Identification and Related Records
- 【Name】
- 2-Bromo-2-nitropropane-1,3-diol (Bronopol)
- 【Registry number】
- 52-51-7 (CAS DataBase Reference)
- 【Synonyms】
-
2-Bromo-2-nitro-1,3-propanediol
2-Bromo-2-nitropropan-1,3-diol
2-Bromo-2-nitropropane-1,3-diol
2-Nitro-2-bromo-1,3-propanediol
Acticide L 30
BE 6
BE 6 (bactericide)
BNPD
BNPK
Bactrinol 100
Bioban
Bioban BP Plus
Bronidiol
Bronocot
Bronopol
Bronotak
Canguard 409
Myacide AS
Myacide AS Plus
Myacide BT
Myacide PharmaBP
N 25
N 25 (antimicrobial)
NSC 141021
Nalco 92RU093
Onyxide 500
Preventol P 100
Protectol BN 98
Protectol BN 99
Pyceze
Topcide 2520
Ultra-Fresh SAB
- 【EINECS(EC#)】
- 200-143-0
- 【Molecular Formula】
- C3 H6 BrNO4 (Products with the same molecular formula)
- 【Molecular Weight】
- 199.988
- 【Inchi】
- InChI=1S/C3H6BrNO4/c4-3(1-6,2-7)5(8)9/h6-7H,1-2H2
- 【InChIKey】
- LVDKZNITIUWNER-UHFFFAOYSA-N
- 【Canonical SMILES】
- C(C(CO)([N+](=O)[O-])Br)O
52-51-7.mol
Chemical and Physical Properties
- 【Appearance】
- White to slightly yellow crystals or crystalline powder
- 【Density】
- 1.91 g/cm3
- 【Melting Point】
- 124-129℃
- 【Boiling Point】
- 358 °C at 760 mmHg
- 【Refractive Index】
- 1.574
- 【Flash Point】
- 170.3 °C
- 【Water】
- 25 g/100 mL (22℃)
- 【Solubilities】
- 22g/100ml <
- 【Color/Form】
- Crystals
- 【Stability】
- Stable. Hygroscopic. Incompatible with strong oxidizing agents, strong bases, strong reducing agents, acid chlorides and anhydrides, moisture.
- 【HS Code】
- 29055999
- 【Storage temp】
- Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a cool, dry, well-ventilated area away from incompatible substances. Flammables-area. Store protected from moisture.
- 【Spectral properties】
- MASS: 75372 (NIST/EPA/MSDC Mass Spectral Database, 1990 version); 1023 Wiley
- 【Computed Properties】
- Molecular Weight:199.98804 [g/mol]
Molecular Formula:C3H6BrNO4
XLogP3-AA:-0.6
H-Bond Donor:2
H-Bond Acceptor:4
Rotatable Bond Count:2
Exact Mass:198.94802
MonoIsotopic Mass:198.94802
Topological Polar Surface Area:86.3
Heavy Atom Count:9
Formal Charge:0
Complexity:107
Isotope Atom Count:0
Defined Atom Stereocenter Count:0
Undefined Atom Stereocenter Count:0
Defined Bond Stereocenter Count:0
Undefined Bond Stereocenter Count:0
Covalently-Bonded Unit Count:1
Feature 3D Acceptor Count:4
Feature 3D Donor Count:2
Feature 3D Anion Count:1
Feature 3D Hydrophobe Count:1
Effective Rotor Count:3
Conformer Sampling RMSD:0.6
CID Conformer Count:18
Safety and Handling
- 【Hazard Codes】
- Xn:Harmful
- 【Risk Statements】
- R21/22;R37/38;R41;R50
- 【Safety Statements 】
- S26;S37/39;S61
- 【HazardClass】
- 4.1
- 【Safety】
-
Hazard Codes?Xn,N
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.
- 【PackingGroup 】
- III
- 【Skin, Eye, and Respiratory Irritations】
- The substance irritates the eyes, the skin and the respiratory tract.
- 【Cleanup Methods】
- Sweep spilled substance into containers; if appropriate, moisten first to prevent dusting. Carefully collect remainder, then remove to safe place. (Extra personal protection: P2 filter respirator for harmful particles).
- 【Transport】
- UN 3241
- 【Fire Fighting Procedures】
- Combustible.
- 【Fire Potential】
- Combustible.
- 【Formulations/Preparations】
- Trade name: Onyxide 500
Formulation types registered: pelleted/tableted, crystalline, soluble concentrate/liquid, soluble concentrate/solid.
Tradename: Bronotak
Powder for dry application.
- 【Exposure Standards and Regulations】
- 2-Bromo-2-nitro-1,3-propanediol is an indirect food additive for use only as a component of adhesives. For use only as an antibacterial preservative.
