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2,6-Dimethyl-5-heptenal

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2,6-Dimethyl-5-heptenal Basic information

Product Name:
2,6-Dimethyl-5-heptenal
Synonyms:
  • Melonal(2,6-Dimethyl-5-Heptenal)
  • ,6-Dimethyl hept-5-en-1-al
  • 2,6-dimethyl-5-heptena
  • 2,6-dimethylhept-
  • 2,6-dimethylhept-5-en-1-al
  • 2,6-dimethylhept-5-enal
  • ai3-33278
  • nsc78450
CAS:
106-72-9
MF:
C9H16O
MW:
140.22
EINECS:
203-427-2
Mol File:
106-72-9.mol
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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)
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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

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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.

2,6-Dimethyl-5-heptenal Preparation Products And Raw materials

Raw materials

2,6-Dimethyl-5-heptenalSupplier

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