(2E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one

Basic Information

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CAS Number

23726-91-2

Molecular Formula

C13H20O

Molecular Weight

192.3 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Boiling Point

271 ºC

Refractive Index

n20/D 1.498

SMILES

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C/C=C/C(=O)C1=C(CCCC1(C)C)C

InChI

InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,7H,6,8-9H2,1-4H3/b7-5+

InChIKey

BGTBFNDXYDYBEY-FNORWQNLSA-N

LogP

3.6582000000000026

Topological Polar Surface Area

17.07 Å²

Hydrogen Bond Donor/Acceptor

0 / 1

Complexity

292

Safety Information

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GHS Hazard Pictograms

H317

Hazard Statement

H317 May cause an allergic skin reaction
Sensitization, Skin

Synonyms & References

English

(E)-1-(2,6,6-Trimethylcyclohex-1-enyl)but-2-en-1-one
trans-2,6,6-Trimethyl-1-crotonylcyclohex-1-ene
trans-beta-Damascone
(e)-beta-damascone
1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-,(E)-2-Buten-1-one
6,6-trimethyl-1-cyclohexen-1-yl)-1-((e)-2-buten-1-on
6,6-trimethylcyclohex-1-enyl)-1-((e)-2-buten-1-on
rosedihydroketone
trans-.beta.-Damascone
DAMASCONE
2-Buten-1-one,1-(2,6,6-trimethyl-1-cyclohexen-1-yl)-, (2E)-
BETA- DAMASCONE
DAMASCONE, B-(RG)
β-Damascone
(E)-1-(2,6,6-Trimethyl-1-cyclohexenyl)-2-buten-1-one
(E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one
(e)-1-(2,6,6-trimethylcyclohex-1-enyl)-2-buten-1-one
(E)-β-Damascone
6,6-trimethylcyclohex-1-enyl)- 1-( (e)-2-buten-1-on

MDL Number

MFCD00661756

Customs Code

29142990

FAQ

What are the physical and chemical properties of (2E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (CAS: 23726-91-2)?

(2E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one is a colorless liquid with a fruity odor. It has a molecular weight of approximately 194.33 g/mol and a boiling point of 166-167°C. The compound is slightly soluble in water but miscible with organic solvents. It is reactive and can undergo various chemical transformations under appropriate conditions.

How is (2E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (CAS: 23726-91-2) typically synthesized?

(2E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one is synthesized via a multistep process starting from cyclohexene and methyl ketones. Common methods include Wittig reactions or olefination reactions, which often involve phosphorus ylides or Grignard reagents. The overall yield ranges from 50-70%, with good selectivity towards the desired product.

What industries use (2E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (CAS: 23726-91-2)?

(2E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one is primarily used in the fragrance and flavor industry due to its fruity scent. It is also employed in the pharmaceutical industry for certain applications, such as intermediate synthesis in drug development. Additionally, it can be found in some polymer and sensor formulations.

What precautions should be taken when handling (2E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one (CAS: 23726-91-2)?

When handling (2E)-1-(2,6,6-Trimethyl-1-cyclohexen-1-yl)-2-buten-1-one, it is important to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or under a fume hood. Store the compound in a cool, dry place away from sources of ignition. If a spill occurs, clean up immediately using appropriate safety procedures and consult the SDS for detailed instructions.