- 【Reactivities and Incompatibilities】
- An aqueous solution of bronopol degrades in the presence of cupric and ferric ions as well as aluminum and tin metals.
- 【Other Preventative Measures】
- SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
- 【Protective Equipment and Clothing】
- The substance irritates the eyes, the skin and the respiratory tract.
- 【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.
- 【Octanol/Water Partition Coefficient】
- log Kow = -0.64 /Estimated/
- 【Disposal Methods】
- SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Use and Manufacturing
- 【Use and Manufacturing】
- Methods of Manufacturing
Bronopol is made by the bromination of the sodium salt of 2-nitropropane-1,3-diol.
- 【Usage】
-
Preservative in cosmetics and toiletries. Bactericide.
Biomedical Effects and Toxicity
- 【Pharmacological Action】
- - Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.
- Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects.
- Substances used for the detection, identification, analysis, etc. of chemical, biological, or pathologic processes or conditions. Indicators are substances that change in physical appearance, e.g., color, at or approaching the endpoint of a chemical titration, e.g., on the passage between acidity and alkalinity. Reagents are substances used for the detection or determination of another substance by chemical or microscopical means, especially analysis. Types of reagents are precipitants, solvents, oxidizers, reducers, fluxes, and colorimetric reagents. (From Grant & Hackh's Chemical Dictionary, 5th ed, p301, p499)
- 【Biomedical Effects and Toxicity】
- The rat metabolism data for bronopol consist of four separate studies conducted with male and female Sprague-Dawley rats. Animals were treated by gavage with 14C bronopol (radiochemical purity: >95-100%). In the first study animals received a single dose of 10 mg/kg. The second study employed a higher dose of 50 mg/kg. Doses higher the 50 mg/kg caused respiratory problems and death. The third study's dose was 10 mg/kg (14 daily doses of nonradioactive, 100% pure, bronopol, followed by one dose of 14C-bronopol). Urine, feces and CO2 were collected for 7 days after dosing, at which time the rats were killed and the tissues examined for radioactivity. Because, irrespective of the dose, most of the administered 14C was excreted in urine (64-78% in 24 hours and 68-83% in 7 days), urine was used for the identification of metabolites in the fourth study. Feces, CO2 and tissues represented minor routes of excretion of 14C. Very little 14C was also detected in the whole blood and plasma. From the results of these four studies... /it was/ concluded that bronopol administered orally was rapidly absorbed and rapidly excreted by the rats of both sexes, with urine being the major route of excretion.
Oral doses are rapidly absorbed and rapidly excreted, mainly in the urine /in animals/.
The substance can be absorbed into the body by inhalation of its aerosol, through the skin and by ingestion.
Approximately 40% of the topically applied dose of antibacterial agent [14C] bronopol([14C]BP) was absorbed through the rat skin within 24 hr. Of the applied radioactivity, about 19% was excreted in the urine, feces and expired air. The 24 hr recoveries of 14C in the urine and expired air were 15 and 2%, respectively, of the dose applied to the skin, and 74 and 9%, respectively, of the dose given intravenously. [Buttar HS et al; Toxicol Lett 6 (2): 101-7 (1980)] PubMed Abstract
Environmental Fate and Exposure Potential
- 【Environmental Fate/Exposure Summary】
- TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 5(SRC), determined from a water solubility of 2.0X10+5 mg/L(2) and a regression-derived equation(3), indicates that bronopol is expected to have very high mobility in soil(SRC). Volatilization of bronopol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.3X10-11 atm-cu m/mole(SRC), derived from its vapor pressure, 1.26X10-5 mm Hg(4), and water solubility(2). Bronopol is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(4). The compound was not biodegraded using a mixed culture sewage sludge test(5); therefore, biodegradation is not expected to be an important fate process in the soil environment(SRC).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5(SRC), determined from a water solubility of 2.0X10+5 mg/L(2) and a regression-derived equation(3), indicates that bronopol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 1.3X10-11 atm-cu m/mole(SRC), derived from its vapor pressure, 1.26X10-5 mm Hg(4), and water solubility(2). According to a classification scheme(5), an estimated BCF of 6.0(SRC), from its water solubility(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). The compound was not biodegraded using a mixed culture sewage sludge test(6); therefore, biodegradation is not expected to be an important fate process in the aquatic environment(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), bronopol, which has a vapor pressure of 1.26X10-5 mm Hg at 20 deg C(2), is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase bronopol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 97 hrs(SRC), calculated from its rate constant of 1.3X10-12 cu cm/molecule-sec at 25 deg C(SRC) that was derived using a structure estimation method(3). Particulate-phase bronopol may be removed from the air by wet and dry deposition(SRC).
China
United States
msn
skype