UNDECANOL

Undecanol = Undecan-1-ol

CAS Number : 112-42-5 
EC  Number : 203-970-5
PubChem CID : 8184
ECHA InfoCard : 100.003.609 
ChemSpider    : 7892 
Chemical formula : C11H24O
Molar mass     : 172.31 g/mol
Density             : 0.8298 g/mL
Melting point     : 19 °C
Flash point     : >82 °C
Appearance     : Colorless liquid

Preferred IUPAC name : 
-Undecan-1-ol

Other names : 
-Undecanol, 1-Undecanol, Undecyl alcohol
-1-Hendecanol

Undecanol, also known by its IUPAC name 1-undecanol or undecan-1-ol, and by its trivial names undecyl alcohol and hendecanol, is a fatty alcohol. 
Undecanol is a colorless, water-insoluble liquid of melting point 19 °C and boiling point 243 °C.

Industrial uses and production of Undecanol
Undecanol has a floral citrus like odor, and a fatty taste and is used as a flavoring ingredient in foods. 
Undecanol is commonly produced by the reduction of undecanal, the analogous aldehyde.

Natural occurrence of Undecanol
1-Undecanol is found naturally in many foods such as fruits (including apples and bananas), butter, eggs and cooked pork.

Toxicity of Undecanol
Undecanol can irritate the skin, eyes and lungs. 
Ingestion can be harmful, with the approximate toxicity of ethanol.

Undecanol appears as a water-white liquid with a mild odor. 
Flash point 250°F. 
Slightly soluble in water. 
Considered a marine pollutant by DOT. 
Immediate steps should be taken to limit its spread to the environment. 
As a liquid it can easily penetrate the soil and contaminate groundwater or streams. 
Mildly irritating to both the eyes and skin.

Undecanol is a natural product found in Mikania cordifolia, Pectis elongata var. floribunda, and other organisms with data available.
Undecanol is a fatty alcohol that is undecane substituted by a hydroxy group at position 1. 
Undecanol has a role as a metabolite. 
Undecanol is a fatty alcohol and a primary alcohol.

Use and Manufacturing of Undecanol
Sources/Uses
-Used as a synthetic flavoring for food and in perfumes;
-Food additive-synthetic flavor
-Perfumery, flavoring

Industry Uses of Undecanol
-Functional fluids (closed systems)
-Processing aids, specific to petroleum production
-Surface active agents

Consumer Uses of Undecanol
-Fuels and related products
-Laundry and dishwashing products
-Personal care products

General Manufacturing Information 
Industry Processing Sectors
-Oil and gas drilling, extraction, and support activities
-Soap, cleaning compound, and toilet preparation manufacturing

Undecanol 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.
Undecanol can be also used as a solvent in homogeneous liquid-liquid microextraction method.

Undecanol, 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, Undecanol is considered to be a fatty alcohol lipid molecule. 
Undecanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. 

Undecanol is a colorless, water-insoluble liquid. 
Undecanol has a floral citrus like odor, and a fatty taste and is used as a flavoring ingredient in foods. 
Undecanol can be found in fruits including apples and bananas. 
Undecanol is commonly produced by the reduction of 1-undecanal, the analogous aldehyde.

Application of Undecanol
Undecanol is used as a solvent in oral, topical, and parenteral formulations.
Due to its low microbial and endotoxin limits, Undecanol absolute Emprove® Expert is especially suitable for high-risk applications.

Undecanol, also known as Undecyl alcohol 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.

Undecanol, 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. 
Undecanol 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 this alcohol is limited. 
Undecanol 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, Undecanol is also used to manufacture spices with the scent of acacia, polianthes tuberosa and the like.

Chemical Properties of Undecanol
Undecanol 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. 
Undecanol will smell like orange after highly diluted with the soft sweet flavor of citrus fruit oil. 
Undecanols concentration is less than 20 × 10-6 with fruity and sweet scent. 
Unpleasant fat and smell will be produced when the concentration is higher; Melting point :15 ~ 19 ℃; Flash point> 82 ℃; Density: D4250 .828 ~ 0.834; Refractive index: nD200.4370 ~ 1.4430; water insoluble, soluble in most organic solvents, 1: 4.soluble in 60% ethanol

Preparation of Undecanol
Undecanol 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 it 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 it 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.

Uses of Undecanol
Although this undecanol is among the common varieties, but Undecanol is still not widely used. 
Undecanol is often used together with undecylenic aldenyde or other fat and aldehydes as the integrator of fragrant volatile of aldehyde. 
Also Undecanol 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.

FIRST AID MEASURES of Undecanol

Eye contact
Remove any contact lenses, locate eye-wash station, and flush eyes immediately with large amounts of water. 
Separate eyelids with fingers to ensure adequate flushing. 
Promptly call a physician.

Skin contact
Rinse skin thoroughly with large amounts of water. 
Remove contaminated clothing and shoes and call a physician.

Inhalation
Immediately relocate self or casualty to fresh air. 
If breathing is difficult, give cardiopulmonary resuscitation (CPR). 
Avoid mouth-to-mouth resuscitation.

Ingestion
Wash out mouth with water; Do NOT induce vomiting; call a physician.

Substance identity

EC / List no.: 203-970-5
CAS no.: 112-42-5
Mol. formula: C11H24O

Hazard classification & labelling of Undecanol
Warning! According to the classification provided by companies to ECHA in REACH registrations this substance is very toxic to aquatic life, is toxic to aquatic life with long lasting effects and causes serious eye irritation.

About Undecanol
Undecanol is registered under the REACH Regulation and is manufactured in and / or imported to the European Economic Area, at ≥ 1 000 to < 10 000 tonnes per annum.
Undecanol is used by consumers, in articles, by professional workers (widespread uses), in formulation or re-packing, at industrial sites and in manufacturing.

