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| | MENTHOFURAN Basic information |
| Product Name: | MENTHOFURAN | | Synonyms: | 3,6-Dimethyl-4,5,6,7-tetrahydro-1-benzofuran;3,9-Epoxy-p-mentha-3,8-diene;4,5,6,7-tetrahydro-3,6-dimethyl-benzofura;Benzofuran, 4,5,6,7-tetrahydro-3,6-dimethyl-;Menthofurane;p-Mentha-3,8-diene, 3,9-epoxy-;FEMA 3235;MENTHOFURAN | | CAS: | 494-90-6 | | MF: | C10H14O | | MW: | 150.22 | | EINECS: | 207-795-5 | | Product Categories: | | | Mol File: | 494-90-6.mol |  |
| | MENTHOFURAN Chemical Properties |
| Melting point | 86°C | | Boiling point | 80-82 °C13 mm Hg(lit.) | | density | 0.97 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.485(lit.) | | FEMA | 3235 | 4,5,6,7-TETRAHYDRO-3,6-DIMETHYLBENZOFURAN | | Fp | 168 °F | | storage temp. | Room Temperature | | solubility | Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | | form | Liquid | | color | Clear light yellow | | Odor | at 1.00 % in dipropylene glycol. pungent musty nutty earthy coffee | | Odor Type | musty | | optical activity | [α]25/D +90°, c = 10 in methanol | | JECFA Number | 758 | | Stability: | Not stable in solution | | LogP | 4.02 | | CAS DataBase Reference | 494-90-6(CAS DataBase Reference) | | EPA Substance Registry System | Benzofuran, 4,5,6,7-tetrahydro-3,6-dimethyl- (494-90-6) |
| Safety Statements | 24/25 | | WGK Germany | 2 | | RTECS | DF7995750 | | TSCA | Yes | | HS Code | 29329990 |
| | MENTHOFURAN Usage And Synthesis |
| Chemical Properties | CLEAR LIGHT YELLOW LIQUID | | Chemical Properties | Menthofuran occurs as the (+) isomer, in peppermint essential oils. It is a colorless liquid with
a minty odor. | | Chemical Properties | 4,5,6,7-Tetrahydro-3,6-dimethylbenzofuran has an odor very similar to that of menthol. | | Occurrence | Reported found in peppermint oil, corn mint oil, spearmint oil, Scotch spearmint oil, pennyroyal oil and other Mentha oils and buchu oil. | | Uses | Menthofuran is a toxin found in vairety of essential oils and is believed to be the compound responsible for the potentially fatal effects of Pennyroyal. Menthofuran is known to produce hepatotoxic intermedaites via oxidation process. | | Uses | Menthofuran is a toxin found in vairety of essential oils and is believed to be the compound responsible for the potentially fatal effects of Pennyroyal. Menthofuran is known to produce hepatotoxic intermediates via oxidation process. | | Definition | ChEBI: Menthofuran is a monoterpenoid that is 4,5,6,7-tetrahydro-1-benzofuran substituted by methyl groups at positions 3 and 6. It has a role as a nematicide and a plant metabolite. It is a member of 1-benzofurans and a monoterpenoid. | | Preparation | (+)-Menthofuran [17957-94-7] is isolated fromMentha oils or is prepared synthetically,
for example, by treatment of (+)-pulegone with fuming sulfuric acid in
acetic anhydride and pyrolysis of the resulting sultone. | | Taste threshold values | Taste characteristics at 10 ppm: musty, nutty, coffee, raw and legume | | Synthesis Reference(s) | The Journal of Organic Chemistry, 48, p. 2442, 1983 DOI: 10.1021/jo00162a037 | | Synthesis | By thermal decomposition of the sulfone of 3-hydroxy-3,8(9)-methadiene-9-sulfonic acid; the latter is obtained by sulfonapulegone in acetic anhydride. |
| | MENTHOFURAN Preparation Products And Raw materials |
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