3-Bromo-5-carbethoxy-4,6-dimethyl-2-pyrone

Base Information

• Chemical Name: 3-Bromo-5-carbethoxy-4,6-dimethyl-2-pyrone
• CAS No.: 18152-79-9
• Molecular Formula: C10H11 Br O4
• Molecular Weight: 275.099
• Hs Code.: 2932209090
• European Community (EC) Number: 688-765-2
• NSC Number: 139997
• DSSTox Substance ID: DTXSID20171160
• Wikidata: Q83041252
• Mol file: 18152-79-9.mol

Synonyms:18152-79-9;3-Bromo-5-carbethoxy-4,6-dimethyl-2-pyrone;Ethyl 3-bromo-4,6-dimethyl-2-oxo-2H-pyran-5-carboxylate;ethyl 5-bromo-2,4-dimethyl-6-oxopyran-3-carboxylate;Ethyl 3-bromo-4,6-dimethyl-2H-pyran-5-carboxylate;2H-Pyran-5-carboxylic acid, 3-bromo-4,6-dimethyl-2-oxo-, ethyl ester;NSC139997;Maybridge4_002707;Ethyl Bromoisodehydroacetate;SCHEMBL5024586;DTXSID20171160;YMOPMHLWTLUFGX-UHFFFAOYSA-N;HMS1528L01;MFCD00023863;STK331105;AKOS005438542;CCG-247607;NSC 139997;NSC-139997;IDI1_032585;CS-0298847;FT-0615171;3-bromo-5-ethoxycarbonyl-4,6-dimethyl-2-pyrone;EN300-6734651;BRD-K84505482-001-01-7;Z1509642881;Ethyl 3-bromo-4,6-dimethyl-2-oxo-2H-pyran-5-carboxylate #;2H-Pyrane-5-carboxylic acid, 3-bromo-4,6-dimethyl-2-oxo-, ethyl ester;5-BROMO-2,4-DIMETHYL-6-OXO-6H-PYRAN-3-CARBOXYLIC ACID ETHYL ESTER

Chemical Property of 3-Bromo-5-carbethoxy-4,6-dimethyl-2-pyrone

Chemical Property:

• Vapor Pressure: 0.000406mmHg at 25°C
• Boiling Point: 316.6°Cat760mmHg
• Flash Point: 145.3°C
• PSA: 56.51000
• Density: 1.519g/cm³
• LogP: 2.19580
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 273.98407
• Heavy Atom Count: 15
• Complexity: 379

Purity/Quality:

99% ^*data from raw suppliers

3-BROMO-5-CARBETHOXY-4,6-DIMETHYL-2-PYRONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(OC(=O)C(=C1C)Br)C

Technology Process of 3-Bromo-5-carbethoxy-4,6-dimethyl-2-pyrone

There total 3 articles about 3-Bromo-5-carbethoxy-4,6-dimethyl-2-pyrone 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: 85.0%

ethyl isodehydroacetate (3385-34-0) → ethyl 3-bromo-4,6-dimethyl-2-oxo-2H-pyran-5-carboxylate (18152-79-9)

Guidance literature:

With bromine; In chloroform; at 0 - 20 ℃; for 24h;

DOI:10.1002/hlca.201100305

Reference yield:

ethyl acetoacetate (141-97-9) → ethyl 3-bromo-4,6-dimethyl-2-oxo-2H-pyran-5-carboxylate (18152-79-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen chloride / <0

2: chloroform; bromine

With hydrogenchloride; chloroform; bromine;

Reference yield:

ethyl acetoacetate (141-97-9) → ethyl 3-bromo-4,6-dimethyl-2-oxo-2H-pyran-5-carboxylate (18152-79-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 13.3 g / HCl gas / 168 h / Ambient temperature

2: 5.5 g / Br₂ / CHCl₃ / Ambient temperature

With hydrogenchloride; bromine; In chloroform;

DOI:10.1021/jf00060a006

upstream raw materials:

ethyl isodehydroacetate

ethyl acetoacetate

Downstream raw materials:

2,5-dimethylfuran-3-carboxylic acid

diethyl 3-methylenecyclopropane-trans-1,2-dicarboxylate

Feist's acid

5-bromo-2,4-dimethyl-6-oxo-6H-pyran-3-carboxylic acid

Refernces

• 1、 Wilkins, Alistair L.,Lu, Yinrong,Tan, Seng-To. "Extractives from New Zealand Honeys. 5. Aliphatic Dicarboxylic Acids in New Zealand Rewarewa (Knightea excelsa) Honey". . p. 3021 - 3025. Retrieved 1995.