14396-65-7

Basic information

• Product Name: 1,4-Dibromo-2,3-butanediol
• Synonyms: DL-1,4-DIBROMO-2,3-BUTANEDIOL;1,4-DIBROMO-2,3-BUTANDIOL;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
• CAS NO: 14396-65-7
• Molecular Formula: C₄H₈Br₂O₂
• Molecular Weight: 247.91
• Product Categories: Organic Building Blocks;Oxygen Compounds;Polyols
• Mol File: 14396-65-7.mol

Chemical Properties

• Melting Point: 82-84 °C(lit.)
• Boiling Point: 365.3 °C at 760 mmHg
• Flash Point: 174.7 °C
• Appearance: /
• Density: 2.124 g/cm³
• Vapor Pressure: 8.09E-07mmHg at 25°C
• Refractive Index: 1.583
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.49±0.20(Predicted)
• CAS DataBase Reference: 1,4-Dibromo-2,3-butanediol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Dibromo-2,3-butanediol(14396-65-7)
• EPA Substance Registry System: 1,4-Dibromo-2,3-butanediol(14396-65-7)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 14396-65-7(Hazardous Substances Data)

Usage

Uses

Used in Surfactant Production:
1,4-Dibromo-2,3-butanediol is used as a key intermediate in the preparation of diquaternary gemini surfactants. These surfactants are valued for their unique properties, such as high surface activity, low critical micelle concentration, and enhanced solubilizing capabilities. They are widely employed in the formulation of personal care products, detergents, and various industrial applications due to their ability to improve the performance and efficiency of these products.
Used in Chemical Synthesis:
1,4-Dibromo-2,3-butanediol is also utilized as a versatile building block in the synthesis of a range of chemical compounds, including pharmaceuticals, agrochemicals, and specialty chemicals. Its reactivity allows for the formation of new carbon-carbon bonds and the introduction of various functional groups, making it a valuable component in organic synthesis.
Used in Research and Development:
Due to its unique structural features and reactivity, 1,4-Dibromo-2,3-butanediol is often employed in research and development settings. It serves as a model compound for studying various chemical reactions and mechanisms, as well as for the development of new synthetic methodologies and catalysts.

InChI:InChI=1/C4H8Br2O2/c5-1-3(7)4(8)2-6/h3-4,7-8H,1-2H2

Upstream product

• 110-14-5 butanediamide 
• 2418-52-2 D-threitol 
• 564-00-1 (R,R)-butane-1,2:3,4-bisoxide 
• 299-70-7 threo-1,4-dibromo-2,3-butanediol 
• 329-15-7 4-trifluoromethyl-phenyl acetyl chloride 

Downstream Products

• 1947-62-2 treosulfan 

Relevant articles and documents

Pharmaceutical intermediate 1,4-dibromo-2,3-butanediol synthesis method

The invention relates to a pharmaceutical intermediate 1,4-dibromo-2,3-butanediol synthesis method, which mainly comprises: adding 2 mol 1,4-diaminobutanedione and 4-6 mol 2-pyrrolidone to a reactioncontainer, reducing the solution temperature to 5-7 DEG C, adding 2-3 mol bismuth subcarbonate and 4-6 mol bromide hydrogen solution, maintaining for 30-60 min, continuously reducing the temperature to 1-3 DEG C, controlling the stirring speed at 170-190 rpm, maintaining for 40-60 min, standing for 30-50 min, precipitating the solid, washing the filtrate by using a methyl butyrate solution, washing with an octanenitrile solution, re-crystallizing in a cyclohexanone solution, precipitating the crystal, and dehydrating with a dehydrating agent to obtain the finished product 1,4-dibromo-2,3-butanediol.

Kinetic resolution of d,l-1,2-diols catalyzed by amine-phosphinite bifunctional organocatalysis derived from quinidine

Racemic C2-symmetric 1,2-diols were kinetically resolved by the acylation reaction catalyzed by the phosphinite derivative of quinidine to afford the corresponding monoacylated product with good to high enantioselectivities.