Isopropyl (2E,4E,7S)-11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate

Basic Information

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CAS Number

65733-16-6

Molecular Formula

C19H34O3

Molecular Weight

310.48 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Boiling Point

385.7 °C at 760 mmHg

Density

0.913

Flash Point

385.7 °C at 760 mmHg

Refractive Index

1.462

Specific Rotation

+5.1 (c=10mg/ml methanol)

SMILES

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COC(CCC[C@@H](C/C=C/C(=CC(=O)OC(C)C)C)C)(C)C

InChI

InChI=1S/C19H34O3/c1-15(2)22-18(20)14-17(4)11-8-10-16(3)12-9-13-19(5,6)21-7/h8,11,14-16H,9-10,12-13H2,1-7H3/b11-8+,17-14+/t16-/m1/s1

InChIKey

NFGXHKASABOEEW-GYMWBFJFSA-N

LogP

5.062000000000006

Topological Polar Surface Area

35.53 Å²

Hydrogen Bond Donor/Acceptor

0 / 3

Complexity

378

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

2,4-Dodecadienoic acid,11-methoxy-3,7,11-trimethyl-, 1-methylethyl ester, (2E,4E,7S)-
(S)-(+)-Methoprene
(S)-(+)-Methoprene
(S)-Methoprene
ISOPROPYL (2E,4E,7S)-11-METHOXY-3,7,11-TRIMETHYLDODECA-2,4-DIENOATE
S-(+)-METHOPRENE
S-(+)-Methoprene 0.95
S-Methoprene Standard
(2E,4E,7S)-11-Methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid isopropyl ester
(2E,4E,7S)-1-Methylethyl 11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate
7S-Methoprene
Flea killer plus
isopropyl (E,E)-(7S)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoate
isopropyl-S-(2E,4E)-11-methoxy-3,7,11-trimethyl-dodecadienoate
S-(+)-11-methoxy-3,7,11-trimethyl-2E,4E-dodecad
S-METHOPRENE
S-(+)烯虫酯
S-Methoprene
isopropyl (S,2E,4E)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoate

MDL Number

MFCD00867612

FAQ

What are the physical and chemical properties of Isopropyl (2E,4E,7S)-11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate (CAS: 65733-16-6)?

Isopropyl (2E,4E,7S)-11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate has a crystalline form, with a molecular weight of approximately 344.5 g/mol. It is poorly soluble in water but soluble in organic solvents like ethanol and acetone. Chemically, it is reactive, particularly towards nucleophilic substitution and addition reactions. Its reactivity can be influenced by its methoxy group, trimethyl groups, and double bonds.

How is Isopropyl (2E,4E,7S)-11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate (CAS: 65733-16-6) typically synthesized?

This compound can be synthesized via a Wittig reaction, where a phosphonium salt reacts with an aldehyde and methoxy group-containing compound. The reaction typically requires a Lewis acid catalyst like aluminium trichloride. The method yields a predominantly cis-isomer due to the steric hindrance provided by the methyl groups.

What industries use Isopropyl (2E,4E,7S)-11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate (CAS: 65733-16-6)?

This compound is used in the pharmaceutical industry for developing certain drug formulations, and in the polymer industry for modifying the properties of polymers. It is also employed in the sensor technology sector for its reactivity and selectivity towards specific chemical species, and in the semiconductor industry for its potential use as a precursor in organic synthesis.

What precautions should be taken when handling Isopropyl (2E,4E,7S)-11-methoxy-3,7,11-trimethyl-2,4-dodecadienoate (CAS: 65733-16-6)?

When handling this compound, use proper personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work in a well-ventilated area or fume hood due to its potential for inhalation hazards. Spills should be contained and cleaned up with appropriate absorbent materials, and contact with skin or eyes should be avoided. Refer to the Material Safety Data Sheet (MSDS/SDS) for detailed safety information.