3 mmHg ( 14.4 °C)
• grade: technical
• assay: ~90% (sum of enantiomers, GC)
• form: liquid
• optical activity: [α]20/D +112±5°, c = 10% in ethanol
• expl. lim.: 6.1 %
• greener alternative product characteristics: Waste Prevention; Safer Solvents and Auxiliaries; Use of Renewable Feedstocks; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• refractive index: n20/D 1.473 (lit.)
• bp: 176-177 °C (lit.)
• solubility: water: insoluble
• density: 0.842 g/mL at 20 °C (lit.)
• greener alternative category: Aligned,
• storage temp.: 2-8°C
• SMILES string: CC(=C)[C@@H]1CCC(C)=CC1
• InChI: 1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4,10H,1,5-7H2,2-3H3/t10-/m0/s1
• InChI key: XMGQYMWWDOXHJM-JTQLQIEISA-N

Description

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 byPenicillium 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.

Safety Information

• pictograms: GHS02,GHS08,GHS07,GHS09
• signalword: Danger
• hcodes: H226,H304,H315,H317,H410
• pcodes: P210 - P273 - P280 - P301 + P310 - P303 + P361 + P353 - P331
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 1 - Asp. Tox. 1 - Flam. Liq. 3 - Skin Irrit. 2 - Skin Sens. 1
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 2
• flash_point_f: 123.8 °F - closed cup
• flash_point_c: 51 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter