Tetradecanal
Tetradecanal Basic information
- Product Name:
- Tetradecanal
- Synonyms:
-
- 1-tetradecylaldehyde
- MYRISTIC ALDEHYDE
- MYRISTIC ALDEHYDE, TRIMER
- MYRISTYL ALDEHYDE
- 1-Tetradecanal
- 1-Tetradecyl aldehyde
- C-14 Aldehyde, myristic
- c-14aldehyde,myristic
- CAS:
- 124-25-4
- MF:
- C14H28O
- MW:
- 212.37
- EINECS:
- 204-692-7
- Product Categories:
-
- Aliphatics
- insect pheromone
- Mol File:
- 124-25-4.mol
Tetradecanal Chemical Properties
- Melting point:
- 23°C(lit.)
- Boiling point:
- 166°C/24mmHg(lit.)
- Density
- 0.8278
- refractive index
- 1.4410
- FEMA
- 2763 | MYRISTALDEHYDE
- storage temp.
- Inert atmosphere,Store in freezer, under -20°C
- solubility
- Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
- form
- Solid
- color
- White to Dark Orange
- Odor
- at 100.00 %. fatty waxy amber incense dry citrus peel musk
- Odor Type
- waxy
- JECFA Number
- 112
- InChI
- InChI=1S/C14H28O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15/h14H,2-13H2,1H3
- InChIKey
- UHUFTBALEZWWIH-UHFFFAOYSA-N
- SMILES
- C(=O)CCCCCCCCCCCCC
- LogP
- 6.01
- EPA Substance Registry System
- Tetradecanal (124-25-4)
Tetradecanal Usage And Synthesis
Description
Myristaldehyde (Tetradecanal) has a strong, fatty, orris-like odor with a sweet, fatty, “citrus-peel” flavor (diluted). Industrially prepared from the corresponding myristic acid.
Chemical Properties
Myristaldehyde (Tetradecanal) has a strong, fatty, orris-like odor and a sweet, fatty, “citrus-peel” flavor (diluted)
Chemical Properties
White Semi-Solid
Occurrence
Tetradecanal is reported found in the essential oils of Ocotea usambarensis Engl., Pinus sabiniana Dougl.; also reported found in kumquat peel, ginger, chicken fat, hop oil, apricot, citrus peel oils and juices, bilberry, blackberry, cucumber, cassia leaf, butter, parmesan cheese, milk powder, cooked chicken, beef, cured pork, beer, peanuts, trassi, coriander leaf, dried bonito, cherimoya, mountain papaya, scallop and angelica root oil.
Uses
A major component of the essential oil found in the leaves of Azadirachta indica.
Definition
ChEBI: A long-chain fatty aldehyde that is tetradecane in which two hydrogens attached to a terminal carbon are replaced by an oxo group. It is found in coriander.
Preparation
Industrially prepared from the corresponding myristic acid
Taste threshold values
Taste characteristics at 10 ppm: fatty, lactonic, coconut, woody and fishy with a fruity nuance
Synthesis Reference(s)
Canadian Journal of Chemistry, 46, p. 75, 1968 DOI: 10.1139/v68-013
Synthesis
A solution of oxalylchloride (8.0 mL, 88.0 mmol, 2.2 eq.) in abs. dichloromethane (200 mL) was treated with DMSO (13.6 mL, 192 mmol, 4.8 eq.) at -60 °C. After 3 min, the reaction mixture was warmed to approx. 15 °C. Then a solution of tetradecan-1-ol (8.56 g, 40.0 mmol) in dry dichloromethane (40 mL) and after a further 3 min triethylamine (28 mL, 200 mmol, 5.0 eq.) was added. Then, the reaction mixture was slowly warmed to 5 °C and quenched with the addition of water (200 mL). The phases were separated, and the aqueous phase was extracted with dichloromethane (3 χ 100 mL). The combined organic phases were washed with brine (1 χ 200 mL) and dried over MgS04. The solvent was removed under reduced pressure, and the product was isolated as a white solid Tetradecanal, which was used in the next reaction without purification—yield: 10.4 g (100%), purity: 98% (GC).
Metabolism
See monograph on aldehyde C-8*
Tetradecanal Preparation Products And Raw materials
Raw materials
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Tetradecanal(124-25-4)Related Product Information
- HEPTADECANOIC ACID
- 16-HYDROXYHEXADECANOIC ACID
- Cyclopentadecanone
- Palmitoyl chloride
- Palmitic acid
- Tetradecanedioic acid
- PENTADECANOIC ACID
- STEAROYL CHLORIDE
- HEXADECANEDIOIC ACID
- Myristoyl chloride
- OCTADECANOIC ACID-1-13C
- AGARIC ACID
- Myristic acid
- HEXADECANOIC ACID-1-13C
- Arachidic acid
- Stearic acid
- Sodium Palmitate
- HENEICOSANOIC ACID