1-broMo-4-phthaldehyde Chemical Properties

Melting point:

250℃

Boiling point:

359.4±25.0 °C(Predicted)

Density 

1.552±0.06 g/cm3(Predicted)

storage temp. 

under inert gas (nitrogen or Argon) at 2-8°C

solubility 

Chloroform (Slightly), Methanol (Slightly)

form 

Solid

color 

Off-White to Pale Beige

1-broMo-4-phthaldehyde Usage And Synthesis

Uses

4-Bromo-1-napthaldehyde is used in the synthesis and antimicrobial activity of chalcones and flavones.

Synthesis

318 g of 1-bromo-4-bromomethylnaphthalene (II), 371.5 g of hexamethylenetetetramine, 795 g of glacial acetic acid, and 795 g of water were added to a 3L three-necked flask and reacted at reflux for 3 h at 100 °C. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, 636 g of concentrated hydrochloric acid was rapidly added dropwise for 0.5 hr. After the reaction mixture was cooled to room temperature, 4 L of water was added and stirred continuously for 3 hours. The solid product was collected by filtration, pulped with 2 L of water for 2 hours, filtered again, and the filter cake was washed twice with water, drained, and dried at 40 °C. The dried product was recrystallized with 318 g of ethanol and finally dried to give 200.4 g of 4-bromo-1-naphthaldehyde (III) in 80.4% yield. The molar ratio of 1-bromo-4-bromomethylnaphthalene (II) to hexamethylenetetetramine in the reaction was 1:2.5.

References

[1] European Journal of Organic Chemistry, 2006, # 10, p. 2329 - 2335
[2] Patent: CN106366018, 2017, A. Location in patent: Paragraph 0040; 0041; 0042; 0043
[3] Inorganic Chemistry, 2016, vol. 55, # 5, p. 1986 - 1991
[4] Chemische Berichte, 1922, vol. 55, p. 1854
[5] Organic Letters, 2008, vol. 10, # 14, p. 3105 - 3108

1-broMo-4-phthaldehyde(50672-84-9)Related Product Information

• 2-Naphthaldehyde
• 4-BROMO-1-NAPHTALENECARBOXYLIC ACID
• 1-broMo-4-phthaldehyde
• 4,5-DIBROMO-1,8-NAPHTHALENEDICARBOXYLIC ACID
• 4-Bromo-1,8-naphthalic anhydride
• 4-BROMO-N-(2-HYDROXYETHYL)-1,8-NAPHTHALIMIDE
• (5-bromo-2-oxobenzo[cd]indol-1(2H)-yl)acetic acid
• 1-(1-BROMONAPHTHALEN-4-YL)ETHANONE
• 1-Naphthaldehyde
• 4-Bromo-1,8-naphthalic anhydride
• 3-(4-BROMO-1-NAPHTHYL)-3-OXOPROPANENITRILE
• 4-BROMO-3-NITRO-1-NAPHTHOIC ACID
• t-Butyl 4-bromo-1-naphthalenecarboxylate
• 4-BROMO-1,8-NAPHTHALIMIDE
• Methyl 4-bromo-1-naphthoate
• 4-BROMO-3-NITRO-1,8-NAPHTHALIC ANHYDRIDE