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110-93-0

Basic Information
CAS No.: 110-93-0
Name: 5-Hepten-2-one,6-methyl-
Article Data: 192
Cas Database
Molecular Structure:
Molecular Structure of 110-93-0 (5-Hepten-2-one,6-methyl-)
Formula: C8H14O
Molecular Weight: 126.199
Synonyms: 2-Methyl-2-hepten-6-one;2-Methyl-2-heptene-6-ketone;2-Methyl-2-heptene-6-one;2-Methyl-6-oxo-2-heptene;2-Oxo-6-methylhept-5-ene;6-Methyl-5-hepten-2-ketone;6-Methyl-D5-hepten-2-one;Methylheptenone;NSC 15294;NSC 66569;Prenylacetone;Sulcatone;
EINECS: 203-816-7
Density: 0.835 g/cm3
Melting Point: -67.1 ºC
Boiling Point: 173.3 ºC at 760 mmHg
Flash Point: 50.6 ºC
Solubility: insoluble in water
Appearance: Clear slightly yellow liquid
Hazard Symbols: R10:;
Risk Codes: 10
Safety: 16
Transport Information: UN 1224 3/PG 3
PSA: 17.07000
LogP: 2.32180
Synthetic route
29171-20-8

3,7-dimethyloct-6-en-1-yn-3-ol

115-19-5

2-methyl-but-3-yn-2-ol

A

110-93-0

6-Methyl-hept-5-en-2-on

B

67-64-1

acetone

Conditions
ConditionsYield
potassium hydroxide In water at 93℃; for 6.41667h; Heating / reflux;A 95.2%
B 95.8%
115-18-4

2-methyl-3-buten-2-ol

116-11-0

2-Methoxypropene

110-93-0

6-Methyl-hept-5-en-2-on

Conditions
ConditionsYield
With Dimethyl phosphite at 150℃; for 14.6h; Reagent/catalyst; Time; Inert atmosphere;95.1%
hydrogen tris(oxalato)phosphate In methanol at 124.84 - 149.84℃; for 17 - 25h; Product distribution / selectivity;77.3%
hydrogen tris(oxalato)phosphate In acetone at 149.84℃; for 24h; Product distribution / selectivity;56.4%
74596-83-1

6-methylhept-5-en-2-one N,N-dimethylhydrazone

110-93-0

6-Methyl-hept-5-en-2-on

Conditions
ConditionsYield
With sodium perborate; sodium hydroxide; potassium dihydrogenphosphate; water In tert-butyl alcohol at 60℃; for 24h;94%
2190-48-9

3-chloro-3-methyl-1-butene

503-60-6

3,3-dimethyl-allyl chloride

110-93-0

6-Methyl-hept-5-en-2-on

Conditions
ConditionsYield
With N,N-dimethyl-formamide; sodium hydroxide In acetone at 50℃; for 2h; Reagent/catalyst; Temperature; Inert atmosphere;92.8%

4-((E)-2,6-Dimethyl-hepta-1,5-dienyl)-morpholine

A

4394-85-8

4-morpholinecarboxaldehyde

B

110-93-0

6-Methyl-hept-5-en-2-on

Conditions
ConditionsYield
With aluminum oxide; potassium permanganate; neutral In acetone for 4h; Ambient temperature;A n/a
B 92%
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

A

110-93-0

6-Methyl-hept-5-en-2-on

B

75-07-0

acetaldehyde

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide; water at 150℃; for 0.166667h; Microwave irradiation; Green chemistry;A 91%
B n/a
With potassium carbonate
115-18-4

2-methyl-3-buten-2-ol

105-45-3

acetoacetic acid methyl ester

110-93-0

6-Methyl-hept-5-en-2-on

Conditions
ConditionsYield
90.8%
5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

110-93-0

6-Methyl-hept-5-en-2-on

Conditions
ConditionsYield
With pyrrolidine; water In acetonitrile at 20℃; for 12h;90%
With water; potassium carbonate man destilliert mit Wasserdampf und fraktioniert im Vakuum;
With potassium carbonate

