2-Aminobiphenyl
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2-Aminobiphenyl
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CAS No:
90-41-5
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Formula:
C12H11N
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Chemical Name:
2-Aminobiphenyl
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Synonyms:
[1,1′-Biphenyl]-2-amine;2-Biphenylamine;o-Aminodiphenyl;2-Aminodiphenyl;o-Phenylaniline;o-Biphenylamine;2-Aminobiphenyl;o-Aminobiphenyl;2-Phenylaniline;2-Phenylbenzenamine;NSC 7661;2-Amino-1,1′-biphenyl;2-Amino-1,1-Biphenyl
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CAS No:
Description
colourless to purple crystalline solid
2-aminobiphenyl appears as colorless or purplish crystals. (NTP, 1992)
2-aminobiphenyl appears as colorless or purplish crystals. (NTP, 1992)
2-Aminobiphenyl Basic Attributes
169.22
169.22
471874
201-990-9
8LQM58EBRY
7661
DTXSID3030189
Leaflets (dilute alcohol)|Colorless or purplish crystals
29214980
Characteristics
26
2.84 @ pH 7
Purple to brown Crystals or Crystalline Powder
1.44
51 °C
299 °C
>230 °F
1.613-1.615
H2O: <0.01 g/100 mL at 21 ºC
Store below +30°C.
2 mm Hg ( 140 °C)
5.9 (vs air)
Oral-rat LD50: 2340 mg/kg; Oral-rabbit LD50: 1020 mg/kg
Open flame is flammable; heat releases toxic nitrogen oxide gas
Henry's Law constant = 1.5X10-7 atm-m cu/mol @ 25 °C /Estimated/
pKa = 3.83 at 18 °C (conjugate acid)
UV: 6162 (Sadtler Research Laboratories Spectral Collection) /Biphenyl, 3-amino/|Hydroxyl radical reaction rate constant = 8.0X10-11 cu cm/molec-sec @ 25 °C /Estimated/
Insoluble in water.
Amines, Aromatic
2-AMINOBIPHENYL neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. May generate hydrogen, a flammable gas, in combination with strong reducing agents such as hydrides.
842 °F (NTP, 1992)|842 °F
Safety Information
3
22-40-52/53-21/22/36/37/38/40-20
36/37-61
DV5530000
Xn
Warehouse ventilated, low temperature and dry
Stable. Incompatible with strong oxidizing agents.
P201, P202, P264, P270, P273, P281, P301+P312, P308+P313, P330, P405, P501
H302
DHHS/NTP; Carcinogenesis Bioassay of 2-Biphenylamine Hydrochloride in F344/N Rats and B6C3F1 Mice (Feed Study) Technical Report Series No. 233 (1982) NIH Publication No. 83-1789
This chemical is probably combustible. (NTP, 1992)
|Warning|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P264, P270, P273, P281, P301+P312, P308+P313, P330, P405, and P501|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|Aggregated GHS information provided by 84 companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H336: May cause drowsiness or dizziness [Warning Specific target organ toxicity, single exposure; Narcotic effects]|P201, P202, P260, P261, P271, P281, P304+P340, P308+P313, P312, P314, P403+P233, P405, and P501
Fires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material under ambient temperatures. (NTP, 1992)
MINIMUM PROTECTIVE CLOTHING: If Tyvek-type disposable protective clothing is not worn during handling of this chemical, wear disposable Tyvek-type sleeves taped to your gloves. RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)
| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.| 1 - Materials that must be preheated before ignition can occur. Materials require considerable preheating, under all ambient temperature conditions, before ignition and combustion can occur.| 0 - Materials that in themselves are normally stable, even under fire conditions.
Toxicity
moderately
LD50 Rabbit oral 1020 mg/kg|LD50 Rat oral 2340 mg/kg
... The chronic study was conducted with the purified 2-biphenylamine hydrochloride by feeding diets containing 1,000 or 3,000 ppm 2-biphenylamine hydrochloride to groups of 49 or 50 F344/N rats and 50 B6C3F1 mice of each sex for 103 wk. Groups of 50 rats and 50 mice of each sex served as controls. ... Under the conditions of the bioassay, 2-biphenylamine hydrochloride was not carcinogenic for F344/N rats of either sex. 2-Biphenylamine hydrochloride was carcinogenic for B6C3F1 female mice, inducing hemangiosarcomas at various sites. The evidence for an association between the admin of 2-biphenylamine hydrochloride and the incr incidence of hemangiosarcomas in male mice was equivocal. Levels of Evidence of Carcinogenicity: Male Rats: Negative; Female Rats: Negative; Male Mice: Equivocal; Female Mice: Positive. /2-Biphenylamine hydrochloride/
2-Biphenylamine's production and use in research and analytical chemistry(1) may result in its release to the environment through various waste streams.
