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Isodecylaldehyde

HCID 14862
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Basic information

CAS
1321-89-7
Standard SMILES
CC(C)CCCCCCC=O
InChIKey
WDMOXLRWVGEXJV-UHFFFAOYSA-N
Molecular formula
C10H20O
Average molar mass
156.26 g/mol
Monoisotopic mass
156.15141526

Overview

Isodecaldehyde is a colorless liquid with a fruity odor. Floats on water. (USCG, 1999)

Names & identifiers

Preferred name
Isodecylaldehyde
IUPAC
8-methylnonanal
English name
8-Methylnonanal
Molecular formula
C10H20O
Molecular weight
156.27

Names & synonyms

8-MethylnonanalIsodecanal1321-89-7ISODECYLALDEHYDEIsoaldehyde C-10IsodecaldehydeEINECS 215-328-1FEMA 2390HSDB 1988CA4031G8P7ISODECYLALDEHYDE [HSDB]FEMA NO. 4803
Show more names
Nonanal, 8-methyl-8-methylnonan-1-al
DTXSID701023804Isoaldehyde C10TRIMETHYLHEPTANALSRefChem:791851Isodecanal, IsodecaldehydeDTXCID3034086DTXSID0061668DTXCID701508121

Database identifiers

CAS
1321-89-7、3085-26-5
PubChem CID
14862
DTXSID
DTXSID701023804
UNII
CA4031G8P7
EC Number
193-570-6、215-328-1
Nikkaji
J42.481A

Properties

Computed structural properties

XLogP
3.5
Topological polar surface area
17.1 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
1
Rotatable bonds
7
Heavy atoms
11
Formal charge
0
Complexity
86.9

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Aldehydes
OdorPOWERFUL, SWEET ODOR OF FRUIT
TasteSOMEWHAT GREEN FLAVOR
Density · 4 items

0.84 at 59 °F (est.) (USCG, 1999) - Less dense than water; will float

0.8290 /mixed isomers/

DENSITY: 0.8253 @ 20 °C /D-FORM/

0.8227 - 0.8231 (20 °C)

Color/FormCOLORLESS LIQUID
Solubility · 4 items

INSOL IN WATER

SOL IN ALCOHOL

very slightly soluble

Soluble (in ethanol)

Flash Point185 °F (USCG, 1999)
Boiling Point · 3 items

197 °C

BP: 82-84 °C @ 15 MM HG /DL-FORM/

196-197 °C

Vapor Density5.4
Vapor Pressure · 2 items

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Hazard information

Regulatory InformationChemical: Isodecanal
Other Safety InformationEvaluation - Chemicals not considered for in depth evaluation - Not commercially active in Australia
Health HazardsLow general toxicity. Liquid may irritate eyes and skin. (USCG, 1999)
Hazards SummaryA strong irritant of the skin and respiratory tract; [HSDB]
FDA Requirements · 1 item

2,6-Dimethyl octanal is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: 1) the quantity added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) when intended for use in or on food it is of appropriate food grade and is prepared and handled as a food ingredient.

Reactive GroupAldehydes
Reactivity Profile · 1 item

ISODECALDEHYDE is an aldehyde. Aldehydes are frequently involved in self-condensation or polymerization reactions. These reactions are exothermic; they are often catalyzed by acid. Aldehydes are readily oxidized to give carboxylic acids. Flammable and/or toxic gases are generated by the combination of aldehydes with azo, diazo compounds, dithiocarbamates, nitrides, and strong reducing agents. Aldehydes can react with air to give first peroxo acids, and ultimately carboxylic acids. These autoxidation reactions are activated by light, catalyzed by salts of transition metals, and are autocatalytic (catalyzed by the products of the reaction). The addition of stabilizers (antioxidants) to shipments of aldehydes retards autoxidation.

Air and Water ReactionsNo rapid reaction with air. No rapid reaction with water.

