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| | Chroman-6-carbaldehyde Basic information | | Uses |
| Product Name: | Chroman-6-carbaldehyde | | Synonyms: | Chroman-6-carboxaldehyde;3,4-Dihydro-2H-chromene-6-carboxaldehyde;6-Chromanecarbaldehyde;2H-1-Benzopyran-6-carboxaldehyde, 3,4-dihydro-;Benzodihydropyran-6-carbaldehyde;3,4-dihydro-2H-1-benzopyran-6-carbaldehyde;Chroman-6-carbaldehyde | | CAS: | 55745-97-6 | | MF: | C10H10O2 | | MW: | 162.19 | | EINECS: | | | Product Categories: | | | Mol File: | Mol File |  |
| | Chroman-6-carbaldehyde Chemical Properties |
| Boiling point | 160-163 °C(Press: 20 Torr) | | density | 1.167±0.06 g/cm3(Predicted) | | storage temp. | under inert gas (nitrogen or Argon) at 2-8°C | | form | liquid | | color | Yellow to orange |
| Hazard Codes | Xi | | Risk Statements | 52 | | HazardClass | IRRITANT | | HS Code | 2932209090 |
| | Chroman-6-carbaldehyde Usage And Synthesis |
| Uses | Benzodihydropyran-6-carboxaldehyde, also known as 6-aldehyde chromium, can be used as a useful intermediate for bioactive substances (such as vitamin E) and pharmaceutical reagents (such as diabetes treatment agents), or as a useful intermediate for polymer materials (such as engineering resins), and can also be used as a stabilizer for organic substances (such as fats and oils) and synthetic resins. | | Synthesis | To a mixed solution of 3,4-dihydro-1H-benzopyran (3 g, 22.4 mmol, 1.0 eq.) and N,N-dimethylformamide (3.3 g, 45.2 mmol, 2 eq.) in 1,2-dichloroethane (20 mL) was added phosphorus trichloride (3.4 g, 45.2 mmol, 2 eq.) dropwise, slowly at 50 °C or below, with dropwise addition time controlled at 30 minutes. The reaction mixture was then stirred continuously at 85 °C for 12 hours. Upon completion of the reaction, the reaction was quenched with ice water and extracted with ethyl acetate (3 x 300 mL). The organic phases were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (petroleum ether: ethyl acetate = 8:1) to afford the yellow oily product benzodihydropyran-6-carbaldehyde (2.0 g, 12.3 mmol, 55.1% yield). The structure of the product was confirmed by 1H NMR (CDCl3, 400 MHz) and electrospray ionization mass spectrometry (ESIMS): 1H NMR δ 2.01 (q, J = 45.8 Hz, 2H), 2.82 (t, J = 6.4 Hz, 2H), 4.24 (t, J = 5.2 Hz, 2H), 6.85 (d, J = 8.4 Hz, 1H), 7.52- 7.64 (m, 2H), 9.79 (s, 1H); ESIMS m/z 163.1 ([M + H]+). | | References | [1] Patent: US2014/243349, 2014, A1. Location in patent: Paragraph 1738; 1740
[2] Journal of the Indian Chemical Society, 1959, vol. 36, p. 76,80 |
| | Chroman-6-carbaldehyde Preparation Products And Raw materials |
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