Hydroprene

Base Information

• Chemical Name: Hydroprene
• CAS No.: 41096-46-2
• Deprecated CAS: 36804-82-7,38473-62-0,41205-09-8
• Molecular Formula: C17H30O2
• Molecular Weight: 266.424
• Hs Code.: 2916190090
• European Community (EC) Number: 609-897-9
• UNII: 3SS174B1Y9
• DSSTox Substance ID: DTXSID9042049
• Nikkaji Number: J16.016D,J91.197F
• Wikipedia: Hydroprene
• Wikidata: Q5955367
• Metabolomics Workbench ID: 56200
• ChEMBL ID: CHEMBL37754
• Mol file: 41096-46-2.mol

Synonyms:Altozar;ethyl-3,7,11-trimethyl-2,4-dodecadienoate;ethyl-3,7,11-trimethyl-2,4-dodecadienoate, ((E,E)-(+-))-isomer;ethyl-3,7,11-trimethyl-2,4-dodecadienoate, ((Z,Z)-(+-))-isomer;ethyl-3,7,11-trimethyl-2,4-dodecadienoate, (E,Z)-isomer;ethyl-3,7,11-trimethyl-2,4-dodecadienoate, (R-(E,E))-isomer;ethyl-3,7,11-trimethyl-2,4-dodecadienoate, (S-(E,E))-isomer;ethyl-3,7,11-trimethyl-2,4-dodecadienoate, (Z,E)-isomer;ethyl-3,7,11-trimethyl-2,4-dodecadienoate, (Z,Z)-isomer;Hydroprene;ZR-512

Chemical Property of Hydroprene

Chemical Property:

• Vapor Pressure: 9.36E-05mmHg at 25°C
• Refractive Index: 1.4510 (estimate)
• Boiling Point: 339.2°C at 760 mmHg
• Flash Point: 153.8°C
• PSA: 26.30000
• Density: 0.886g/cm³
• LogP: 4.90450
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 10
• Exact Mass: 266.224580195
• Heavy Atom Count: 19
• Complexity: 300

Purity/Quality:

99% ^*data from raw suppliers

HYDROPRENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Pesticides -> Other Insecticides
• Canonical SMILES: CCOC(=O)C=C(C)C=CCC(C)CCCC(C)C
• Isomeric SMILES: CCOC(=O)/C=C(\C)/C=C/CC(C)CCCC(C)C
• Uses: Hydroprene is used in the method for controlling pests of sugarcane, citrus, rapeseed, and potato plants.

Technology Process of Hydroprene

There total 46 articles about Hydroprene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 92.0%

(2E,4E)-3,7,11-trimethyl-2,4-dodecadienoic acid + diethyl dicarbonate (1609-47-8) → (S)-hydroprene (36557-30-9,41096-46-2,41096-47-3,41205-09-8,53042-55-0,53042-72-1,53042-73-2,53833-71-9,57378-83-3,57378-84-4,65733-19-9,65733-18-8)

Guidance literature:

With dmap; In toluene; at 15 - 25 ℃; for 2h; Reagent/catalyst; Solvent; Temperature; Green chemistry;

Reference yield: 79.0%

C11H23BO2 (1356399-81-9) + ethyl (E)-3-(trifluoromethylsulfonyloxy)but-2-enoate (122135-84-6,137273-43-9,122135-96-0) → (S)-hydroprene (36557-30-9,41096-46-2,41096-47-3,41205-09-8,53042-55-0,53042-72-1,53042-73-2,53833-71-9,57378-83-3,57378-84-4,65733-19-9,65733-18-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 80 ℃; for 20h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.02.019

Reference yield: 30.0%

ethyl 4-bromo-3,7,11-trimethyl-2ξ-dodecenoate (122367-19-5) → Ethyl-3,7,11-Trimethyl-cis-2,trans-4-dodecadienoat (41096-47-3) + hydroprene (41096-46-2)

Guidance literature:

With lithium carbonate; lithium bromide; In N,N-dimethyl-formamide; for 2h; Yield given. Title compound not separated from byproducts; Heating;

upstream raw materials:

3,7-dimethyl-1-octanal

diisopropyl (2ξ)-(3-carboethoxy-2-methyl-2-propenyl)phosphonate

3E 6,10-dimethyl-3-undecen-2-one

ethoxyethynylmagnesium bromide

Downstream raw materials:

Hydroprene acid