8022-90-0

Basic information

• Product Name: DL-Limonene
• Synonyms: Cyclohexene, 1-methyl-4-(1-methylethenyl)-; (4S)-1-methyl-4-(prop-1-en-2-yl)cyclohexene
• CAS NO: 8022-90-0
• Molecular Formula: C₁₀H₁₆
• Molecular Weight: 136.234
• EINECS: 231-732-0
• Mol File: 8022-90-0.mol
• Article Data: 180

Chemical Properties

• Melting Point: -97℃
• Boiling Point: 175.4°C at 760 mmHg
• Flash Point: 42.8°C
• Density: 0.834g/cm³
• Vapor Pressure: 1.54mmHg at 25°C
• Refractive Index: 1.467
• Water Solubility: <1 g/100mL
• CAS DataBase Reference: DL-Limonene(CAS DataBase Reference)
• NIST Chemistry Reference: DL-Limonene(8022-90-0)
• EPA Substance Registry System: DL-Limonene(8022-90-0)

Safety Data

• Hazard Codes: Xi:Irritant;; <
• Statements: R10:; R38:; R43:; R50/53:
• Safety Statements: S24:; S37:; S60:; S61:
• Hazardous Substances Data: 8022-90-0(Hazardous Substances Data)

Upstream product

• 80-56-8 Pinene 
• 623-26-7 terephthalonitrile 
• 67-56-1 methanol 
• 7785-26-4 (-)-α-pinene 
• 75-05-8 acetonitrile 
• 124-38-9 carbon dioxide 
• 78-79-5 isoprene 
• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 
• 108-24-7 acetic anhydride 
• 7785-70-8 (+)-α-pinene 
• 7722-84-1 dihydrogen peroxide 
• 64-19-7 acetic acid 
• 106-24-1 Geraniol 
• 407-25-0 trifluoroacetic anhydride 

Downstream Products

• 33758-94-0 (1S,2S,4R,8S)-1,2,8,9-tetrabromo-p-menthane 
• 33758-98-4 (1S,2S,4R,8R)-1,2,8,9-tetrabromo-p-menthane 
• 58506-22-2 p-menthane-1,2,8-triol 
• 18501-89-8 (Ξ)-p-mentha-1,4(8)-dien-9-ol 
• 18406-95-6 ((1Ξ,2Ξ,4R)-p-menth-8-en-2-yl)-trimethyl-silane 
• 109160-78-3 1,1,1-trichloro-4-((Ξ)-4-methyl-cyclohexyl)-pentan-2-ol 
• 200723-09-7 (4R,8Ξ)-p-menth-1-ene-8,9-diol 
• 58403-96-6 (R)-(2-methyl-4-oxo-cyclohex-2-enyl)-acetic acid 
• 17985-29-4 hexa-Si-chloro-Si,Si'-((1Ξ,2Ξ,4R,8Ξ)-p-menthane-2,9-diyl)-bis-silane 
• 6909-30-4 (1S,2R,4R)-limonene-1,2-epoxide 
• 4680-24-4 cis-(R)-limonene oxide 
• 80767-62-0 dimethyl-2,3 (p-methene-3 yl-2)-6 phenol 
• 80767-52-8 (1R,9R,12R)-9-Isopropyl-5,6,12-trimethyl-8-oxa-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene 
• 80767-57-3 (1R,9R,12S)-12-Isopropyl-5,6,9-trimethyl-8-oxa-tricyclo[7.3.1.0^2,7]trideca-2⁽⁷⁾,3,5-triene 

Relevant articles and documents

Synthesis of Terpineol from Alpha-Pinene Catalyzed by α-Hydroxy Acids

We report the use of five alpha-hydroxy acids (citric, tartaric, mandelic, lactic and glycolic acids) as catalysts in the synthesis of terpineol from alpha-pinene. The study found that the hydration rate of pinene was slow when only catalyzed by alpha-hydroxyl acids. Ternary composite catalysts, composed of AHAs, phosphoric acid, and acetic acid, had a good catalytic performance. The reaction step was hydrolysis of the intermediate terpinyl acetate, which yielded terpineol. The optimal reaction conditions were as follows: alpha-pinene, acetic acid, water, citric acid, and phosphoric acid, at a mass ratio of 1:2.5:1:(0.1–0.05):0.05, a reaction temperature of 70? C, and a reaction time of 12–15 h. The conversion of alpha-pinene was 96%, the content of alpha-terpineol was 46.9%, and the selectivity of alpha-terpineol was 48.1%. In addition, the catalytic performance of monolayer graphene oxide and its composite catalyst with citric acid was studied, with acetic acid used as an additive.

Nickel-catalyzed reductive deoxygenation of diverse C-O bond-bearing functional groups

We report a catalytic method for the direct deoxygenation of various C-O bond-containing functional groups. Using a Ni(II) pre-catalyst and silane reducing agent, alcohols, epoxides, and ethers are reduced to the corresponding alkane. Unsaturated species including aldehydes and ketones are also deoxygenated via initial formation of an intermediate silylated alcohol. The reaction is chemoselective for C(sp3)-O bonds, leaving amines, anilines, aryl ethers, alkenes, and nitrogen-containing heterocycles untouched. Applications toward catalytic deuteration, benzyl ether deprotection, and the valorization of biomass-derived feedstocks demonstrate some of the practical aspects of this methodology.

Thioderivatives of Resorcin[4]arene and Pyrogallol[4]arene: Are Thiols Tolerated in the Self-Assembly Process?

Three novel thiol bearing resorcin[4]arene and pyrogallol[4]arene derivatives were synthesized. Their properties were studied with regards to self-assembly, disulfide chemistry, and Br?nsted acid catalysis. This work demonstrates that (1) one aromatic thiol on the resorcin[4]arene framework is tolerated in the self-assembly process to a hexameric hydrogen bond-based capsule, (2) thio-derivatized resorcin[4]arene analogs can be covalently linked through disulfides, and (3) the increased acidity of aromatic thio-substituent is not sufficient to replace HCl as cocatalyst for capsule catalyzed terpene cyclizations.