3-Ethoxymethacrolein

Base Information

• Chemical Name: 3-Ethoxymethacrolein
• CAS No.: 42588-57-8
• Molecular Formula: C6H10O2
• Molecular Weight: 114.144
• Hs Code.: 29124900
• European Community (EC) Number: 255-899-4
• Nikkaji Number: J432.122G,J236.416F
• Mol file: 42588-57-8.mol

Synonyms:3-Ethoxymethacrolein;42588-57-8;3-Ethoxy-2-methylacrylaldehyde;(E)-3-ethoxy-2-methylprop-2-enal;(2E)-3-ethoxy-2-methylprop-2-enal;EINECS 255-899-4;62055-46-3;(E)-3-ethoxy-2-methylacrylaldehyde;3-Ethoxy-2-methylacroleine;3-Ethoxymethacrolein, 96%;(E)-2-Methyl-3-ethoxypropenal;2-Propenal, 3-ethoxy-2-methyl-;GEO-04327;MFCD00006975;AKOS015916269;(2E)-3-Ethoxy-2-methyl-2-propenal #;AS-47052;3-ETHOXY-2-METHYL-2-PROPEN-1-AL;J-640340;J-800343

Chemical Property of 3-Ethoxymethacrolein

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.526mmHg at 25°C
• Refractive Index: n20/D 1.4792(lit.)
• Boiling Point: 191 °C at 760 mmHg
• Flash Point: 57.5 °C
• PSA: 26.30000
• Density: 0.915 g/cm³
• LogP: 1.12560
• Storage Temp.: 0-6°C
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 114.068079557
• Heavy Atom Count: 8
• Complexity: 94.7

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Ethoxymethacrolein ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC=C(C)C=O
• Isomeric SMILES: CCO/C=C(\C)/C=O
• Uses: 3-Ethoxymethacrolein was used in the synthesis of:5,10-dideaza-5,6,7,8-tetrahydrofolic acid (DDATHF)quinolines via modified Friedlander synthesis3-[2-isopropyl-5-methylcyclohexyloxy-(1R, 2S, 5R)]-2-methyl-2E-propenal

Technology Process of 3-Ethoxymethacrolein

There total 10 articles about 3-Ethoxymethacrolein 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:

1,1,3,3-tetraethoxy-2-methyl-propane (10602-37-6) → 3-ethoxymethacrolein (42588-57-8)

Guidance literature:

With water; toluene-4-sulfonic acid;

DOI:10.1002/hlca.19590420328

Reference yield:

1,1-diethoxypropane (4744-08-5) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 3-dimethylamino-2-methyl-acrylaldehyde (19125-76-9) + 3-ethoxymethacrolein (42588-57-8)

Guidance literature:

With trichlorophosphate; Yield given. Multistep reaction. Yields of byproduct given; 1.) <30 deg C, 2.) 70 deg C, 2 h;

DOI:10.1021/ja00401a020

Reference yield:

ethanol (64-17-5) + 1-bromo-2,2-dichloro-1-methylcyclopropane (14477-99-7) → 1,1-diethoxy-2-butyne (2806-97-5) + 3,3-diethoxy-but-1-yne (132284-55-0) + 3-ethoxymethacrolein (42588-57-8)

Guidance literature:

With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride; In dichloromethane; Yield given. Yields of byproduct given; Ambient temperature;

DOI:10.3891/acta.chem.scand.50-0446

upstream raw materials:

1,1,3,3-tetraethoxy-2-methyl-propane

1-chloro-3,3-diethoxy-2-methyl-propene

1,1-diethoxypropane

N,N-dimethyl-formamide

Downstream raw materials:

5-(2-Formylpropenylamino)-3-methylisoxazol

2-methyl-3-(3-phenyl-isoxazol-5-ylamino)-propenal

5-methyl-3-phenyl-isoxazolo[5,4-b]pyridine

3-amino-2-methyl acrolein

Refernces

• 1、 Sydnes, Leiv K.,Bakstad, Einar. "Formation of acetylenic acetals by ring opening of 1,1,2-trihalocyclopropanes under phase-transfer conditions". . p. 446 - 453. Retrieved 2007/10/03.