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6-Methyl-5-hepten-2-one Basic information
Product Name:6-Methyl-5-hepten-2-one
Synonyms:2-Methyl-6-oxo-2-heptene;2-methylhept-2-en-6-one;2-Oxo-6-methylhept-5-ene;5-Hepten-2-one,6-methyl-;6-methyI-5-hepten-2-one;6-methyl-5-hepten-2-on;6-Methyl-5-hepten-2-one,(2-2-6);6-Methyl-5-hepten-2-one, 97.50%
Product Categories:Alphabetical Listings;Certified Natural ProductsFlavors and Fragrances;Flavors and Fragrances;M-N;C7 to C8;Carbonyl Compounds;-;Ketones
Mol File:110-93-0.mol
6-Methyl-5-hepten-2-one Structure
6-Methyl-5-hepten-2-one Chemical Properties
Melting point -67.1 °C
Boiling point 73 °C18 mm Hg(lit.)
density 0.855 g/mL at 25 °C(lit.)
refractive index n20/D 1.439(lit.)
Fp 123 °F
storage temp. Flammables area
solubility Soluble in methanol and chloroform.
form neat
Specific Gravity0.855
PH6.6 (3g/l, H2O, 25℃)
explosive limit1.1-7.3%(V)
Water Solubility insoluble
JECFA Number1120
BRN 1741705
CAS DataBase Reference110-93-0(CAS DataBase Reference)
NIST Chemistry Reference5-Hepten-2-one, 6-methyl-(110-93-0)
EPA Substance Registry System5-Hepten-2-one, 6-methyl-(110-93-0)
Safety Information
Risk Statements 10-36/37/38
Safety Statements 16-24/25
RIDADR UN 1224 3/PG 3
WGK Germany 1
RTECS MJ9700000
HazardClass 3
PackingGroup III
HS Code 29141990
MSDS Information
Methylheptenone English
SigmaAldrich English
ACROS English
ALFA English
6-Methyl-5-hepten-2-one Usage And Synthesis
Description6-Methyl-5-hepten-2-one has a strong, fatty, green, citrus-like odor, and a bittersweet taste reminiscent of pear. May be prepared from oil of lemongrass or from citral by refluxing for 12 hours in aqueous solution containing K2C 03, and subsequent distillation and vacuum fractionation; from acetoacetic ester and methylbuten-3-ol-2 with aluminum alcoholate in Carroll’s reaction followed by pyrolysis of the ester.
Chemical Properties6-Methyl-5-hepten-2-one has a strong, fatty, green, citrus-like odor and bittersweet taste reminiscent of pear.
Chemical Properties6-Methyl-5-hepten-2-one is an important intermediate in the synthesis of terpenoids. Its odor properties are not impressive. It occurs in nature as a degradation product of terpenes. (Z)- and (E)-Tagetone, [3588-18-9], [6752-80-3], are major components of tagetes oil. Solanone [1937-54-8] and pseudoionone [141-10-6] are acyclicC13 ketoneswith a terpenoid skeleton. Solanone is one of the flavor-determining constituents of tobacco, and pseudoionone is an intermediate in the synthesis of ionones.
OccurrenceOriginally identified in lemongrass; it has been reported found in the essential oils of palmarosa, lemon, citronella, vervain, geranium, Ocimum canum, Artemisia scoparia, Urtica dioica and others. Also reported found in apple, apricot, sweet and sour cherry, orange juice, citrus peel oils, bilberry, lingonberry, cranberry, guava, grapes, melon, peach, pear, raspberry, strawberry, blackberry, carrot, celery, tomato, potato, clove bud and leaf, ginger, peppermint oil, thymus, Gruyere cheese, butter, beef, hop oil, beer, cognac, cider, white wine, cocoa, tea, peanut oil, avocado, Arctic bramble, cloudberry, olive, passion fruit, plumcot, rose apple, marjoram, starfruit, mango, fig, rice, rice bran, quince, origanum, calamus, buckwheat, corn oil, wort, dried bonito, elderberry, cherimoya, kiwifruit, mountain papaya, endive, lemon balm, clary sage, nectarine, clam, Cape gooseberry, maté, German chamomile oil and mastic gum leaf oil, lime oil and apple brandy
UsesOrganic synthesis, inexpensive perfumes, fla-voring.
DefinitionChEBI: A heptenone that is hept-5-en-2-one substituted by a methyl group at position 6. It is a volatile oil component of citronella oil, lemon-grass oil and palmarosa oil.
PreparationFrom oil of lemongrass or from citral by refluxing for 12 hours in aqueous solution containing K2CO3, and subsequent distillation and vacuum fractionation; from acetoacetic ester and methyl-buten-3-ol-2 with aluminum alcoholate in Carroll’s reaction followed by pyrolysis of the ester
Aroma threshold valuesDetection: 50 ppb
Taste threshold valuesTaste characteristics at 10 ppm: green, vegetative, musty, apple, banana and green bean-like.
Safety ProfileModerately toxic by ingestion. A skin irritant. Flammable liquid when exposed to heat, sparks, or flame. When heated to decomposition it emits acrid smoke and irritating fumes.
6-Methyl-5-hepten-2-one Preparation Products And Raw materials
Preparation ProductsCitral-->Linalool-->GERANIC ACID-->6-AMINO-2-METHYL-2-HEPTANOL
Raw materialsIsoprene
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