2-Bromopropenal diethyl acetal

Base Information

• Chemical Name: 2-Bromopropenal diethyl acetal
• CAS No.: 17592-40-4
• Molecular Formula: C7H13 Br O2
• Molecular Weight: 209.083
• Hs Code.: 2911000000
• European Community (EC) Number: 631-507-0
• DSSTox Substance ID: DTXSID60473130
• Nikkaji Number: J789.524K
• Wikidata: Q82302310
• Mol file: 17592-40-4.mol

Synonyms:2-Bromopropenal diethyl acetal;2-Bromo-3,3-diethoxyprop-1-ene;17592-40-4;2-BROMO-3,3-DIETHOXY-PROPENE;SCHEMBL7864497;DTXSID60473130;2-Bromopropenal diethyl acetal, 90%;AKOS015962995;J-011148

Chemical Property of 2-Bromopropenal diethyl acetal

Chemical Property:

• Vapor Pressure: 0.622mmHg at 25°C
• Refractive Index: n20/D 1.4504
• Boiling Point: 194.3°C at 760 mmHg
• Flash Point: 49 °C
• PSA: 18.46000
• Density: 1.2498 g/mL at 25 °C
• LogP: 2.29410
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 208.00989
• Heavy Atom Count: 10
• Complexity: 97.8

Purity/Quality:

98%Min ^*data from raw suppliers

2-Bromopropenal diethyl acetal 90% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 10-22-37/38-41
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(C(=C)Br)OCC

Technology Process of 2-Bromopropenal diethyl acetal

There total 6 articles about 2-Bromopropenal 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: 77.0%

2-bromoacrolein (14925-39-4) + orthoformic acid triethyl ester (122-51-0) → 2-bromo-3,3-diethoxypropene (17592-40-4)

Guidance literature:

With ammonium nitrate; In ethanol; for 1.5h; Heating;

DOI:10.1021/ja00396a034

Reference yield: 40.0%

2,3-dibromo-1,1-diethoxypropane (10160-86-8) → 2-bromo-3,3-diethoxypropene (17592-40-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1055/a-1322-3916

Reference yield:

2,3-dibromo-1,1-diethoxypropane (10160-86-8) → 2-bromo-3,3-diethoxypropene (17592-40-4) + Propiolaldehyde diethyl acetal (10160-87-9)

Guidance literature:

upstream raw materials:

2,3-dibromo-1,1-diethoxypropane

tetraethoxy orthosilicate

2-bromoacrolein

ethanol

Downstream raw materials:

3-(1,1-Diethoxy-2-propenyl)-cyclohexanon

1-(2-Diethoxymethyl-allyl)-cyclohexene

2-Diethoxymethyl-1-phenyl-prop-2-en-1-ol

diethoxi-1,1 methylene-2 p-tolyl-4 pentanal

Refernces

• 1、 Sakakura, Akira,Yamada, Hiroki,Ishihara, Kazuaki. "Enantioselective Diels-Alder reaction of α-(acylthio)acroleins: A new entry to sulfur-containing chiral quaternary carbons". supporting information; experimental part. p. 2972 - 2975. Retrieved 2012/07/28.
• 2、 Barlow, Anna J.,Compton, Benjamin J.,Weavers, Rex T.. "Synthesis of the 3-methylene-2-vinyltetrahydropyran unit; the hallmark of the sesquiterpene, hodgsonox". . p. 2470 - 2475. Retrieved 2007/10/03.