| Identification | More | [Name]
2-METHYLUNDECANAL | [CAS]
110-41-8 | [Synonyms]
2-METHYLHENDECANAL
2-METHYLNONYLACETALDEHYDE
2-METHYLUNDECANAL
2-METHYLUNDECYL ALDEHYDE
ALDEHYDE C-12
ALDEHYDE C-12 MNA
FEMA 2749
FEMA 2794
METHYL-N-NONYLACETALDEHYDE
METHYL NONYL ACETALDEHYDE
MNA
2-Methyl-1-undecanal
2-methyl-undecana
Aldehyde M.N.A.
aldehydem.n.a.
AldehydeMNA
methyln-nonylaceticaldehyde
Methylnonylacetic aldehyde
-Methylundecanal
Undecanal,2-methyl- | [EINECS(EC#)]
203-765-0 | [Molecular Formula]
C12H24O | [MDL Number]
MFCD00006990 | [Molecular Weight]
184.32 | [MOL File]
110-41-8.mol |
| Chemical Properties | Back Directory | [Appearance]
clear colourless to yellowish liquid | [Boiling point ]
171 °C(lit.) | [density ]
0.83 g/mL at 25 °C(lit.)
| [vapor pressure ]
2.4Pa at 20℃ | [FEMA ]
2749 | [refractive index ]
n20/D 1.432(lit.)
| [Fp ]
200 °F
| [Odor]
at 1.00 % in dipropylene glycol. fresh amber aldehydic moss citrus tuberose metallic waxy coumarinic | [Odor Type]
aldehydic | [Water Solubility ]
1.3mg/L at 20℃ | [JECFA Number]
275 | [LogP]
4.9 at 35℃ | [Uses]
Perfumery, flavoring. | [CAS DataBase Reference]
110-41-8(CAS DataBase Reference) | [EPA Substance Registry System]
Undecanal, 2-methyl- (110-41-8) |
| Safety Data | Back Directory | [WGK Germany ]
1
| [RTECS ]
YQ1509000
| [Safety Profile]
Low toxicity by
ingestion and skin contact. When heated to
decomposition it emits acrid smoke and
irritating fumes. | [Toxicity]
The acute oral LD50 value was reported as > 5 g/kg in the rat . The acute dermal LD50 for sample no. 71-16 was reported to be > 10 g/kg in the rabbit |
| Hazard Information | Back Directory | [Description]
2-Methylundecanal has a characteristic fatty odor assuming a floral
note on dilution. It has an acrid, fatty unpleasant flavor at high
levels. At low levels, the flavor is honey- and nut-like. It may be
prepared by cracking the corresponding glycidic acid; from
α-nonyl acrolein; from methyl nonyl ketone and ethyl monochloroacetate
in the presence of sodium ethylate. | [Chemical Properties]
2-Methylundecanal has a characteristic fatty odor assuming a floral note on dilution. At high levels, it has an acrid, fatty,
unpleasant flavor. At low levels, the flavor is honey and nut-like. | [Chemical Properties]
clear colourless to yellowish liquid | [Occurrence]
Reported found in kumquat peel oil. | [Preparation]
2-Methylundecanal is reported as being
found in nature. It is a colorless liquid, with an odor markedly different from that
of the isomeric dodecanal. It has a fatty odor with incense and ambergris notes.
2-Methylundecanal is produced by two routes:
1) 2-Undecanone is converted into its glycidate by reaction with an alkyl
chloroacetate. Saponification of the glycidate, followed by decarboxylation,
yields 2-methylundecanal.
2) The second synthesis is based on the conversion of undecanal into 2-
methyleneundecanal by reaction with formaldehyde in the presence of
catalytic amounts of amines. Hydrogenation of 2-methyleneundecanal
yields methylnonylacetaldehyde (MNA). A convenient process starts
from 1-decene: hydroformylation gives a mixture consisting mainly of
undecanal and 2-methyldecanal. Reaction of the crude product with
formaldehyde in the presence of dibutylamine yields a mixture containing
over 50% 2-methyleneundecanal. After hydrogenation of the double bond,
pure 2-methylundecanal is separated from the by-products by fractional
distillation.
In comparison with other fatty aldehydes, 2-methylundecanal is used in perfumery
in rather large amounts to impart conifer notes, particularly fir impressions,
but frequently also in fantasy compositions. | [Taste threshold values]
Taste characteristics at 2 ppm: waxy, fatty, metallic with a citrus nuance. | [Flammability and Explosibility]
Nonflammable | [Synthesis]
By cracking the corresponding glycidic acid; from α-nonyl acrolein; from methyl nonyl ketone and ethyl monochloroacetate in the presence of sodium ethylate | [Metabolism]
See monograph on aldehyde C-8*. |
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