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.)

Flash point:

205 °F

storage temp. 

Inert atmosphere,2-8°C

color 

Colorless to Light yellow

Odor

at 1.00 % in dipropylene glycol. waxy soapy floral aldehydic citrus green fatty fresh laundry

Odor Type

aldehydic

explosive limit

0.7%(V)

Water Solubility 

Soluble in dipropylene glycol, fixed oils, propylene glycol and water (14.27 mg/L at 25°C)

Sensitive 

Air Sensitive

JECFA Number

107

BRN 

1753213

Dielectric constant

2.0（20℃）

LogP

4.8 at 20℃

CAS DataBase Reference

112-44-7(CAS DataBase Reference)

NIST Chemistry Reference

Undecanal(112-44-7)

EPA Substance Registry System

Undecanal (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

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Undecanal Usage And Synthesis

Chemical Properties

Undecanal 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.

Occurrence

Reported 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.

Uses

Perfumery, flavors.

Uses

Undecanal 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.

Preparation

Usually prepared by oxidation of the corresponding alcohol or reduction of the corresponding acid.

Definition

ChEBI: 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.

Aroma threshold values

Detection: 0.4 to 100 ppb

Taste threshold values

Taste 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 Description

Undecanal is a volatile flavor compound identified in grapefruit oil and orange essential oil. It is used as a pharmaceutical intermediate.

Hazard

Toxic by ingestion and inhalation, irritant to tissue.

Flammability and Explosibility

Not classified

Safety Profile

Low 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.

References

C.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(112-44-7)Related Product Information

• 1,11-Undecanedicarboxylic acid
• 11-Bromoundecanoic acid
• Palmitoyl chloride
• Cyclopentadecanone
• DODECANOIC ACID-1-13C
• 12-Bromododecanoic acid
• Dodecanedioic acid
• STEAROYL CHLORIDE
• AGARIC ACID
• Myristoyl chloride
• TRANS-11-OCTADECENOIC ACID
• Undecanoyl chloride
• Hendecanoic acid
• Lauroyl chloride
• Lauric acid
• 12-HYDROXYDODECANOIC ACID
• 11-CYANO-1-UNDECANOIC ACID
• 2-Methyl-1-undecanal,Undecanal,2-methyl