C14H26N2O

110-93-0

6-Methyl-hept-5-en-2-on

Conditions
ConditionsYield
With selenium(IV) oxide; dihydrogen peroxide In methanol at 20℃; pH=7; aq. phosphate buffer;89%
95-54-5

1,2-diamino-benzene

5392-40-5

(E/Z)-3,7-dimethyl-2,6-octadienal

A

615-15-6

2-Methyl-1H-benzimidazole

B

110-93-0

6-Methyl-hept-5-en-2-on

Conditions
ConditionsYield
With tetra(n-butyl)ammonium hydroxide; water at 150℃; for 0.166667h; Microwave irradiation; Green chemistry;A 61%
B 89%
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Reported in EPA TSCA Inventory.

Specification

The 6-Methyl-5-hepten-2-one, with the CAS registry number 110-93-0, is also known as Methylheptenone. It belongs to the product categories of Alphabetical Listings; Certified Natural Products Flavors and Fragrances; Flavors and Fragrances; M-N; 7 to C8; Carbonyl Compounds; Ketones. Its EINECS registry number is 203-816-7. This chemical's molecular formula is C8H14O and molecular weight is 126.2. What's more, its IUPAC name is the same with its product name. When you are dealing with this chemical, you should be very careful. This chemical is flammable. So you should keep away from sources of ignition.

Physical properties about 6-Methyl-5-hepten-2-one are: (1)ACD/LogP: 2.09; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.09; (4)ACD/LogD (pH 7.4): 2.09; (5)ACD/BCF (pH 5.5): 23; (6)ACD/BCF (pH 7.4): 23; (7)ACD/KOC (pH 5.5): 328.34; (8)ACD/KOC (pH 7.4): 328.34; (9)#H bond acceptors: 1; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 17.07 Å2; (13)Index of Refraction: 1.43; (14)Molar Refractivity: 39.04 cm3; (15)Molar Volume: 151.1 cm3; (16)Surface Tension: 25.2 dyne/cm; (17)Density: 0.835 g/cm3; (18)Flash Point: 50.6 °C; (19)Enthalpy of Vaporization: 40.96 kJ/mol; (20)Boiling Point: 173.3 °C at 760 mmHg; (21)Vapour Pressure: 1.28 mmHg at 25 °C.

Preparation of 6-Methyl-5-hepten-2-one: this chemical can be prepared by Acetoacetic acid-(1,1-dimethyl-allyl ester). This reaction needs reagent aluminium isopropylate at temperature of 160 °C.

6-Methyl-5-hepten-2-one can be prepared by Acetoacetic acid-(1,1-dimethyl-allyl ester).

Uses of 6-Methyl-5-hepten-2-one: (1) it is used as the raw material of synthetic spices and used in baked goods, meat, sugar, beverage; (2) it is used to produce other chemicals. For example, it can react with Phenylmagnesium bromide to get 6-Methyl-2-phenyl-hept-5-en-2-ol. The reaction occurs with reagent diethyl ether at ambient temperature. The yield is 60 %.

6-Methyl-5-hepten-2-one can react with Phenylmagnesium bromide to get 6-Methyl-2-phenyl-hept-5-en-2-ol.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(C)CC\C=C(/C)C
(2) InChI: InChI=1S/C8H14O/c1-7(2)5-4-6-8(3)9/h5H,4,6H2,1-3H3
(3) InChIKey: UHEPJGULSIKKTP-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 2410mg/kg (2410mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Gigiena Truda i Professional'nye Zabolevaniya. Labor Hygiene and Occupational Diseases. Vol. 32(8), Pg. 52, 1988.
rabbit LD50 skin > 5gm/kg (5000mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 859, 1975.
rat LD50 oral 3500mg/kg (3500mg/kg)   Medizin und Ernaehrung. Vol. 8, Pg. 244, 1967.
rat LD50 skin > 2gm/kg (2000mg/kg)   Food and Cosmetics Toxicology. Vol. 13, Pg. 859, 1975.