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2-Bromo-2-nitro-1,3-propanediol

  • Name 2-Bromo-2-nitro-1,3-propanediol
  • EINECS200-143-0
  • CAS No. 52-51-7
  • Density2.018 g/cm3
  • PSA86.28000
  • LogP-0.13790
  • Solubility25 g/100 mL (22 °C) in water
  • Melting Point130- 133°C
  • FormulaC3 H6BrNO4
  • Boiling Point358 °C at 760 mmHg
  • Molecular Weight199.989
  • Flash Point170.3 °C
  • Transport InformationUN 3241 4.1/PG 3
  • Appearanceoff-white crystalline powder
  • Safety26-37/39-61
  • Risk Codes21/22-37/38-41-50
  • Molecular Structure
    Molecular Structure of 52-51-7 (2-Bromo-2-nitro-1,3-propanediol)
  • Hazard SymbolsHarmfulXn, DangerousN
  • SynonymsHarmfulXn, DangerousN
  • Article Data19

2-Bromo-2-nitro-1,3-propanediol Synthetic route

Sodium; 3-hydroxy-2-[(Z)-hydroxyimino]-propionate

52-51-7

2-bromo-2-nitro-1,3-propanediol

Conditions
ConditionsYield
With bromine In diethyl ether at 0℃; for 0.5h;88.6%
50-00-0

formaldehyd

75-52-5

nitromethane

464-10-8

bromopicrin

52-51-7

2-bromo-2-nitro-1,3-propanediol

Conditions
ConditionsYield
With sodium hydroxide In water at 44 - 55℃; pH=5.3 - 7.2; Product distribution / selectivity;76.8%
50-00-0

formaldehyd

563-70-2

bromonitromethane

52-51-7

2-bromo-2-nitro-1,3-propanediol

126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

52-51-7

2-bromo-2-nitro-1,3-propanediol

Conditions
ConditionsYield
With alkali hypobromite und nachfolgender Zusatz von Brom;
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

bromo solution

bromo solution

bromine

bromine

A

52-51-7

2-bromo-2-nitro-1,3-propanediol

B

464-10-8

bromopicrin

C

potassium salt of bromodinitromethane

potassium salt of bromodinitromethane

50-00-0

formaldehyd

(+-)-1--cyclohexanol

(+-)-1--cyclohexanol

52-51-7

2-bromo-2-nitro-1,3-propanediol

Conditions
ConditionsYield
With sodium hydroxide
sodium compound of β-nitro-trimethylene glycol

sodium compound of β-nitro-trimethylene glycol

52-51-7

2-bromo-2-nitro-1,3-propanediol

Conditions
ConditionsYield
With chloroform; bromine
sodium compound of 2-nitro-propanediol-(1.3)

sodium compound of 2-nitro-propanediol-(1.3)

52-51-7

2-bromo-2-nitro-1,3-propanediol

Conditions
ConditionsYield
With bromine

5-bromo-2-(2-methylpropyl)-5-nitro-1,3,2-dioxaborinane

52-51-7

2-bromo-2-nitro-1,3-propanediol

Conditions
ConditionsYield
With water; oxygen
52-51-7

2-bromo-2-nitro-1,3-propanediol

A

150-60-7

dibenzyl disulphide

B

1092975-49-9

2,3-bis(hydroxymethyl)-2-,3-dinitro-1,4-butanediol

Conditions
ConditionsYield
With sodium; phenylmethanethiol In methanol for 1h;A 99%
B 48%

2-Bromo-2-nitro-1,3-propanediol Chemical Properties

Molecular Structure of Bronopol (CAS NO.52-51-7): 

