1,4-Dibromo-2,3-butanediol Chemical Properties

Melting point:

82-84 °C (lit.)

Boiling point:

365.3±42.0 °C(Predicted)

Density 

2.124±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

12.49±0.20(Predicted)

Safety Information

Hazard Codes 

Xi

Risk Statements 

37/38-41

Safety Statements 

26-39

WGK Germany 

3

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

1,4-Dibromo-2,3-butanediol Usage And Synthesis

Uses

1,4-Dibromo-2,3-butanediol has been used in the preparation of diquaternary gemini surfactants.

General Description

1,4-Dibromo-2,3-butanediol reacts with aqueous alkaline sodium arsenite to yield mixture of DL-2,3,4-trihydroxybutylarsonic acid and DL-2,3-dihydroxybutane-1,4-bis(arsonic acid).

Synthesis

General procedure for the synthesis of 1,4-dibromo-2,3-butanediol from succinamide: 2 moles of 1,4-diaminobutanedione and 6 moles of 2-pyrrolidinone were added to the reaction vessel and the temperature of the reaction system was lowered to 7 °C. Subsequently, 3 moles of bismuth basic carbonate catalyst and 6 moles of hydrogen were added. A bromide solution with a mass fraction of 20% was slowly added to the reaction system. After maintaining the reaction for 60 minutes, the temperature of the system was continued to be lowered to 3 °C and the stirring speed was controlled to 190 rpm and this condition was maintained for 60 minutes. Upon completion of the reaction, it was allowed to stand for 50 minutes to precipitate the solid product. After filtration, the filtrate was washed sequentially with 66% by mass of methyl butyrate solution and 83% by mass of octanenitrile solution. Finally, the crystalline product was precipitated by recrystallization with 96% mass fraction cyclohexanone solution. Dehydration was carried out by anhydrous potassium carbonate as dehydrating agent, and finally 471.2 g of 1,4-dibromo-2,3-butanediol was obtained as a finished product with a yield of 95%.

References

[1] Patent: CN108238847, 2018, A. Location in patent: Paragraph 0006; 0009-0014

1,4-Dibromo-2,3-butanediol(14396-65-7)Related Product Information

• 2-Butoxyethyl acetate
• 1,4-Butanediol
• 2,2-Bis(bromomethyl)propane-1,3-diol
• 1,3-Butanediol
• 2-Butoxyethanol
• (S,S)-2,3-Butanediol
• 2-Butyne-1,4-diol
• TRI(PROPYLENE GLYCOL) BUTYL ETHER
• 2,3-Butanediol
• Isopropyl alcohol
• 1,4-Dibromobutane
• 2-Bromoethanol
• 1-Bromobutane
• 1-Bromopropane
• 1-BROMO-2-PROPANOL
• 1-BROMO-2-BUTANOL
• 3-Bromo-1-propanol
• 1-Propanol