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2-Furoyl chloride

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Name

2-Furoyl chloride

EINECS 208-422-9
CAS No. 527-69-5 Density 1.323 g/cm3
PSA 30.21000 LogP 1.65860
Solubility Soluble in ether and chloroform, decomposed in water and ethanol Melting Point -2 °C
Formula C5H3ClO2 Boiling Point 170.9 at 760 mmHg
Molecular Weight 130.531 Flash Point 57.1 °C
Transport Information UN 3265 8/PG 2 Appearance colorless or light yellow liquid
Safety 26-36/37/39-45 Risk Codes 34
Molecular Structure Molecular Structure of 527-69-5 (2-Furoyl chloride) Hazard Symbols CorrosiveC
Synonyms

2-Furoylchloride (6CI,7CI,8CI);2-(Chlorocarbonyl)furan;2-(Chloroformyl)furan;2-Furancarboxylic acid chloride;2-Furanoic acid chloride;Furan-2-carboxylic chloride;Pyromucyl chloride;a-Furoic chloride;

Article Data 19

2-Furoyl chloride Synthetic route

88-14-2

2-furanoic acid

527-69-5

2-furancarbonyl chloride

Conditions
ConditionsYield
With thionyl chloride for 3h; Heating;95%
With thionyl chloride In benzene for 18h; Heating;86%
With thionyl chloride for 0.5h; Heating;82%
119256-40-5

2-amino-4,6-difluoro-benzothiazole

A

527-69-5

2-furancarbonyl chloride

B

furan-2-carboxylic acid (4,6-difluoro-benzothiazol-2-yl)-amide

Conditions
ConditionsYield
A n/a
B 81%
1192-62-7

1-(2-furyl)-1-ethanone

527-69-5

2-furancarbonyl chloride

Conditions
ConditionsYield
Stage #1: 1-(2-furyl)-1-ethanone With pyridine; disulfur dichloride In chlorobenzene at 20℃; for 2h;
Stage #2: With sulfuryl dichloride In chlorobenzene at 20 - 132℃; for 15.5h;
65%
Stage #1: 1-(2-furyl)-1-ethanone With pyridine; sulfur monochloride In chlorobenzene at 75℃; for 2.5h;
Stage #2: In chlorobenzene at 137℃; for 19h;
With pyridine; disulfur dichloride at 70 - 138℃; for 21.5h;44 %Spectr.
pyromucate ethylamine

pyromucate ethylamine

A

527-69-5

2-furancarbonyl chloride

B

N,N'-diethyl-furan-2-carboxamidine

Conditions
ConditionsYield
With phosphorus pentachloride anschliessend Destillieren;
pyromucate ethylamine

pyromucate ethylamine

A

527-69-5

2-furancarbonyl chloride

B

N.N'-diethyl-furfurenylamidine

N.N'-diethyl-furfurenylamidine

Conditions
ConditionsYield
With phosphorus pentachloride Destillieren des Reaktionsprodukts;
88-14-2

2-furanoic acid

thionyl chloride

thionyl chloride

527-69-5

2-furancarbonyl chloride

Conditions
ConditionsYield
In dichloromethane for 12h; Heating;
88-14-2

2-furanoic acid

101-83-7

N-cyclohexyl-cyclohexanamine

527-69-5

2-furancarbonyl chloride

Conditions
ConditionsYield
With thionyl chloride In dichloromethane
20842-02-8

potassium furan-2-carboxylate

527-69-5

2-furancarbonyl chloride

Conditions
ConditionsYield
With oxalyl dichloride In dichloromethane for 3.5h; Cooling with ice; Reflux;
88-14-2

2-furanoic acid

3416-93-1

2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline

527-69-5

2-furancarbonyl chloride

Conditions
ConditionsYield
With oxalyl dichloride In dichloromethane; N,N-dimethyl-formamide
527-69-5

2-furancarbonyl chloride

120-20-7

2-(3,4-dimethoxyphenyl)-ethylamine

N-<2-(3,4-dimethoxyphenyl)ethyl>furan-2-carboxamide

Conditions
ConditionsYield
With pyridine In acetonitrile at 20℃; for 3h;100%
With triethylamine In chloroform for 2h; Ambient temperature;73%
neat (no solvent);

2-Furoyl chloride Specification

The 2-Furoyl chloride with CAS registry number of 527-69-5 is also known as 2-Furancarbonyl chloride. The IUPAC name is Furan-2-carbonyl chloride. It belongs to product categories of Pharmaceutical Intermediates. Its EINECS registry number is 208-422-9. In addition, the formula is C5H3ClO2 and the molecular weight is 130.53. This chemical is a colorless or light yellow liquid and should be stored in cool, ventilated, dry place away from oxidizing agents.

Physical properties about 2-Furoyl chloride are: (1)ACD/LogP: 1.37; (2)ACD/LogD (pH 5.5): 1.37; (3)ACD/LogD (pH 7.4): 1.37; (4)ACD/BCF (pH 5.5): 6.48; (5)ACD/BCF (pH 7.4): 6.48; (6)ACD/KOC (pH 5.5): 132.63; (7)ACD/KOC (pH 7.4): 132.63; (8)#H bond acceptors: 2; (9)#Freely Rotating Bonds: 1; (10)Polar Surface Area: 30.21Å2; (11)Index of Refraction: 1.495; (12)Molar Refractivity: 28.79 cm3; (13)Molar Volume: 98.6 cm3; (14)Surface Tension: 38.1 dyne/cm; (15)Density: 1.323 g/cm3; (16)Flash Point: 57.1 °C; (17)Enthalpy of Vaporization: 40.73 kJ/mol; (18)Boiling Point: 170.9 °C at 760 mmHg; (19)Vapour Pressure: 1.44 mmHg at 25 °C.

Preparation of 2-Furoyl chloride: it is prepared by reaction of 2-furancarboxylato with thionyl chloride. Firstly, the reaction mixture is refluxed at 100 °C for 1 hour. Then, mixture is distillated to steam excess thionyl chloride. At last, product is obtained by collecting fraction at 173-174 °C. The yield is about 79%.

Uses of 2-Furoyl chloride: it is used for organic synthesis. It is used to produce 2-diazo-1-furan-2-yl-ethanone by reaction with diazomethane. The reaction occurs with solvent diethyl ether at 20 °C. The yield is about 90%.

2-Furoyl chloride is used to produce 2-diazo-1-furan-2-yl-ethanone by reaction with diazomethane.

When you are using this chemical, please be cautious about it. As a chemical, it may cause burns. During using it, wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If accident happens or you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: C1=COC(=C1)C(=O)Cl
2. InChI: InChI=1S/C5H3ClO2/c6-5(7)4-2-1-3-8-4/h1-3H
3. InChIKey: OFTKFKYVSBNYEC-UHFFFAOYSA-N

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