5-Chloro-2-thiophenecarboxaldehyde
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5-Chloro-2-thiophenecarboxaldehyde
structure -
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CAS No:
7283-96-7
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Formula:
C5H3ClOS
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Chemical Name:
5-Chloro-2-thiophenecarboxaldehyde
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Synonyms:
2-Thiophenecarboxaldehyde,5-chloro-;5-Chloro-2-thiophenecarboxaldehyde;5-Chloro-2-formylthiophene;2-Chloro-5-formylthiophene;2-Chloro-5-thiophenecarboxaldehyde;5-Chlorothiophene-2-aldehyde
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CAS No:
5-Chloro-2-thiophenecarboxaldehyde Basic Attributes
146.59
146.59
230-708-7
DPU4RVB7PT
DTXSID6064614
2934999090
Safety Information
NONH for all modes of transport
3
R20/21/22
S36-S36/37/39-S26-S24
Xn: Harmful;
P280
H302-H312-H332
|Warning|H302 (86.96%): Harmful if swallowed [Warning Acute toxicity, oral]|P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, and P501|Aggregated GHS information provided by 46 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
5-Chloro-2-thiophenecarboxaldehyde Use and Manufacturing
General procedure: To a stirred solution of 9ha–9hd (200 mmol) in dried DMF (43.86 g, 600 mmol) cooled in anice-water bath was added dropwise POCl3 (46.00 g, 300 mmol). The resulting mixture was stirred atthis temperature for 30 min and then at 100 °C for another 5 h. After cooling to room temperature, the reaction mixture was poured carefully into ice-water (300 mL). The mixture thus obtained wasextracted with CH2Cl2 (300 mL × 3), and the combined extracts were washed successively with 5percentbrine (200 mL), 10percent aqueous K2CO3 (200 mL) and 5percent brine (200 mL), dried (Na2SO4) and evaporatedon a rotary evaporator to afford a residue, which was purified by column chromatography to yield10ha–10hd.5-Chlorothiophene-2-carbaldehyde (10ha): Colorless oil; 22.00 g (75percent). 1H-NMR (DMSO-d6, 400 MHz) δ:9.82 (s, 1H), 7.95 (d, J = 4.0 Hz, 1H), 7.39 (d, J = 4.0 Hz, 1H). The 1H-NMR data were in goodagreement with those reported [53].General procedure: NaOCl5H2O crystals (11.0e14.0 mmol) were added in one portion to a mixture of Bu4NHSO4 (0.170 g, 0.50 mmol), TEMPO(15.6 g, 0.10 mmol), alcohols (10.0 mmol), and 0.2 g of PCBTF (aninternal standard) in dichloromethane (15 or 30 mL) at 5 or 15 C.After stirring for an appropriate time, 0.5 mL of the organic layerwas added to 1 mL of CH2Cl2 for GC analysis. GCeMS analyses of theproducts were identical with authentic samples.
2-Thiophenecarboxaldehyde, 5-chloro-: INACTIVE
Computed Properties
Molecular Weight:146.60
XLogP3:2.4
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:145.9593136
Monoisotopic Mass:145.9593136
Topological Polar Surface Area:45.3
Heavy Atom Count:8
Complexity:96.4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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5-Chloro-2-thiophenecarboxaldehyde
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