IUPAC Name: 2-bromo-2-nitropropane-1,3-diol 
Empirical Formula: C3H6BrNO4 
Molecular Weight: 199.988 
Index of Refraction:  1.574 
Surface Tension:  74.1 dyne/cm 
Density:  2.018 g/cm3 
Flash Point: 170.3 °C 
Enthalpy of Vaporization:  69.86 kJ/mol 
Boiling Point: 358 °C at 760 mmHg 
Vapour Pressure: 1.45E-06 mmHg at 25°C 
Synonyms:1,3-Propanediol, 2-bromo-2-nitro- ; 2-Bromo-1-nitro-1,3-propanediol ; 2-bromo-2-nitro-3-propanediol ; 2-Bromo-2-nitropropan-1,3-diol ; 2-Nitro-2-bromo-1,3-propanediol ; 3-Propanediol,2-bromo-2-nitro-1 ; beta-Bromo-beta-nitrotrimethyleneglycol

2-Bromo-2-nitro-1,3-propanediol Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral 250mg/kg (250mg/kg)   "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 30, 1976.
mouse LD50 intraperitoneal 15500ug/kg (15.5mg/kg)   Khimiko-Farmatsevticheskii Zhurnal. Chemical Pharmaceutical Journal. For English translation, see PCJOAU. Vol. 11(1), Pg. 73, 1977.
mouse LD50 intravenous 48mg/kg (48mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 680, 1977.
mouse LD50 oral 270mg/kg (270mg/kg)   Pesticide Manual. Vol. 9, Pg. 103, 1991.
mouse LD50 skin 4750mg/kg (4750mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 680, 1977.
mouse LD50 subcutaneous 116mg/kg (116mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 680, 1977.
rat LC50 inhalation > 5gm/m3/6H (5000mg/m3)   Pesticide Manual. Vol. 9, Pg. 103, 1991.
rat LD50 intraperitoneal 26mg/kg (26mg/kg)   Journal of the Society of Cosmetic Chemists. Vol. 29, Pg. 3, 1978.
rat LD50 intravenous 37400ug/kg (37.4mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 8, Pg. 680, 1977.
rat LD50 oral 180mg/kg (180mg/kg)   "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 30, 1976.
rat LD50 skin 1600mg/kg (1600mg/kg)   "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A542, Pg. 1984,
rat LD50 subcutaneous 170mg/kg (170mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Kiso to Rinsho. Clinical Report. Vol. 8, Pg. 1029, 1974.

2-Bromo-2-nitro-1,3-propanediol Safety Profile

Hazard Codes HarmfulXn,DangerousN
Risk Statements 21/22-37/38-41-50 
R21/22:Harmful in contact with skin and if swallowed. 
R37/38:Irritating to respiratory system and skin. 
R41:Risk of serious damage to the eyes. 
R50:Very toxic to aquatic organisms.
Safety Statements 26-37/39-61 
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. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets.

2-Bromo-2-nitro-1,3-propanediol Specification

 Bronopol (CAS NO.52-51-7) is a white crystals,would burn easily,it may detonate under strong shock.While heated to decomposion evolving toxic gases. Toxic substances through skin absorption, inhalation or ingestion.

 Bronopol (CAS NO.52-51-7) is a killing bacterial agents,it can effectively control a variety of plant pathogenic bacteria.It is mainly used for cosmetics,leather preservation,widely used in water treatment, pharmaceutical, pesticides, cosmetics, detergent and other industries as preservatives and sterilizing agents, by the nitro-methane and formaldehyde , bromine reaction derived.Invested in the reactor measured nitro-methane, formaldehyde, water and ethanol, 40% liquid caustic soda was added dropwise under cooling at this time there is solid precipitation, and then dropping quantitative bromine, plus completion of mixing, vacuum steam out of part of the water and ethanol, after cooling, crystallization, filtration, drying advanced Bronopol, the yield of above 70%, content is about 93%.

 Bronopol (CAS NO.52-51-7) is a highly-toxic pesticide,burning will produce bromide and nitrogen oxides emitted toxic fumes.Besides should be stored and transported in low-temperature,drying environment. separately with oxidizing agents.Fire extinguishing agents water, carbon dioxide, dry powder, foam would be used if emergency.

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