Hendecanol, also known by its IUPAC name 1-undecanol or undecan-1-ol, and by its trivial names undecyl alcohol and undecanol, is a fatty alcohol.
Hendecanol is a colorless, water-insoluble liquid of melting point 19 °C and boiling point 243 °C.
CAS Number: 112-42-5
EC Number: 203-970-5
IUPAC name: Undecan-1-ol
Chemical Formula: C11H24O
Other names: 1-UNDECANOL, Undecan-1-ol, 112-42-5, Undecyl alcohol, Undecanol, n-Undecanol, n-Undecyl alcohol, Hendecanoic alcohol, Hendecyl alcohol, 1-Hendecanol, Alcohol C-11, n-Hendecylenic alcohol, Tip-Nip, 1-Undecyl alcohol, n-Undecan-1-ol, Decyl carbinol, C11 alcohol, Neodol 1, FEMA No. 3097, Alcohol C11, Undecanol-(1), NSC 403667, 30207-98-8, DTXSID0026915, CHEBI:87499, 06MJ0P28T3, NSC-403667, DTXCID706915, Alcohol, undecyl, CAS-112-42-5, UMQ, UNA, HENDECANOL, HSDB 1089, EINECS 203-970-5, BRN 1698334, Decane, hydroxymethyl deriv., UNII-06MJ0P28T3, AI3-00330, Neoflex 11, MFCD00004751, Pri-n-undecyl alcohol, 1-Undecanol, 99%, Dlcohol c-11 undecylic, EC 203-970-5, 1-UNDECANOL [HSDB], SCHEMBL20655, n-C11H23OH, Undecyl alcohol, 97%, FG, 4-01-00-01835 (Beilstein Handbook Reference), UNDECYL ALCOHOL [FCC], UNDECYL ALCOHOL [FHFI], CHEMBL444525, AMY5947, Tox21_201585, Tox21_300548, LMFA05000144, NSC403667, s9450, STL280304, AKOS009031434, CS-W004292, HY-W004292, NCGC00164024-01, NCGC00164024-02, NCGC00164024-03, NCGC00254401-01, NCGC00259134-01, 1-Undecanol, purum, >=98.0% (GC), 143819-62-9, BP-31088, DA-59963, LS-14031, NS00006811, U0005, EN300-20041, Q161686, J-002774, F8881-3903, Z104476546
Hendecanol, also known as 1-Undecanol or 1-Hendecanol, is a fatty alcohol which can be found in foods like fruits, eggs, and cooked pork.
Ungraded products supplied by TCI America are generally suitable for common industrial uses or for research purposes but typically are not suitable for human consumption or therapeutic use.
Hendecanol, also known as N-undecyl alcohol or undecan-1-ol, belongs to the class of organic compounds known as fatty alcohols.
These are aliphatic alcohols consisting of a chain of a least six carbon atoms.
Thus, Hendecanol is considered to be a fatty alcohol lipid molecule.
Hendecanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.
Hendecanol is a colorless, water-insoluble liquid.
Hendecanol has a floral citrus like odor, and a fatty taste and is used as a flavoring ingredient in foods.
Hendecanol can be found in fruits including apples and bananas.
Hendecanol is commonly produced by the reduction of 1-undecanal, the analogous aldehyde.
Hendecanol, being an organic chemical with molecular formula C11H24O and scented with lemon, is a colorless or pale yellow , water insoluble but alcohol and ether soluble liquid.
Hendecanol is prepared from metal sodium reduction of Ethyl undecanoate, or pressurization and catalytic hydrogenation of ethyl ω- undecanoate , or even obtained by the Grignard reaction of nonyl magnesium bromide and with ethylene oxide.
The application of Hendecanol is limited.
Hendecanol is only used for some typical aroma oil and fragrance as the fat is solid at low temperature.
The citrus rose type and the like only play a secondary and harmonious role and are taken as deodorant.
In addition, Hendecanol is also used to manufacture spices with the scent of acacia, polianthes tuberosa and the like.
