Undecanal

Undecanal Basic information
Product Name:Undecanal
Synonyms:Undecanal ,97%;Undecanal 0.25;Undecyl aldehyde Undecanaldehyde;C-11 Aldehyde, undecylic;c-11aldehyde,undecylic;Hendecanaldehyde;n-Undecanal;Undecanylaldehyde
CAS:112-44-7
MF:C11H22O
MW:170.29
EINECS:203-972-6
Product Categories:
Mol File:112-44-7.mol
Undecanal Structure
Undecanal Chemical Properties
Melting point -2 °C (lit.)
Boiling point 109-115 °C/5 mmHg (lit.)
density 0.825 g/mL at 25 °C (lit.)
vapor density 5.94 (vs air)
vapor pressure 38Pa at 20℃
FEMA 3092 | UNDECANAL
refractive index n20/D 1.4322(lit.)
Fp 205 °F
storage temp. Inert atmosphere,2-8°C
form neat
color Colorless to Light yellow
Odorat 1.00 % in dipropylene glycol. waxy soapy floral aldehydic citrus green fatty fresh laundry
Odor Typealdehydic
explosive limit0.7%(V)
Water Solubility Soluble in dipropylene glycol, fixed oils, propylene glycol and water (14.27 mg/L at 25°C)
Sensitive Air Sensitive
JECFA Number107
BRN 1753213
LogP4.8 at 20℃
CAS DataBase Reference112-44-7(CAS DataBase Reference)
NIST Chemistry ReferenceUndecanal(112-44-7)
EPA Substance Registry SystemUndecanal (112-44-7)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38-38
Safety Statements 26
WGK Germany 1
RTECS YQ1500000
TSCA Yes
HS Code 2912.19.5000
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
ALFA English
Undecanal Usage And Synthesis
Chemical PropertiesUndecanal is a colorless liquid with a sweetish, fatty odor with an orange and rose undertone. It has a characteristic flavor. This chemical tends to polymerize unless tightly sealed. It is soluble in oils and alcohol, but insoluble in glycerol and water. Additionally, it is combustible.
OccurrenceReported found in essential oils of citrus peels, lemon, caviar, cooked beef, chicken, lamb, pork, coriander leaf, cucumber, fish, grapefruit juice, apple, orange juice, bilberry, cranberry, raspberry, blackberry, carrot, celery, baked potato, Gruyere cheese, Russian cheese, butter, milk, fatty fish, hop oil, beer, cognac, tea, peanut oil, pecan, starfruit, coriander seed, rice, calamus, buckwheat, red sage, loganberry and maté.
UsesPerfumery, flavors.
UsesUndecanal is a flavoring agent that is a liquid, colorless or pale yellow, with a sweet odor. it is soluble in most fixed oils, mineral oil, and propylene glycol; insoluble in glycerin. it is obtained by chemical synthesis. it is also termed aldehyde c-11 undecyclic and n-undecyl aldehyde.
DefinitionChEBI: Undecanal is a saturated fatty aldehyde formally arising from reduction of the carboxylic acid group of undecanoic acid. It is a component of essential oils from citrus plants like Citrus reticulata. It has a role as an antimycobacterial drug, a volatile oil component and a plant metabolite. It is a saturated fatty aldehyde, a n-alkanal and a medium-chain fatty aldehyde. It is a tautomer of an undec-1-en-1-ol.
PreparationUsually prepared by oxidation of the corresponding alcohol or reduction of the corresponding acid.
Aroma threshold valuesDetection: 0.4 to 100 ppb
Taste threshold valuesTaste characteristics at 10 ppm: waxy, buttery, aldehydic, soapy with a citrus note and slight laundry detergent nuance.
Synthesis Reference(s)Journal of the American Chemical Society, 77, p. 1114, 1955 DOI: 10.1021/ja01610a010
The Journal of Organic Chemistry, 42, p. 393, 1977 DOI: 10.1021/jo00422a065
General DescriptionUndecanal is a volatile flavor compound identified in grapefruit oil and orange essential oil. It is used as a pharmaceutical intermediate.
HazardToxic by ingestion and inhalation, irritant to tissue.
Flammability and ExplosibilityNotclassified
Safety ProfileLow toxicity by ingestion and skin contact. A skin irritant. Combustible liquid when exposed to heat or flame. To fight fire, use CO2, dry chemical. When heated to decomposition it emits acrid smoke and irritating fumes. See also ALDEHYDES.
ReferencesC.M Paleos Angelos Malliaris. Chemical evidence concerning the solubilization site of undecanal in micelles. Journal of Colloid and Interface Science. 1981, 82 (1), 244-247. DOI:10.1016/0021-9797(81)90145-4
George W. Mushrush, Robert N. Hazlett, Harold G. Eaton. Liquid-phase oxidation of undecanal by tert-butyl hydroperoxide in dodecane. Ind. Eng. Chem. Prod. Res. Dev. 1985, 24 (2), 290-293. DOI:10.1021/I300018A023
Kinetic Modeling of Rhodium‐Catalyzed Reductive Amination of Undecanal in Different Solvent Systems DOI:10.1002/cite.201900135
Chen Wen-kan. Synthesis of Undecanal by Selective Oxidation of Undecanol. Chemistry 2015
Undecanal Preparation Products And Raw materials
Raw materialsMETHYL 10-UNDECENOATE-->Hendecanoic acid
Preparation Products1-UNDECANOL-->FEMA 3082-->2-METHYL DECANAL-->1-DODECYNE-->(10S)-nonacosan-10-ol-->Decane
Lauric acid Hendecanoic acid DODECANOIC ACID-1-13C TRANS-11-OCTADECENOIC ACID 1,11-Undecanedicarboxylic acid Cyclopentadecanone 11-PHENOXYUNDECANOIC ACID Myristoyl chloride Lauroyl chloride AGARIC ACID 11-CYANO-1-UNDECANOIC ACID Undecanoyl chloride MARGAROYL CHLORIDE 12-HYDROXYDODECANOIC ACID 12-Bromododecanoic acid Dodecanedioic acid STEAROYL CHLORIDE Palmitoyl chloride

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