1,4-Dibromo-2,3-butanediol

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Company Name: BeiJing Hwrk Chemicals Limted  
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Company Name: Shanghai Aladdin Bio-Chem Technology Co.,LTD  
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Company Name: Sigma-Aldrich  
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1,4-Dibromo-2,3-butanediol manufacturers

1,4-Dibromo-2,3-butanediol Basic information
Product Name:1,4-Dibromo-2,3-butanediol
Synonyms:1,4-DIBROMO-2,3-BUTANDIOL;DL-1,4-DIBROMO-2,3-BUTANEDIOL;1,4-DIBROMO-2,3-BUTANEDIOI;1,4-Dibromo-2,3-butanediol;1,4-DibroMo-2,3-butanediol;1,4-DibroMo-2,3-butanediol 95%;1,4-Dibromobutane-2,3-diol;2,3-Butanediol, 1,4-dibromo-
CAS:14396-65-7
MF:C4H8Br2O2
MW:247.91
EINECS:
Product Categories:Organic Building Blocks;Oxygen Compounds;Polyols
Mol File:14396-65-7.mol
1,4-Dibromo-2,3-butanediol Structure
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
pka12.49±0.20(Predicted)
InChI1S/C4H8Br2O2/c5-1-3(7)4(8)2-6/h3-4,7-8H,1-2H2/t3-,4-/m1/s1
InChIKeyXOWDQAHYPSENAC-QWWZWVQMSA-N
SMILESBrCC(O)C(O)CBr
Safety Information
Hazard Codes Xi
Risk Statements 37/38-41
Safety Statements 26-39
WGK Germany 3
Storage Class11 - Combustible Solids
Hazard ClassificationsEye Dam. 1
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
ACROS English
1,4-Dibromo-2,3-butanediol Usage And Synthesis
Uses1,4-Dibromo-2,3-butanediol has been used in the preparation of diquaternary gemini surfactants.
General Description1,4-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
SUCCINAMIDE

110-14-5

1,4-Dibromo-2,3-butanediol

14396-65-7

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 Preparation Products And Raw materials
Raw materialsSuccinamide
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