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2,3-Dibromobut-2-ene-1,4-diol
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Name

2,3-Dibromobut-2-ene-1,4-diol

 EINECS 221-779-5
CAS No. 3234-02-4 Density 2.252 g/cm3
PSA 40.46000 LogP 0.97240
Solubility 1-5 g/100 mL at 21 ºC Melting Point 112-114°C(lit.)
Formula C4H6Br2O2 Boiling Point 318.1 °C at 760 mmHg
Molecular Weight 245.898 Flash Point 146.2 °C
Transport Information N/A Appearance white crystalline powder
Safety 26-37/39 Risk Codes  Xi:Irritant;
Molecular Structure Molecular Structure of 3234-02-4 (trans-2,3-Dibromo-2-butene-1,4-diol) Hazard Symbols R36/37/38:;
Synonyms

2,3-Dibromo-2-butene-1,4-diol;NSC 76595;2,3-Dibromobutene-1,4-diol;AI3-26932;CCRIS 4781;

Article Data 9

2,3-Dibromobut-2-ene-1,4-diol Synthetic route

110-65-6

1,4-dihydroxybut-2-yne

3234-02-4

2,3-dibromo-but-2-ene-1,4-diol

Conditions
ConditionsYield
With tetraethylammonium bromide; bromine In dichloromethane at 20 - 30℃; for 8h; Green chemistry;95%
With hexamethonium bis(tribromide) In neat (no solvent) for 0.333333h; Green chemistry; regioselective reaction;88%
With tetrabutylammomium bromide; dihydrogen peroxide; vanadia In water; acetonitrile at 5℃; for 1.5h; Bromination;46%
diacetyl compound of 2.3-dibromo-butene-(2)-diol-(1.4)

diacetyl compound of 2.3-dibromo-butene-(2)-diol-(1.4)

3234-02-4

2,3-dibromo-but-2-ene-1,4-diol

Conditions
ConditionsYield
With sodium ethanolate
3234-02-4

2,3-dibromo-but-2-ene-1,4-diol

32460-02-9

3,4-dibromofuran

Conditions
ConditionsYield
With potassium dichromate; sulfuric acid In hexane; water at 85℃; for 6h; Heating;83%
With potassium dichromate; sulfuric acid In water at 140℃; for 4h;56%
3234-02-4

2,3-dibromo-but-2-ene-1,4-diol

110-65-6

1,4-dihydroxybut-2-yne

Conditions
ConditionsYield
With ethanol; zinc
3234-02-4

2,3-dibromo-but-2-ene-1,4-diol

75-36-5

acetyl chloride

63766-44-9

1,4-diacetoxy-2,3-dibromo-but-2-ene

64-17-5

ethanol

3234-02-4

2,3-dibromo-but-2-ene-1,4-diol

zinc

zinc

110-65-6

1,4-dihydroxybut-2-yne

3234-02-4

2,3-dibromo-but-2-ene-1,4-diol

106-94-5

propyl bromide

2,3-dibromo-4-propoxybut-2-en-1-ol

Conditions
ConditionsYield
With sodium hydroxide In water; toluene at 70 - 72℃; for 4h;42.5 g

2,3-Dibromobut-2-ene-1,4-diol Chemical Properties

Molecular Structure:

Molecular Formula: C4H6Br2O2
Formula Weight: 245.9
IUPAC Name: (E)-2,3-dibromobut-2-ene-1,4-diol
Synonyms of Trans-2,3-dibromo-2-butene-1,4-diol (CAS NO.3234-02-4): 2,3-Dibromobut-2-ene-1,4-diol ; (E)-2,3-Dibromo-2-butene-1,4-diol ; Mitolactol ; Dibromoducitol ; 4-Diol,2,3-dibromo-2-butene-1
Melting Point:  112-114 °C(lit.)
Polar Surface Area: 18.46 Å2
Molar Refractivity: 38.85 cm3
Molar Volume: 109.1 cm3
Surface Tension: 63.8 dyne/cm 
Enthalpy of Vaporization: 64.86 kJ/mol 
Flash Point: 146.2 °C  
Boiling Point: 318.1 °C at 760 mmHg
Density of Trans-2,3-dibromo-2-butene-1,4-diol (CAS NO.3234-02-4): 2.252 g/cm3  
Vapour Pressure: 3.07E-05 mmHg at 25°C
Index of Refraction: 1.63 
Water Solubility: 1-5 g/100 mL at 21 °C
Appearance: Trans-2,3-dibromo-2-butene-1,4-diol (CAS NO.3234-02-4) is a white crystalline powder
Stability: Trans-2,3-dibromo-2-butene-1,4-diol (CAS NO.3234-02-4) is stable. Incompatible with strong oxidizing agents.
Classification Code: Mutation data 

2,3-Dibromobut-2-ene-1,4-diol Uses

 Trans-2,3-dibromo-2-butene-1,4-diol (CAS NO.3234-02-4) is used in organic synthesis as a pharmaceutical intermediate.

2,3-Dibromobut-2-ene-1,4-diol Toxicity Data With Reference

1.    

mic-sat 33 µL/plate

     ENMUDM    Environmental Mutagenesis. 9 (Suppl 9)(1987),1.

2,3-Dibromobut-2-ene-1,4-diol Consensus Reports

Reported in EPA TSCA Inventory.

2,3-Dibromobut-2-ene-1,4-diol Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S37/39: Wear suitable gloves and eye/face protection.
WGK Germany: 3
RTECS: EM6910000
Hazard Note; Irritant 
Mutation data reported. When heated to decomposition it emits toxic vapors of Br−.

2,3-Dibromobut-2-ene-1,4-diol Standards and Recommendations

ASSAY: 98.5% min
LOSS ON DRYING: 0.5% max

2,3-Dibromobut-2-ene-1,4-diol Specification

 Trans-2,3-dibromo-2-butene-1,4-diol (CAS NO.3234-02-4) is a white crystalline powder mainly used as a brominated flame retardant or chemical intermediate. It is stable under ordinary conditions and is probably combustible.

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