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Heptaldehyde

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Related articles

  • What is Heptaldehyde?
  • Heptanal or heptanaldehyde is an alkyl aldehyde. It is a colourless liquid with a strong fruity odor, which is used as precurs....
  • Feb 12,2020
Heptaldehyde Basic information
Uses
Product Name:Heptaldehyde
Synonyms:1-Heptanal, Aldehyde C7, Enanthaldehyde, Oenanthaldehyde;1-Heptanal, Aldehyde C7, Enanthaldehyde, Heptanal, Oenanthaldehyde;Oenanthoaldehyde;Heptaldehyde,95%,stabilized;Heptaldehyde, stabilized, 95% 250ML;Heptaldehyde, stabilized, 95% 50ML;Enanthal Enanthaldehyde Heptaldehyde Heptyl Aldehyde;HEPTANAL FOR SYNTHESIS 100 ML
CAS:111-71-7
MF:C7H14O
MW:114.19
EINECS:203-898-4
Product Categories:Aliphatics;Isotope Labelled Compounds;Aldehydes;Building Blocks;C7;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
Mol File:111-71-7.mol
Heptaldehyde Structure
Heptaldehyde Chemical Properties
Melting point -43 °C (lit.)
Boiling point 153 °C (lit.)
density 0.817 g/mL at 25 °C (lit.)
vapor pressure 3 hPa (20 °C)
FEMA 2540 | HEPTANAL
refractive index n20/D 1.413(lit.)
Fp 95 °F
storage temp. Flammables area
solubility 1.25g/l insoluble
form Powder, Crystals or Chunks
color White to light yellow-beige
Odorat 1.00 % in dipropylene glycol. fresh aldehydic fatty green herbal wine-lee ozone
Odor Typegreen
Odor Threshold0.00018ppm
explosive limit1.1-5.2%(V)
Water Solubility insoluble
Sensitive Hygroscopic
JECFA Number95
Merck 14,4658
BRN 1560236
Dielectric constant9.1(Ambient)
Stability:Stable. May be light sensitive. Flammable - readily forms explosive mixtures with air. Incompatible with strong oxidizing agents, strong bases, strong reducing agents.
LogP2.8 at 20℃
CAS DataBase Reference111-71-7(CAS DataBase Reference)
NIST Chemistry ReferenceHeptanal(111-71-7)
EPA Substance Registry SystemHeptanal (111-71-7)
Safety Information
Hazard Codes Xi,N
Risk Statements 10-36/37/38-38-50/53
Safety Statements 26-36-37-16-61-60
RIDADR UN 3056 3/PG 3
WGK Germany 1
RTECS MI6900000
Autoignition Temperature250 °C
Hazard Note Irritant
TSCA Yes
HS Code 2912 19 00
HazardClass 3
PackingGroup III
Hazardous Substances Data111-71-7(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 5000 mg/kg
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Heptaldehyde Usage And Synthesis
Uses

Heptanal or heptanaldehyde is an alkyl aldehyde. It is a colourless liquid with a strong fruity odor, which is used as precursor to components in perfumes and lubricants.

