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| | 2,6-DIISOPROPYLNAPHTHALENE Basic information |
| Product Name: | 2,6-DIISOPROPYLNAPHTHALENE | | Synonyms: | 2,6-bis(1-methylethyl)-naphthalen;Naphthalene, 2,6-bis(1-methylethyl)-;Naphthalene, 2,6-diisopropyl-;2,6-DIISOPROPYLNAPHTHALENE;2,6-BIS(1-METHYLETHYL)-NAPHTHALENE;2,6-DIISOPRYLNAPHTHALENE;2,6-DIISOPROPYL NAHPTHALENE TECHNICAL;2,6-diisopropyl naphtalene | | CAS: | 24157-81-1 | | MF: | C16H20 | | MW: | 212.33 | | EINECS: | 246-045-1 | | Product Categories: | Color Former & Related Compounds;Functional Materials;Sensitizer | | Mol File: | 24157-81-1.mol |  |
| | 2,6-DIISOPROPYLNAPHTHALENE Chemical Properties |
| Melting point | 67-70 °C | | Boiling point | 279.3 °C | | density | 0.9560 (estimate) | | vapor pressure | 0.08Pa at 25℃ | | refractive index | 1.5774 (estimate) | | RTECS | QJ1536000 | | Fp | 140 °C | | storage temp. | Store at room temperature | | solubility | Acetonitrile (Slightly), Chloroform (Slightly), Methanol | | form | powder to crystal | | color | White to Almost white | | Specific Gravity | 0.968 | | Water Solubility | 1mg/L at 25℃ | | Henry's Law Constant | 1.3×10-2 mol/(m3Pa) at 25℃, Schröder et al. (2013) | | InChI | 1S/C16H20/c1-11(2)13-5-7-16-10-14(12(3)4)6-8-15(16)9-13/h5-12H,1-4H3 | | InChIKey | GWLLTEXUIOFAFE-UHFFFAOYSA-N | | SMILES | CC(C)c1ccc2cc(ccc2c1)C(C)C | | LogP | 6.5 at 25℃ | | CAS DataBase Reference | 24157-81-1(CAS DataBase Reference) | | EPA Substance Registry System | 2,6-Diisopropylnaphthalene (24157-81-1) |
| Hazard Codes | Xn,N | | Risk Statements | 22-50/53 | | Safety Statements | 24/25-61-60 | | RIDADR | 3077 | | WGK Germany | WGK 3 | | TSCA | TSCA listed | | HazardClass | 9 | | PackingGroup | III | | HS Code | 29029090 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Aquatic Acute 1
Aquatic Chronic 1 |
| | 2,6-DIISOPROPYLNAPHTHALENE Usage And Synthesis |
| Description | A synthetic plant growth regulator used mainly on stored potatoes rather than in the open environment. Available data is limited. It is moderately soluble in water, has a low mammalian acute oral toxicity and not expected to cause serious, long-term negative health effects. It has a low to moderate toxicity to aquatic species. | | Chemical Properties | beige crystalline platelets | | Uses | 2,6-Diisopropylnaphthalene, is a building block used for the synthesis of more complex compounds. 2,6-Diisopropylnaphthalene (2,6-DIPM) is also used in the manufacturing of pesticide products intended to prevent sprouting of stored potatoes. | | Definition | ChEBI: 2,6-diisopropylnaphthalene is a member of the class of napthalenes that is naphthalene which is substituted by an isopropyl group at positions 2 and 6. It is a plant growth regulator which inhibits the sprouting of potatoes during storage. It has a role as a plant growth retardant and an agrochemical. | | Production Methods | The commercial production of 2,6-diisopropylnaphthalene involves a multi-step isopropylation and transalkylation process. Initially, naphthalene is isopropylated using propylene in the presence of an acid catalyst, producing a mixture of mono-, di-, and tri-isopropylnaphthalenes. This mixture undergoes transalkylation with a triisopropylnaphthalene-rich stream to redistribute isopropyl groups, enhancing the yield of the desired 2,6-isomer. The resulting mixture is then fractionally distilled to separate the mono-, di-, and tri-substituted products. The 2,6-diisopropylnaphthalene is isolated from the diisopropylnaphthalene fraction, while the mono- and tri-isopropylated fractions are recycled back into the process to improve efficiency and reduce waste | | General Description | Clear yellowish brown liquid with a faint sweet odor. | | Air & Water Reactions | Insoluble in water. | | Reactivity Profile | Vigorous reactions, sometimes amounting to explosions, can result from the contact between aromatic hydrocarbons, such as 2,6-DIISOPROPYLNAPHTHALENE, and strong oxidizing agents. They can react exothermically with bases and with diazo compounds. Substitution at the benzene nucleus occurs by halogenation (acid catalyst), nitration, sulfonation, and the Friedel-Crafts reaction. Friedel-Crafts acylation of naphthalene using benzoyl chloride, catalyzed by AlCl3, must be conducted above the melting point of the mixture, or the reaction may be violent [Clar, E. et al., Tetrahedron, 1974, 30, 3296]. | | Health Hazard | Exposure can cause irritation of eyes, nose and throat. | | Fire Hazard | Special Hazards of Combustion Products: Irritating vapors and toxic gases, such as carbon dioxide and carbon monoxide, may be formed when involved in fire. | | Flammability and Explosibility | Not classified | | Mechanism of action | Releases volatile compound dimethylnaphthalene which causes sprout inhibitory activity | | Pesticide Type | Plant Growth Regulator |
| | 2,6-DIISOPROPYLNAPHTHALENE Preparation Products And Raw materials |
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