Applications of Hendecanol:
Hendecanol can be used as a precursor in the synthesis of undecanal by chemoselective oxidation using a fluorous derivative of TEMPO (2,2,6,6-tetramethylpiperidine-1-oxyl) radical as a catalyst.
Hendecanol can be also used as a solvent in homogeneous liquid-liquid microextraction method.
Uses of Hendecanol:
Although this Hendecanol is among the common varieties, but Hendecanol is still not widely used.
Hendecanol is often used together with undecylenic aldenyde or other fat and aldehydes as the integrator of fragrant volatile of aldehyde.
Molar mass: 172.31 g/mol
Appearance: Colorless liquid
Melting point: 11 °C
Boiling point: 146 °C
Density: 0.83 g/mL at 25 °C
Molecular Weight: 172.31
XLogP3: 4.6
Hydrogen Bond Donor Count: 1
Hydrogen Bond Acceptor Count: 1
Rotatable Bond Count: 9
Exact Mass: 172.182715385
Monoisotopic Mass: 172.182715385
Topological Polar Surface Area: 20.2 Ų
Heavy Atom Count: 12
Complexity: 71.4
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Also Hendecanol can be well integrated with floral fragrance, citrus cologne, acacia, robinia pseudoacacia, tuberose, violets, clean and grass smell, usually used for rose base.
Few application is also available in such pineapple, orange, lemon, lime, orange , cassis, rose food flavors.
Industrial uses and production of Hendecanol:
Hendecanol has a floral citrus like odor, and a fatty taste and is used as a flavoring ingredient in foods.
Hendecanol is commonly produced by the reduction of undecanal, the analogous aldehyde.
Natural occurrence of Hendecanol:
Hendecanol is found naturally in many foods such as fruits (including apples and bananas), butter, eggs and cooked pork.
Physical Description of Hendecanol:
Hendecanol appears as a water-white liquid with a mild odor.
Flash point of Hendecanol is 250 °F.
Hendecanol is slightly soluble in water.
Hendecanol is considered a marine pollutant by DOT.
Immediate steps should be taken to limit Hendecanols spread to the environment.
As a liquid Hendecanol can easily penetrate the soil and contaminate groundwater or streams.
Hendecanol is mildly irritating to both the eyes and skin.
Chemical Properties of Hendecanol:
Hendecanol is colorless liquid at room temperature.
Scented with light sweet fat wax mixed with the scent of roses and fruity flavor of citrus, pineapple and the like.
But generally the whole body smells scent of rose, as if a little bit of rue flavor.
Hendecanol will smell like orange after highly diluted with the soft sweet flavor of citrus fruit oil.
Hendecanols concentration is less than 20 × 10-6 with fruity and sweet scent.
Unpleasant fat and smell will be produced when the concentration is higher.
Preparation of Hendecanol:
Hendecanol is prepared from undecaethylene reduction.
Put 200 ml of anhydrous toluene and 70 g of sodium into a 5-liter three-necked flask, and then heat reflux Hendecanol until sodium is completely melted.
Then stop heating, stir quickly to get the sodium to disperse into sand until the temperature drops to 60 ~ C.
Then put 107 grams of ethyl undecanoate into 150ml absolute ethanol solution followed by adding 500ml of absolute ethanol.
When the reaction is weakened, heat Hendecanol in an oil bath until the sodium is completely dissolved.
Next remove the ethanol and toluene through the method of steam distillation.
Then wash the remaining oily substances with 200ml × 3 hot water.
Then wash ether layer with a sequence of water, sodium carbonate and then water after the ethyl ether was extracted.
Also dry with magnesium sulfate, boil off the ethyl ether.
The product will be finally extracted from the residue after reduced pressure distillation.
Storage of Hendecanol:
Hendecanol be sealed and stored in a cool dry place.
Hendecanol also be kept away from fire.
Toxicity of Hendecanol:
Hendecanol can irritate the skin, eyes and lungs.
Ingestion of Hendecanol can be harmful, with the approximate toxicity of ethanol.
Safety Profile of Hendecanol:
Moderately toxic by ingestion.
A skin irritant.
Combustible liquid.
Mutation data reported.
When heated to decomposition Hendecanol emits acrid smoke and irritating fumes.