2,5-Dimethylfuran-3-carbonyl chloride

Base Information

• Chemical Name: 2,5-Dimethylfuran-3-carbonyl chloride
• CAS No.: 50990-93-7
• Molecular Formula: C7H7ClO2
• Molecular Weight: 158.584
• Hs Code.: 2932190090
• DSSTox Substance ID: DTXSID00370513
• Wikidata: Q82157666
• Mol file: 50990-93-7.mol

Synonyms:2,5-Dimethylfuran-3-carbonyl chloride;50990-93-7;2,5-Dimethyl-3-furoyl Chloride;2,5-Dimethyl-furan-3-carbonyl chloride;2,5-dimethylfuran-3-carbonylchloride;MFCD00221073;2,5-dimethyl-3-furancarbonyl chloride;SCHEMBL388833;DTXSID00370513;RWORXZHVOUPMMM-UHFFFAOYSA-N;BBL014856;GEO-01192;STL197265;AKOS005173306;SB60969;2,5 dimethyl-furan-3-carbonyl chloride;2,5-Dimethyl furan-3-carbonyl chloride;2,5-dimethylfuran-3-carboxylic chloride;AS-47766;D2771;FT-0610467;2,5-Dimethylfuran-3-carbonyl chloride, 97%;2,5-dimethyl-3-furan carboxylic acid chloride;F16072;A828382;W-200400;F2190-0145

Chemical Property of 2,5-Dimethylfuran-3-carbonyl chloride

Chemical Property:

• Appearance/Colour: Colorless to light yellow liquid
• Vapor Pressure: 0.296mmHg at 25°C
• Melting Point: 20°C
• Refractive Index: n20/D 1.507(lit.)
• Boiling Point: 202.2 °C at 760 mmHg
• Flash Point: 76.1 °C
• PSA: 30.21000
• Density: 1.208 g/cm³
• LogP: 2.27540
• Storage Temp.: Refrigerator (+4°C)
• Sensitive.: Moisture Sensitive
• Water Solubility.: Reacts with water. Soluble in chloroform and ethyl acetate.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 158.0134572
• Heavy Atom Count: 10
• Complexity: 147

Purity/Quality:

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

2,5-Dimethylfuran-3-carbonyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 34-20/21/22
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(O1)C)C(=O)Cl
• Uses: They are admirably suited for studies on orientation of the furan nucleus, both by absolute and relative methods. In addition they make beta-substituted furans more accessible.

Technology Process of 2,5-Dimethylfuran-3-carbonyl chloride

There total 4 articles about 2,5-Dimethylfuran-3-carbonyl chloride 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:

2,5-dimethylfuran-3-carboxylic acid (636-44-2) → 2,5-dimethyl-furan-3-carbonyl chloride (50990-93-7)

Guidance literature:

With thionyl chloride; benzene;

Reference yield:

methyl 2,5-dimethylfuran-3-carboxylate (6148-34-1) → 2,5-dimethyl-furan-3-carbonyl chloride (50990-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / methanol; water / 2 h / Reflux

2: thionyl chloride / 2 h / Reflux

With thionyl chloride; sodium hydroxide; In methanol; water;

DOI:10.1016/j.ejmech.2017.02.044

Reference yield:

ethyl 2-acetyl-4-oxopentanoate (41892-81-3) → 2,5-dimethyl-furan-3-carbonyl chloride (50990-93-7)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid / 6 h / Reflux

2: sodium hydroxide / 0.5 h / Reflux

3: thionyl chloride / 1 h / Reflux

With thionyl chloride; sulfuric acid; sodium hydroxide;

DOI:10.1016/j.ejmech.2016.04.060

upstream raw materials:

2,5-dimethylfuran-3-carboxylic acid

ethyl 2-acetyl-4-oxopentanoate

ethyl 2,5-dimethyl-3-furoate

methyl 2,5-dimethylfuran-3-carboxylate

Downstream raw materials:

2,5-Dimethyl-furan-3-carboxylic acid dimethylamide

Refernces

• 1、 Eissa, Ibrahim H.,Mohammad, Haroon,Qassem, Omar A.,Younis, Waleed,Abdelghany, Tamer M.,Elshafeey, Ahmed,Abd Rabo Moustafa, Mahmoud M.,Seleem, Mohamed N.,Mayhoub, Abdelrahman S.. "Diphenylurea derivatives for combating methicillin- and vancomycin-resistant Staphylococcus aureus". supporting information. p. 73 - 85. Retrieved 2017/03/02.
• 2、 Webster, Robert,Lautens, Mark. "Conformational effects in diastereoselective aryne diels-alder reactions: synthesis of benzo-fused [2.2.1] heterobicycles". supporting information; experimental part. p. 4688 - 4691. Retrieved 2009/12/26.