4-Heptenal diethyl acetal

Base Information

• Chemical Name: 4-Heptenal diethyl acetal
• CAS No.: 18492-65-4
• Molecular Formula: C11H22O2
• Molecular Weight: 186.294
• Hs Code.: 2909199090
• European Community (EC) Number: 242-376-0
• UNII: 0U0N38Q28S
• DSSTox Substance ID: DTXSID00885051
• Nikkaji Number: J222.219A
• Wikidata: Q27237245
• Metabolomics Workbench ID: 48134
• Mol file: 18492-65-4.mol

Synonyms:18492-65-4;(Z)-7,7-Diethoxyhept-3-ene;cis-4-HEPTENAL DIETHYL ACETAL;4-Heptenal diethyl acetal;1,1-Diethoxy-cis-4-heptene;3-Heptene, 7,7-diethoxy-, (3Z)-;7,7-Diethoxy-3-heptene;cis-4-Hepten-1-al diethyl acetal;3-Heptene, 7,7-diethoxy-, (Z)-;(3Z)-7,7-Diethoxy-3-heptene;4-Heptenal diethyl acetal, (4Z)-;UNII-0U0N38Q28S;(Z)-7,7-Diethoxy-3-heptene;0U0N38Q28S;EINECS 242-376-0;3-Heptene,7,7-diethoxy-, (3Z)-;1,1-diethoxy-(z)-4-heptene;SCHEMBL3503037;(4Z)-4-heptenal diethyl acetal;FEMA 3349;(3Z)-7,7-diethoxyhept-3-ene;DTXSID00885051;BOALWZNGHWYCRG-FPLPWBNLSA-N;CHEBI:172442;CIS-4-HEPTENALDIETHYLACETAL;FEMA NO. 3349, Z-;(3Z)-7,7-Diethoxy-3-heptene #;3-Heptene,7,7-diethoxy-,(3Z)-;AKOS006274031;4-HEPTENAL DIETHYL ACETAL, CIS-;4-HEPTENAL, DIETHYL ACETAL, (Z)-;(3Z)-;4-HEPTEN-1-AL DIETHYL ACETAL, (Z)-;Q27237245

Chemical Property of 4-Heptenal diethyl acetal

Chemical Property:

• Appearance/Colour: colourless oily liquid with a mild, pleasant, herbaceous, fruit, melon-like odour
• Vapor Pressure: 0.123mmHg at 25°C
• Refractive Index: 1.434
• Boiling Point: 226.4 °C at 760 mmHg
• Flash Point: 63.8 °C
• PSA: 18.46000
• Density: 0.859 g/cm³
• LogP: 3.13190
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 186.161979940
• Heavy Atom Count: 13
• Complexity: 115

Purity/Quality:

99% ^*data from raw suppliers

CIS-4-HEPTENAL DIETHYL ACETAL 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCCC(OCC)OCC
• Isomeric SMILES: CC/C=C\CCC(OCC)OCC

Technology Process of 4-Heptenal diethyl acetal

There total 6 articles about 4-Heptenal diethyl acetal 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: 65.0%

[(E)-1-(3,3-Diethoxy-propyl)-but-1-enylsulfanyl]-benzene (80575-01-5) → 7,7-diethoxy-hept-3c-ene (18492-65-4)

Guidance literature:

With isopropylmagnesium bromide; bis(triphenylphosphine)nickel(II) chloride; In tetrahydrofuran; diethyl ether; Heating;

DOI:10.1016/S0040-4039(01)81932-8

Reference yield:

1-Phenylsulfanyl-3-oxa-bicyclo[3.1.0]hexan-2-ol (80398-85-2) → 7,7-diethoxy-hept-3c-ene (18492-65-4)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) KOt-C₄H₉, 2.) C₅H₅N / 1.) THF, 0 deg C - -78 deg C - RT, 2.) (C₂H₅)2O, RT

2: 454 - 650 °C / 0.05 - 0.3 Torr / flash vacuum pyrolysis

3: HCl / ethanol

4: 65 percent / 2-propylmagnesium bromide / (Ph₃P)2NiCl₂ / tetrahydrofuran; diethyl ether / Heating

With pyridine; hydrogenchloride; potassium tert-butylate; isopropylmagnesium bromide; bis(triphenylphosphine)nickel(II) chloride; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1016/S0040-4039(01)81932-8

Reference yield:

Trimethyl-((1E,4E)-4-phenylsulfanyl-hepta-1,4-dienyloxy)-silane (80399-01-5,80399-02-6) → 7,7-diethoxy-hept-3c-ene (18492-65-4)

Guidance literature:

Multi-step reaction with 2 steps

1: HCl / ethanol

2: 65 percent / 2-propylmagnesium bromide / (Ph₃P)2NiCl₂ / tetrahydrofuran; diethyl ether / Heating

With hydrogenchloride; isopropylmagnesium bromide; bis(triphenylphosphine)nickel(II) chloride; In tetrahydrofuran; diethyl ether; ethanol;

DOI:10.1016/S0040-4039(01)81932-8

upstream raw materials:

(Z)-1-Bromohex-3-ene

diethyl phenyl orthoformate

[(E)-1-(3,3-Diethoxy-propyl)-but-1-enylsulfanyl]-benzene

1-Phenylsulfanyl-3-oxa-bicyclo[3.1.0]hexan-2-ol

Downstream raw materials:

(Z)-4-heptenal

undec-8c-ene-2,5-dione

Refernces