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106-72-9

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106-72-9 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 106-72-9 differently. You can refer to the following data:
1. 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.
2. 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

Notclassified

Trade name

Melonal (Givaudan), Melomor (Aromor).

Safety Profile

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

Check Digit Verification of cas no

The CAS Registry Mumber 106-72-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,0 and 6 respectively; the second part has 2 digits, 7 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 106-72:
(5*1)+(4*0)+(3*6)+(2*7)+(1*2)=39
39 % 10 = 9
So 106-72-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H16O/c1-8(2)5-4-6-9(3)7-10/h5,7,9H,4,6H2,1-3H3/t9-/m1/s1

106-72-9 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (17773)  2,6-Dimethyl-5-heptenal   

  • 106-72-9

  • 50g

  • 498.0CNY

  • Detail
  • Alfa Aesar

  • (17773)  2,6-Dimethyl-5-heptenal   

  • 106-72-9

  • 250g

  • 1744.0CNY

  • Detail

106-72-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 2,6-Dimethyl-5-heptenal

1.2 Other means of identification

Product number -
Other names Dimethylheptenal

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Fragrances
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:106-72-9 SDS

106-72-9Relevant articles and documents

Stereochemistry of female-specific normonoterpenes, sex pheromone candidates from the acarid mite, Tyreophagus sp. (Astigmata: Acaridae)

Shimizu, Nobuhiro,Miwa, Kuniaki,Noge, Koji,Yakumaru, Ryota,Mori, Naoki,Kuwahara, Yasumasa

, p. 2332 - 2334 (2009)

Two normonoterpenes were detected from an unidentified Tyreophagus sp. as new female-specific components. Both planar structures were identified to be 2,6-dimethyl-5-heptenal (1) and 2,6-dimethyl-5-hepten- 1-ol (2) by GC/MS co-chromatography with synthetic 1 and 2. The stereochemistry of 2 was determined to be R by a GC analysis with a chiral column, while that of 1 was presumed to be similar to 2 based on the biosynthetic aspects.

Semiochemicals of the scarabaeinae. VII: Identification and synthesis of ead-active constituents of abdominal sex attracting secretion of the male dung beetle, Kheper subaeneus

Burger,Petersen,Weber,Munro

, p. 2527 - 2539 (2002)

Using gas chromatography with flame ionization detection (FID) and electroantennographic detection (EAD) in parallel, butanoic acid, skatole, and (E)-2,6-dimethyl-6-octen-2-ol were identified as constituents of the abdominal sex-attracting secretion of the male dung beetle, Kheper subaeneus, which reproducibly elicited EAD responses in male and female antennae. This is the first report of the occurrence of (E)-2,6-dimethyl-6-octen-2-ol as a natural product, for which the name (E)-subaeneol is proposed. In some experiments, a few other constituents of the secretion also gave reproducible responses in specific male and female antennae but did not elicit responses when the analyses were repeated with other antennae. The major volatile constituent of the secretion, identified as (S)-(+)-2,6-dimethyl-5-heptenoic acid, is one of these EAD-active compounds. Both this compound and (E)-2,6-dimethyl-6-octen-2-ol were synthesized from authentic starting materials for comparison with the natural products.

A study towards the synthesis of (-)-atrop-abyssomicin C core

Sai?i?, Radomir N.,Trm?i?, Milena

, p. 1305 - 1315 (2022/02/19)

An attempt to synthesize the cyclohexane core of antibiotic abyssomicin C is described. The initial, protecting group-free approach (relying on internal protection) failed and had to be modified, in order to allow for efficient deprotection of the acid-sensitive cyclization precursor in the penultimate synthetic step. Thus, a pyranoside structural unit was used as a latent lactone/ester functionality, which was deprotected via thioacetalization/hydrolysis/oxidation sequence, to give the δ-valerolactone-type cyclization precursor. Unfortunately, the key cyclization reaction was not feasible, even after structural modification of the cyclization precursor. Reluctance towards cyclization turned out to be a general property of (at least some) Δ7-unsaturated esters, which required the development of a new strategy for this type of transformation.

Process for industrially producing muskmelon aldehyde

-

Paragraph 0027-0034, (2020/08/09)

The invention discloses a process for industrially producing muskmelon aldehyde. 1-methyl-3-propylimidazolium hexafluorophosphate ionic liquid is used as a catalyst and a solvent, methyl 3,7-dimethyl-6-ene-2,3-epoxy caprylate is used for obtaining the melonal in one step, and meanwhile, through sectional heating reaction control, the reaction selectivity and the catalytic reaction rate can be improved, the reaction is effectively promoted, and the yield of the melonal is increased and can reach 95% or above. According to the process provided by the invention, the use of hydrogen bromide or hydroiodic acid with strong corrosivity is avoided, the requirements on equipment materials are reduced, the product is easy to separate, the operation is simple and convenient, and the industrial production is facilitated.

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