| Identification | More | [Name]
MENTHOFURAN | [CAS]
494-90-6 | [Synonyms]
4,5,6,7-TETRAHYDRO-3,6-DIMETHYLBENZOFURAN
FEMA 3235
MENTHOFURAN
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-
4 5 6 7-TETRAHYDRO-3 6-DIMETHYLBENZOFUR&
Menthofuran,95%
3,6-dimethyl-4,5,6,7-tetrahydrobenzofuran
MENTHOFURAN(SG)
MENTHOFURAN WITH GC
MENTHOFURAN, NATURAL
(6R)-3,6-Dimethyl-4,5,6,7-tetrahydrobenzofuran
(R)-4,5,6,7-Tetrahydro-3,6-dimethylbenzofuran | [EINECS(EC#)]
207-795-5 | [Molecular Formula]
C10H14O | [MDL Number]
MFCD00041851 | [Molecular Weight]
150.22 | [MOL File]
494-90-6.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR LIGHT YELLOW LIQUID | [Melting point ]
86°C | [Boiling point ]
80-82 °C13 mm Hg(lit.) | [density ]
0.97 g/mL at 25 °C(lit.)
| [FEMA ]
3235 | [refractive index ]
n20/D 1.485(lit.)
| [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) |
| Questions And Answer | Back Directory | [Odor]
Sweet, haylike-minty odor, sometimes referred to as "Lactone"-odor. Moderate to poor tenacity. The initial impression is that of a very pungent and sharp odor. The taste - in dilutions lower than 10 ppm -is slightly bitter, almost tarry and not very pleasant.
|
| Safety Data | Back Directory | [Safety Statements ]
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
2
| [RTECS ]
DF7995750 | [TSCA ]
Yes | [HS Code ]
29329990 |
| Hazard Information | Back Directory | [Chemical Properties]
4,5,6,7-Tetrahydro-3,6-dimethylbenzofuran has an odor very similar to that of menthol. | [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. | [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. |
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