Ethyl 6-methyl-3,4-dihydro-2H-pyran-5-carboxylate

Base Information

• Chemical Name: Ethyl 6-methyl-3,4-dihydro-2H-pyran-5-carboxylate
• CAS No.: 10226-28-5
• Molecular Formula: C9H14O3
• Molecular Weight: 170.208
• Hs Code.: 2932999099
• European Community (EC) Number: 233-543-9
• NSC Number: 30277
• UNII: G88MLX4ZEH
• DSSTox Substance ID: DTXSID30144845
• Nikkaji Number: J24.240C
• Wikidata: Q83009121
• Mol file: 10226-28-5.mol

Synonyms:10226-28-5;Ethyl 6-methyl-3,4-dihydro-2H-pyran-5-carboxylate;3-Ethoxycarbonyl-5,6-dihydro-2-methyl-4H-pyran;2-Methyl-3-carbethoxy-5,6-dihydropyran;2H-Pyran-5-carboxylic acid, 3,4-dihydro-6-methyl-, ethyl ester;Ethyl 3,4-dihydro-6-methyl-2H-pyran-5-carboxylate;3,4-Dihydro-6-methyl-2H-pyran-5-carboxylic acid ethyl ester;EINECS 233-543-9;NSC-30277;NSC30277;G88MLX4ZEH;SCHEMBL5881177;BWVSWJMSYLYIJA-UHFFFAOYSA-;DTXSID30144845;MFCD00143102;NSC 30277;AKOS003604262;GS-6697;CS-0206276;FT-0671619;F12642;3-Ethoxycarbonyl-2-methyl-5,6-dihydro-4H-pyran;Ethyl6-methyl-3,4-dihydro-2H-pyran-5-carboxylate;J-000661;Ethyl 6-methyl-3,4-dihydro-2H-pyran-5-carboxylate #;F2147-5237;2-methyl-5,6-dihydro-4H-pyran-3-carboxylic acid ethyl ester;6-Methyl-3,4-dihydro-2H-pyran-5-carboxylic acid ethyl ester

Chemical Property of Ethyl 6-methyl-3,4-dihydro-2H-pyran-5-carboxylate

Chemical Property:

• Boiling Point: 230.9 °C at 760 mmHg
• Flash Point: 89.2 °C
• PSA: 35.53000
• Density: 1.057 g/cm³
• LogP: 1.63390
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 170.094294304
• Heavy Atom Count: 12
• Complexity: 206

Purity/Quality:

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

2-Methyl-3-carbethoxy-5,6-dihydropyran ^*data from reagent suppliers

Safty Information:

• Statements: 10
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(OCCC1)C
• Uses: 2-Methyl-3-carbethoxy-5,6-dihydropyran (cas# 10226-28-5) is a compound useful in organic synthesis.

Technology Process of Ethyl 6-methyl-3,4-dihydro-2H-pyran-5-carboxylate

There total 10 articles about Ethyl 6-methyl-3,4-dihydro-2H-pyran-5-carboxylate 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: 99.0%

ethyl 2-(3-chloropropyl)acetoacetate (14749-45-2) → ethyl 6-methyl-3,4-dihydro-2H-pyran-5-carboxylate (10226-28-5)

Guidance literature:

With magnesium(II) perchlorate; In dimethyl sulfoxide; at 25 ℃; Rate constant; metal ion effects;

DOI:10.1016/S0040-4020(01)86699-0

Reference yield: 94.0%

ethyl acetoacetate (141-97-9) + 1.3-chlorobromopropane (109-70-6) → ethyl 6-methyl-3,4-dihydro-2H-pyran-5-carboxylate (10226-28-5)

Guidance literature:

With potassium carbonate; In toluene; at 80 ℃;

DOI:10.1055/s-2000-8716

Reference yield: 88.0%

ethyl acetoacetate (141-97-9) + 1,3-dibromo-propane (109-64-8) → ethyl 6-methyl-3,4-dihydro-2H-pyran-5-carboxylate (10226-28-5)

Guidance literature:

With potassium carbonate; In isopropyl alcohol; Reflux;

DOI:10.1002/anie.201403587

upstream raw materials:

ethyl acetoacetate

1,3-dibromo-propane

sodium ethyl acetylacetate enolate

ethyl 2-(3-chloropropyl)acetoacetate

Downstream raw materials:

6-hydroxy-2-hexanone

6-Bromo-2-hexanone

2-(4-Bromobutyl)-2-methyl-1,3-dioxolane

(3aS,6aR)-1,3-Dibenzyl-4-(5-oxohexylidene)tetrahydro-1H-thieno[3,4-d]imidazole-2(3H)-one