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Home > Encyclopedia > 5-Chlorofuran-2-carboxylicacid

5-Chlorofuran-2-carboxylicacid

5-Chlorofuran-2-carboxylicacid structure

5-Chlorofuran-2-carboxylicacid 

structure
  • CAS No:

    618-30-4

  • Formula:

    C5H3ClO3

  • Chemical Name:

    5-Chlorofuran-2-carboxylicacid

  • Synonyms:

    5-Chloropyromucic acid;5-Chloro-2-furoic acid;5-CHLOROFURAN-2-CARBOXYLIC ACID;5-chloro-2-furoic acid(SALTDATA: FREE)

  • Categories:

    Organic Chemistry  >  Coordination Complexes

Description

Type of white solid

5-Chlorofuran-2-carboxylicacid Basic Attributes

146.53

145.977066

35572

DTXSID10284096

2932190090

Characteristics

50.4

1.8

1.5±0.1 g/cm3

179-180 °C

103.1±21.8 °C

1.541

0.02 M

Safety Information

P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

H315

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 3 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

5-Chlorofuran-2-carboxylicacid Use and Manufacturing

Synthesis of N-(5-chlorofuran-2-ylcarbonyl)-3, 7- diazabicyclo [3.3.0] octane trifluoroacetate Example 7 relates to the synthesis of 5-chlorofuran-2- yl(hexahydropyrrolo[3, 4-c]pyrrol-2-yl)methanone trifluoroacetate (or N-(5- chlorofuran-2-ylcarbonyl)-3, 7-diazabicyclo[3.3.0]octane trofluoroacetate), which was prepared according to the following techniques, illustrative of the coupling reaction used to make heteroaromatic amides of 3, 7-diazabicyclo[3.3.0]octane: S-Chlorofuran-l-carboxylic acid; Aqueous sodium hydroxide (80 mL of 10percent) was added to a solution of silver nitrate (8.0 g, 47 mmol) in water (20 mL). This suspension was stirred and slowly treated with 30percent aqueous ammonium hydroxide until it became clear. A solution of S-chlorofuran^-carboxaldehyde (3.0 g, 23 mmol) (Aldrich Chemical) in methanol (5 mL) was added, and the resulting mixture was stirred at ambient temperature for 30 min. The reaction mixture was filtered, and the filtrate was washed with ether (100 mL). The aqueous filtrate was then made acidic (~pH 3) by the addition of cold 20percent sulfuric acid. The resulting mixture was extracted with ethyl acetate (3 x 100 mL). The extracts were washed with saturated aqueous sodium chloride solution (100 mL), dried (anhydrous sodium sulfate) and concentrated under vacuum to give 3.2 g (95percent yield) of white solid (mp 178- 179To a mixture of compound 1 b2 (3.0 g, 1.0 eq.) and CH2CI2 (30 mL) at O0C is added DMF (0.1 mL) and (COCI)2 (6.7 g, 2.5 eq.). The mixture is allowed to stir at room temperature for 3 h, then concentrated under reduced pressure to give compound 1b3.

Computed Properties

Molecular Weight:146.53
XLogP3:1.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:1
Exact Mass:145.9770716
Monoisotopic Mass:145.9770716
Topological Polar Surface Area:50.4
Heavy Atom Count:9
Complexity:125
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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