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3-Bromocinnamaldehyde

3-Bromocinnamaldehyde structure

3-Bromocinnamaldehyde 

structure
  • CAS No:

    97985-66-5

  • Formula:

    C9H7BrO

  • Chemical Name:

    3-Bromocinnamaldehyde

  • Synonyms:

    3-BROMOCINNAMALDEHYDE;2-PROPENAL, 3-(3-BROMOPHENYL)-,(2E);(E)-3-(3-Bromophenyl)-2-propenal;trans-3-Bromocinnamaldehyde;(E)-3-(3-bromophenyl)acrylaldehyde

  • Categories:

    Flavors and Fragrances  >  Synthetic Fragrances

3-Bromocinnamaldehyde Basic Attributes

211.06

209.968018

2913000090

Characteristics

17.1

2.5

1.5±0.1 g/cm3

309.7ºC at 760 mmHg

114.0±10.5 °C

1.612

3-Bromocinnamaldehyde Use and Manufacturing

General procedure: Sodium nitrite, 0.69 g (0.01 mol), was added in portions over a period of 10–15 min to a mixture of 0.01 mol of arylcyclopropane 1a–1l, 5.2 g of trifluoroacetic acid, and 15 mL of chloroform, cooled to 0–5 °C.The mixture was allowed to warm up to 20 °C, kept for1 h at that temperature, and poured into 100 mL of cold water. The organic phase was separated, the aqueousphase was extracted with chloroform (2 × 10 mL), the extracts were combined with the organic phase, washed with water (2 × 30 mL), and dried over MgSO4, the solvent was removed, and the residue was analyzed by 1H NMR. Compound 2l was isolated by crystallization. The compositions of the reaction mixtures are given in Table 1. The physical constants and spectral characteristics of 2a [16], 2b [30], and 2l [28] coincided with published data. 5-(3-Bromophenyl)-4, 5-dihydro-1, 2-oxazole (2c). Viscous oily material. 1H NMR spectrum, δ, ppm:2.98 d.d.d (1H, 4-H, J = 2.0, 7.4, 17.8 Hz) and 3.46 d.d.d (1H, 4-H, J = 2.0, 10.5, 17.8 Hz), 5.51 d.d (1H, 5-H, J = 7.4, 10.5 Hz), 7.23 s (1H, 3-H), 7.23–7.28 m (3H, Harom), 7.49 m (1H, Harom). Found, percent:C 47.33, 47.51; H 3.36, 3.42; N 5.91, 6.02. C9H8BrNO. Calculated, percent: C 47.82; H 3.57; N 6.20.

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