DescriptionHeptanal has a very strong, fatty, harsh, pungent odor and an unpleasant, fatty taste. Heptanal is obtained by distilling castor oil, preferably under reduced pressure.
Chemical PropertiesHeptanal has a very strong, fatty, harsh, pungent odor and an unpleasant, fatty taste.
Chemical Propertiescolourless liquid
OccurrenceHeptanal is a constituent of the essential oils of ylang-ylang, clary sage, California lemon, bitter orange, rose and hyacinth Also reported found in cocoa, buckwheat, elderberry fruit and juice and babaco fruit (Carica pentagona Heilborn)
UsesHeptanal is used as a synthesis intermediate in the fragrances and flavors industry. It is the precursor to 1-heptanol, ethyl heptanoate and for certain lubricants.
UsesManufacture of 1-heptanol; ethyl oenanthate.
UsesLabelled Heptanal. Bioconversion of heptanal to heptanol by Saccharomyces cerevisiae and effect of C source maltose.
DefinitionChEBI: Heptanal is an n-alkanal resulting from the oxidation of the alcoholic hydroxy group of heptan-1-ol to the corresponding aldehyde. An endogenous aldehyde coming from membrane lipid oxidation, it is found in the blood of lung cancer patients and has been regarded as a potential biomarker of lung cancer. It has a role as a biomarker. It is a saturated fatty aldehyde, a n-alkanal and a medium-chain fatty aldehyde.
PreparationObtained by distilling castor oil, preferably under reduced pressure.
Aroma threshold valuesDetection: 3 to 60 ppb.
Synthesis Reference(s)Journal of the American Chemical Society, 105, p. 6285, 1983 DOI: 10.1021/ja00358a017
The Journal of Organic Chemistry, 31, p. 3446, 1966 DOI: 10.1021/jo01348a534
General DescriptionA colorless, oily liquid with a penetrating fruity odor. Insoluble in water and less dense than water. Hence floats on water. Flash point near 141°F. Used to make perfumes and pharmaceuticals.
Air & Water ReactionsFlammable. Insoluble in water.
Reactivity ProfileHeptaldehyde may undergo exothermic self-condensation or polymerization reactions in the presence of acids. May generate flammable and/or toxic gases with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Is readily oxidized to give heptanoic acid. Can react with air to give first peroxo acids, and ultimately heptanoic acid. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The presence of stabilizers (antioxidants) retards autoxidation. Incompatible with strong oxidizers, bases and reducing agents.
HazardCombustible.
Health HazardMay cause toxic effects if inhaled or absorbed through skin. Inhalation or contact with material may irritate or burn skin and eyes. Fire will produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.
Fire HazardHIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water.
MetabolismAldehyde C-7 (heptaldehyde) is readily oxidized in the animal body to the corresponding fatty acid, which then undergoes ?-oxidation and is eventually oxidized to carbon dioxide and water . Boyland was unable to detect pimelic acid in the urine of rats fed heptanal, indicating that the compound was probably completely oxidized in the body. The finding of tumour-inhibiting action by malonic acid supported the possibility of ω-oxidation leading to the formation of glutaric and malonic acids, although the intermediate pimelic acid was not isolated. Yoshida et al. found that heptanal was not utilized as an energy source by chicks when fed at 5% in the diet for 6 days, although the diet was palatable and caused no deaths. Direct evidence was obtained by Erwin & Deitrich for the oxidation in rat, monkey and bovine brain of heptanal and other aldehydes that may arise from biologically active amines in the brain. Aldehyde-oxidizing activity was present in all the areas of bovine brain studied. It was suggested that brain aldehyde dehydrogenase may be important in oxidizing aldehydes from exogenous sources.
Purification MethodsDry n-heptaldehyde with CaSO4 or Na2SO4 and fractionally distil it under reduced pressure. More extensive purification is by precipitation as the bisulfite compound (formed by adding the aldehyde to saturated aqueous NaHSO3) which is filtered off and recrystallised from hot H2O. The crystals, after being filtered and washed well with H2O, are hydrolysed by adding 700mL of aqueous Na2CO3 (12.5% w/w of anhydrous Na2CO3) per 100g of aldehyde. The aldehyde is then steam distilled off, separated, dried with CuSO4 and distilled under reduced pressure in a slow stream of nitrogen. [McNesby & Davis J Am Chem Soc 76 2148 1954, Beilstein 1 H 695, 1 I 357, 1 II 750, 1 III 2844, 1 IV 3314.]
Tag:Heptaldehyde(111-71-7) Related Product Information
Palmitoyl chloride Lauroyl chloride Sebacoyl chloride Octanoyl chloride SUBEROYL CHLORIDE Ethyl 2-bromoheptanoate Myristoyl chloride PIMELOYL CHLORIDE 10-UNDECENOYL CHLORIDE NONANOYL CHLORIDE Decanoyl chloride STEAROYL CHLORIDE Undecanoyl chloride TRANS-4-HEPTENAL 2-Heptanal 7H-PERFLUORO-1-HEPTANAL,7H-PERFLUORO-1-HEPTALDEHYDE trans-2-Heptenal Heptanoyl chloride