- 3-Methyl-2-cyclohexen-1-one
-
- $8.00 / 1KG
-
2025-09-25
- CAS:1193-18-6
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: g-kg-tons, free sample is available
|
| | 3-Methyl-2-cyclohexen-1-one Basic information |
| | 3-Methyl-2-cyclohexen-1-one Chemical Properties |
| Melting point | -21°C | | Boiling point | 199-200 °C(lit.) | | density | 0.971 g/mL at 25 °C(lit.) | | FEMA | 3360 | 3-METHYL-2-CYCLOHEXEN-1-ONE | | refractive index | n20/D 1.494(lit.) | | Fp | 155 °F | | storage temp. | Inert atmosphere,Room Temperature | | form | Liquid | | color | Clear very slightly yellow to brown | | Specific Gravity | 0.971 | | Odor | at 1.00 % in dipropylene glycol. nut caramel phenolic cherry | | Odor Type | nutty | | biological source | synthetic | | Water Solubility | insoluble | | JECFA Number | 1107 | | BRN | 1560601 | | Major Application | flavors and fragrances | | InChI | 1S/C7H10O/c1-6-3-2-4-7(8)5-6/h5H,2-4H2,1H3 | | InChIKey | IITQJMYAYSNIMI-UHFFFAOYSA-N | | SMILES | CC1=CC(=O)CCC1 | | LogP | 1.04 | | CAS DataBase Reference | 1193-18-6(CAS DataBase Reference) | | NIST Chemistry Reference | 2-Cyclohexen-1-one, 3-methyl-(1193-18-6) | | EPA Substance Registry System | 3-Methyl-2-cyclohexen-1-one (1193-18-6) |
| Hazard Codes | Xn | | Risk Statements | 22-36-20/21/22 | | Safety Statements | 36/37/39-26-24/25 | | WGK Germany | 3 | | RTECS | GW7340000 | | F | 10 | | TSCA | TSCA listed | | HS Code | 29142990 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Acute Tox. 4 Oral |
| | 3-Methyl-2-cyclohexen-1-one Usage And Synthesis |
| Description | May be prepared by acid hydrolysis and decarboxylation of the
corresponding 4-carbetoxy derivative; by oxidation of 1-methylcyclohex-l-ene with chromium trioxide in acetic acid; by cyclization of 3-carbetoxy-6-chlorohept-5-en-2-one with sulfuric acid. | | Chemical Properties | 3-Methyl-2-cyclohexen-1-one is a nonaromatic cyclic ketone with a medicinal, phenolic, mild cherry aroma | | Chemical Properties | CLEAR VERY SLIGHTLY YELLOW TO BROWN LIQUID | | Occurrence | Reported found in oil of Mentha pulegium, cocoa, coffee, filbert, sweet corn, dried bonito, katsuobushi, wild
rice and clam. Also produced by some animals in vivo | | Uses | 3-Methyl-2-cyclohexen-1-one was used in the synthesis of 19-nor-1α, 25-dihydroxyvitamin D(3) derivatives. It was also used in sex pheromone of the Douglas-fir beetle. Used in nut flavor. | | Uses | 3-Methyl-2-cyclohexenone is an insect sex pheromone of the Douglas-fir beetle. It can be used as a starting material:
- In the total synthesis of ()-ar-tenuifolene, a naturally occurring aromatic sesquiterpene.
- To synthesize an organic building block 2-trimethylsilyl-3-methyl-cyclohexenone.
- In the total synthesis of natural diterpenoids (+)-taiwaniaquinone H and (+)-dichroanone.
| | Definition | ChEBI: 3-Methyl-2-cyclohexen-1-one is a cyclic olefin. | | Preparation | By acid hydrolysis and decarboxylation of the corresponding 4-carbetoxy derivative; by oxidation of 1-methylcyclohex-1-ene with chromium trioxide in acetic acid; by cyclization of 3-carbetoxy-6-chlorohept-5-en-2-one with sulfuric
acid. | | Aroma threshold values | Aroma characteristics at 2.0%: sweet, nutty, phenolic, walnut, fruity, almond and benzoin | | Taste threshold values | Taste characteristics at 50 ppm: nutty, musty, phenolic and woody with grain-like nuances. | | Synthesis Reference(s) | Journal of the American Chemical Society, 101, p. 494, 1979 DOI: 10.1021/ja00496a044
The Journal of Organic Chemistry, 42, p. 1349, 1977 DOI: 10.1021/jo00428a017
Tetrahedron Letters, 17, p. 3, 1976 |
| | 3-Methyl-2-cyclohexen-1-one Preparation Products And Raw materials |
|