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 2 items

Aldehydes are readily oxidized to organic acids, which, in turn, can serve as substrates for fatty acid oxidation pathways and the Krebs cycle. ... Oxidation of aldehydes is catalyzed by aldehyde dehydrogenase, which has been found in the brain, erythrocytes, liver, kidney, heart, and placenta. /Aldehydes/

... The detoxification of aldehydes can be seen to proceed basically via two routes: (1) an oxidation to yield readily metabolized acids; (2) inactivation by reaction with sulfhydryl groups, particularly glutathione. Under conditions that either deplete glutathione levels, or that result in an inhibition of aldehyde dehydrogenase (for example, Antabuse treatment), the acute and chronic effects of aldehyde toxicity might be more fully expressed. /Aldehydes/

Uses & manufacturing

Uses · 4 items

Used as a flavor and to make pharmaceuticals, dyes, resins, and isodecanol; [HSDB]

SYNTHETIC FLAVOR

INTERMEDIATE FOR PHARMACEUTICALS, DYES, RESINS /MIXED ISOMERS/

FLAVOR INGREDIENT IN FOOD & BEVERAGES; CHEM INT (UNISOLATED) FOR ISODECANOL

U.S. Exports(1975) No Data
Methods of Manufacturing · 3 items

PASSAGE OF PROPYLENE TRIMER (NONENE) VAPORS OVER COBALT CATALYST IN PRESENCE OF CARBON MONOXIDE & HYDROGEN

D-ISOMER IS PREPARED BY HEATING D-DIHYDROCITRONELLOL & ISOPROPYL ALUMINATE @ 70-100 °C, 14 MM HG &...ADDING CINNAMALDEHYDE @ 140-160 °C; OR BY HYDROGENATION OF CITRONELLAL WITH PALLADIUM OR STRONTIUM CARBONATE IN METHANOL UNDER PRESSURE (3 ATM). /D-FORM/

DL-FORM IS PREPARED BY HYDROGENATION OF CITRAL IN ETHANOL UNDER PRESSURE IN THE PRESENCE OF PALLADIUM & STRONTIUM CARBONATE OR OF PALLADIUM & CALCIUM CARBONATE. /DL-FORM/

Use Classification · 3 items

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Flavoring Agents -> JECFA Flavorings Index

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Related reactions

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Compound notes

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1.55 mmHg (USCG, 1999)

0.29 [mmHg]

Refractive Index · 2 items

INDEX OF REFRACTION: 1.4257 @ 20 °C/D; 1.4285 @ 17 °C/D /D-FORM/

1.4256 - 1.4260

Physical Description · 3 items

Isodecaldehyde is a colorless liquid with a fruity odor. Floats on water. (USCG, 1999)

Colorless liquid with a sweet fruity odor; [HSDB]

Colorless, transparent liquid/Sweet aroma of fruit with green notes

Physicochemical properties

Boiling point
203.5 · 203.5±8.0 °C(Predicted)
Density
0.816 · 0.816±0.06 g/cm3(Predicted)
FEMA
4803 · 4803 | 8-METHYLNONANAL
storage temp.
Hygroscopic, Refrigerator, under inert atmosphere
solubility
Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form
Oil
color
Clear Colourless
Odor
1 % · at 1.00 % in dipropylene glycol. citrus floral green waxy milky
Odor Type
citrus
JECFA Number
2239 · 2239
EPA Substance Registry System
8 · Nonanal, 8-methyl- (3085-26-5)
Skin, Eye, and Respiratory IrritationsThe low molecular weight aldehydes, the halogenated aliphatic aldehydes, and the unsaturated aldehydes are particularly irritating. /Aldehydes/

Safety & protection

Fire FightingFire Extinguishing Agents: Foam, dry chemical, carbon dioxide (USCG, 1999)
First AidWash eyes and skin with plenty of water for at least 15 min. (USCG, 1999)
Disposal Methods · 1 item

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

Personal Protective Equipment (PPE)Protective clothing; chemical goggles. (USCG, 1999)

Toxicology

Human Toxicity Excerpts · 2 items

PROBABLY TOXIC; STRONG IRRITANT. /MIXED ISOMERS/

The mucus membranes of the nasal and oral passages and the upper respiratory tract are affected, producing a burning sensation ... bronchial constriction, choking, and coughing. The eyes tear, and a burning sensation is noted on the skin of the face. /Aldehydes/

Regulatory information

FDA Requirements · 1 item

2,6-Dimethyl octanal is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: 1) the quantity added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) when intended for use in or on food it is of appropriate food grade and is prepared and handled as a food ingredient.

General Manufacturing Information · 2 items

Isodecanal: INACTIVE

REPORTED USES: NON-ALCOHOLIC BEVERAGES 0.44 PPM; ICE CREAM, ICES, ETC 3.2 PPM; CANDY 1.9 PPM; BAKED GOODS 1.9 PPM.

Applications

UsesA flavor compound from orange essence oil.

General DescriptionColorless liquid with a fruity odor. Floats on water.

Additional notes

DefinitionMixed isomers.