2,6-Dimethyl-5-heptenal Chemical Properties

Boiling point:

116-124 °C100 mm Hg(lit.)

Density 

0.879 g/mL at 25 °C

vapor pressure 

2.39hPa at 25℃

FEMA 

2389 | 2,6-DIMETHYL-5-HEPTENAL

refractive index 

n20/D 1.444(lit.)

Flash point:

141 °F

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

form 

Liquid

Specific Gravity

0.879

color 

Light orange to Yellow to Green

Odor

at 1.00 % in dipropylene glycol. fresh ozone melon fresh air sweet clean green

Odor Type

melon

Water Solubility 

Soluble in alcohol, paraffin oil. Insoluble in water.

Sensitive 

Air Sensitive

JECFA Number

349

InChIKey

YGFGZTXGYTUXBA-UHFFFAOYSA-N

LogP

3.4

CAS DataBase Reference

106-72-9(CAS DataBase Reference)

NIST Chemistry Reference

5-Heptenal, 2,6-dimethyl-(106-72-9)

EPA Substance Registry System

5-Heptenal, 2,6-dimethyl- (106-72-9)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36/37/39

RIDADR 

1987

WGK Germany 

2

RTECS 

MJ8797000

Hazard Note 

Irritant

TSCA 

Yes

HazardClass 

3

PackingGroup 

III

HS Code 

29121900

Toxicity

Both the acute oral LD₅₀ value in rats and the acute dermal LD₅₀ value in rabbits exceeded 5 g/kg (Levenstein, 1974).

MSDS

• Language:English Provider:2,6-Dimethyl-2-hepten-7-al
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2,6-Dimethyl-5-heptenal Usage And Synthesis

Chemical Properties

2,6-Dimethyl-5-hepten-1-al was identified in ginger. It is a yellow liquid with a powerful, green, cucumber-like, and melon odor. It can be prepared by Darzens reaction of 6-methyl-5-hepten-2-one with ethyl chloroacetate. The intermediate glycidate is saponified and decarboxylated to yield the title compound.
It is used in many fragrance types and is invaluable in the creation ofmelon and cucumber notes.

Chemical Properties

2,6-Dimethyl-5-heptenal has a characteristic odor of melon and a corresponding taste.

Occurrence

Reported found in lemon and lime peel oil, sudachi (Citrus sudachi H. ex. Shirai) and ginger.

Uses

It is used or fragrances designed to have a special fruity note tending towards melon, cucumber and pumpkin. It is mainly used perfuming agents.

Preparation

By condensation of isobutyric aldehyde with α-methylcrotonaldehyde, followed by par tial hydrogenation; also from methylheptenone through Darzen's reaction.

Aroma threshold values

Detection: 16 ppb

Taste threshold values

Taste characteristics at 50 ppm: green, melon, watermelon-rind, cucumber, with a waxy, chemical and floral nuance.

General Description

2,6-Dimethyl-5-heptenal (melonal) and 5-heptenal undergo concerted ene reaction to form zwitterion that further reacts to give ene product.

Flammability and Explosibility

Not classified

Trade name

Melonal (Givaudan), Melomor (Aromor).

Safety Profile

skin and eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.

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