5-Chloro-2-furaldehyde

Base Information

• Chemical Name: 5-Chloro-2-furaldehyde
• CAS No.: 21508-19-0
• Molecular Formula: C5H3ClO2
• Molecular Weight: 130.531
• Hs Code.: 29321900
• European Community (EC) Number: 627-276-0
• DSSTox Substance ID: DTXSID00944117
• Nikkaji Number: J659.144B
• Wikidata: Q72451627
• Mol file: 21508-19-0.mol

Synonyms:5-Chloro-2-furaldehyde;5-chlorofuran-2-carbaldehyde;21508-19-0;2-Furancarboxaldehyde, 5-chloro-;5-chlorofurfural;MFCD02752599;5-chloro-furfural;2-Chlorofuran-5-aldehyde;5-Chloro-furan-2carbaldehyde;5-chlorofuran-2 carbaldehyde;SCHEMBL511168;5-Chloro-furan-2-carbaldehyde;5-chlorofuran-2-carboxaldehyde;5-Chloro-2-Furancarboxaldehyde;5-Chloro-2-furaldehyde, 98%;DTXSID00944117;DGAUAVDWXYXXGQ-UHFFFAOYSA-N;WAA50819;BBL100004;GEO-00684;STL510812;AKOS001281840;DS-9137;SB60950;SY031372;CS-0127985;FT-0620248;EN300-18303;A879049;W-200218;Z57834244

Chemical Property of 5-Chloro-2-furaldehyde

Chemical Property:

• Appearance/Colour: white to yellow powder
• Vapor Pressure: 0.553mmHg at 25°C
• Melting Point: 34-37 °C(lit.)
• Refractive Index: 1.542
• Boiling Point: 190 °C at 760 mmHg
• Flash Point: 68.7 °C
• PSA: 30.21000
• Density: 1.361 g/cm³
• LogP: 1.74550
• Storage Temp.: 2-8°C
• Sensitive.: Air Sensitive
• Solubility.: Acetone (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 129.9821570
• Heavy Atom Count: 8
• Complexity: 94.4

Purity/Quality:

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

5-Chloro-2-furaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(OC(=C1)Cl)C=O
• Uses: (+)-1-Deoxynojirimycin hydrochloride interferes with normal processing of N-linked glycoproteins, producing reduced amounts of complex type oligosaccharides. 5-Chloro-2-furaldehyde may be used as an internal standard during the analysis of furanic compounds by reversed-phase-high performance liquid chromatography–diode array detection (RP-HPLC–DAD) method.

Technology Process of 5-Chloro-2-furaldehyde

There total 10 articles about 5-Chloro-2-furaldehyde 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: 64.0%

5-nitrofurane-2-carboxaldehyde (698-63-5) → 5-chloro-2-furaldehyde (21508-19-0)

Guidance literature:

With hydrogenchloride; at 40 ℃;

DOI:10.1002/chem.201504330

Reference yield: 34.0%

furfural (98-01-1) → 5-chloro-2-furaldehyde (21508-19-0) + 5-iodofuran-2-carbaldehyde (2689-65-8)

Guidance literature:

With N,N,N-trimethylbenzenemethanaminium dichloroiodate; zinc(II) chloride; In acetic acid; at 70 ℃; for 24h; Product distribution; with prereaction of the reagents;

DOI:10.1055/s-1995-3899

Reference yield:

2-(5-chloro-furan-2-yl)[1,3]dioxolane → 5-chloro-2-furaldehyde (21508-19-0)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

furfural

5-chlorofuran-2-carbonyl chloride

(furan-2-yl)methylene diacetate

carbon disulfide

Downstream raw materials:

3t-(5-chloro-[2]furyl)-acrylic acid

N-(5-chloro-furan-2-ylmethylene)-4-methyl-aniline

bis-[(5-chloro-[2]furyl)-phenyl-methyl]-ether

N-(5-chloro-furan-2-ylmethylene)-aniline

Refernces

• 1、 Chute,Wright. "-". . p. 541. Retrieved 1945.
• 2、 Hashmi, A. Stephen K.,Ramamurthi, Tanuja Dondeti,Todd, Matthew H.,Tsang, Althea S.-K.,Graf, Katharina. "Gold-catalysis: Reactions of organogold compounds with electrophiles". experimental part. p. 1619 - 1626. Retrieved 2011/09/12.