Consumer Uses of Undecanol
Undecanol is used in the following products: biocides (e.g. disinfectants, pest control products), coating products, anti-freeze products, finger paints, lubricants and greases, polishes and waxes, cosmetics and personal care products, adhesives and sealants, fillers, putties, plasters, modelling clay, plant protection products and washing & cleaning products.

Other release to the environment of Undecanol is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners), outdoor use, indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment) and indoor use in long-life materials with high release rate (e.g. release from fabrics, textiles during washing, removal of indoor paints).

Article service life of Undecanol
Release to the environment of Undecanol can occur from industrial use: in processing aids at industrial sites and in the production of articles. 
Other release to the environment of Undecanol is likely to occur from: outdoor use, indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners), outdoor use in long-life materials with low release rate (e.g. metal, wooden and plastic construction and building materials) and indoor use in long-life materials with low release rate (e.g. flooring, furniture, toys, construction materials, curtains, foot-wear, leather products, paper and cardboard products, electronic equipment). 
Undecanol can be found in products with material based on: stone, plaster, cement, glass or ceramic (e.g. dishes, pots/pans, food storage containers, construction and isolation material).

Widespread uses by professional workers of Undecanol
Undecanol is used in the following products: coating products, lubricants and greases, biocides (e.g. disinfectants, pest control products), fillers, putties, plasters, modelling clay and plant protection products.
Undecanol is used in the following areas: building & construction work and agriculture, forestry and fishing.
Undecanol is used for the manufacture of: machinery and vehicles, mineral products (e.g. plasters, cement), furniture, rubber products, plastic products and fabricated metal products.
Other release to the environment of Undecanol is likely to occur from: indoor use (e.g. machine wash liquids/detergents, automotive care products, paints and coating or adhesives, fragrances and air fresheners) and outdoor use.

Formulation or re-packing of Undecanol
Undecanol is used in the following products: pH regulators and water treatment products, laboratory chemicals and cosmetics and personal care products.
Undecanol has an industrial use resulting in manufacture of another substance (use of intermediates).
Release to the environment of Undecanol can occur from industrial use: formulation of mixtures, formulation in materials and as an intermediate step in further manufacturing of another substance (use of intermediates).

Uses at industrial sites of Undecanol
Undecanol is used in the following products: fillers, putties, plasters, modelling clay, coating products, lubricants and greases, adhesives and sealants, non-metal-surface treatment products and pH regulators and water treatment products.
Undecanol is used in the following areas: building & construction work and mining.

Undecanol is used for the manufacture of: chemicals, mineral products (e.g. plasters, cement), machinery and vehicles, textile, leather or fur, pulp, paper and paper products and furniture.
Release to the environment of Undecanol can occur from industrial use: in processing aids at industrial sites, in the production of articles, as an intermediate step in further manufacturing of another substance (use of intermediates), as processing aid and of substances in closed systems with minimal release.
Other release to the environment of Undecanol is likely to occur from: outdoor use.

Manufacture of Undecanol
Release to the environment of Undecanol can occur from industrial use: manufacturing of the substance, formulation of mixtures, formulation in materials, in processing aids at industrial sites, in the production of articles, as an intermediate step in further manufacturing of another substance (use of intermediates), as processing aid, for thermoplastic manufacture, as processing aid and of substances in closed systems with minimal release.

Synonyms:
1-UNDECANOL
Undecan-1-ol
Undecyl alcohol
112-42-5
Undecanol
n-Undecanol
1-Hendecanol
n-Undecyl alcohol
Hendecanoic alcohol
Hendecyl alcohol
n-Hendecylenic alcohol
Tip-Nip
1-Undecyl alcohol
n-Undecan-1-ol
Decyl carbinol
Alcohol C-11
C11 alcohol
Fatty alcohol(C11)
Neodol 1
Undecanol-(1)
NSC 403667
UNII-06MJ0P28T3
CHEBI:87499
06MJ0P28T3
DSSTox_CID_6915
DSSTox_RID_78252
DSSTox_GSID_26915
Alcohol, undecyl
CAS-112-42-5
UMQ
UNA
FEMA No. 3097
HENDECANOL
HSDB 1089
EINECS 203-970-5
BRN 1698334
Decane, hydroxymethyl deriv.
AI3-00330
Alcohol C11
Neoflex 11
Pri-n-undecyl alcohol
1-Undecanol, 99%
Dlcohol c-11 undecylic
EC 203-970-5
SCHEMBL20655
n-C11H23OH
Undecyl alcohol, 97%, FG
4-01-00-01835 (Beilstein Handbook Reference)
CHEMBL444525
DTXSID0026915
AMY5947
ZINC1596062
Tox21_201585
Tox21_300548
5912AF
LMFA05000144
MFCD00004751
NSC403667
s9450
STL280304
AKOS009031434
CS-W004292
HY-W004292
MCULE-9897986150
NSC-403667
6-(methylamino)pyridin-3-ylboronic?acid
NCGC00164024-01
NCGC00164024-02
NCGC00164024-03
NCGC00254401-01
NCGC00259134-01
1-Undecanol, purum, >=98.0% (GC)
143819-62-9
BP-31088
LS-14031
FT-0608326
U0005
EN300-20041
Q161686
J-002774
F8881-3903
Undecan-1-ol
Undecan-1-ol
undecan-1-ol
1-Undecanol
1-UNDECANOL
1-Undecanol
Alcohol C11
NEODOL 1
Neodol 1, Undecan-1-ol; 112-42-5
Undecan-1-ol
undecan-1-ol
Undecan-1-ol
Alchem 11
Alcohol C11
112-42-5