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 830(SRC), determined from a log Kow of 2.84(2) and a regression-derived equation(3), indicates that 2-biphenylamine is expected to have low mobility in soil(SRC). Aromatic amines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(6,7), suggesting that 2-biphenylamine may be immobile in some soils. Volatilization of 2-biphenylamine from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.5X10-7 atm-cu m/mole(SRC), using a fragment constant estimation method(4). 2-Biphenylamine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.2X10-4 mm Hg(SRC), determined from a fragment constant method(5).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 830(SRC), determined from a log Kow of 2.84(2) and a regression-derived equation(3), indicates that 2-biphenylamine is 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 1.5X10-7 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 31(SRC), from its log Kow(2) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-Biphenylamine, which has an estimated vapor pressure of 1.2X10-4 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 2-biphenylamine 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 2(SRC), calculated from its rate constant of 8.0X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).
The rate constant for the vapor-phase reaction of 2-biphenylamine with photochemically-produced hydroxyl radicals has been estimated as 8.0X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 2 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1).
25.70|An estimated BCF of 31 was calculated for 2-biphenylamine(SRC), using a log Kow of 2.84(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate(SRC).
Using a structure estimation method based on molecular connectivity indices(1), the Koc for 2-Biphenylamine can be estimated to be 836(SRC). According to a classification scheme(2), this estimated Koc value suggests that 2-biphenylamine is expected to have low mobility in soil. Aromatic amines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(3,4), suggesting that mobility may be much lower in some soils(SRC).
The Henry's Law constant for 2-biphenylamine is estimated as 1.5X10-7 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2-biphenylamine is expected to be essentially nonvolatile from water surfaces(2). 2-Biphenylamine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.2X10-4 mm Hg(SRC), determined from a fragment constant method(2).
Occupational exposure to 2-biphenylamine may occur via inhalation and dermal contact with this compound at workplaces where 2-biphenylamine is produced or used. (SRC)
Drug Information
0.09 Days
SYMPTOMS: Symptoms of exposure to this compound may include irritation. ACUTE/CHRONIC HAZARDS: This compound is toxic by ingestion and inhalation. It may cause irritation. When heated to decomposition it emits toxic fumes of carbon monoxide, carbon dioxide and nitrogen oxides. (NTP, 1992)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. IMMEDIATELY call a hospital or poison control center even if no symptoms (such as redness or irritation) develop. IMMEDIATELY transport the victim to a hospital for treatment after washing the affected areas. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. OTHER: Since this chemical is a known or suspected carcinogen you should contact a physician for advice regarding the possible long term health effects and potential recommendation for medical monitoring. Recommendations from the physician will depend upon the specific compound, its chemical, physical and toxicity properties, the exposure level, length of exposure, and the route of exposure. (NTP, 1992)
2-aminobiphenyl
2-Aminobiphenyl Use and Manufacturing
Using o-nitrobiphenyl as raw material, it is obtained by reduction: o-nitrobiphenyl, ethanol and stannous chloride are refluxed in a water bath for 3h, ethanol is recovered, the residue is cooled, and 40% liquid alkali is added to make it strong alkaline , Separate the oil layer, extract the water layer with ether, dry the extract with anhydrous calcium chloride, filter and recover the ether, wash with ethanol to obtain the crude product, and then distill the crude product under reduced pressure to obtain the finished product.
Used as a raw material for organic synthesis. Manufacturing carbazole resin, synthetic rubber; used as pharmaceutical intermediate
(1971) PROBABLY GREATER THAN 4.54X10+5 GRAMS|(1975) No Data
ESSENTIALLY 100% AS A CHEMICAL INTERMEDIATE
[1,1'-Biphenyl]-2-amine: ACTIVE
GAS CHROMATOGRAPHY METHOD IS DESCRIBED FOR DETECTING TRACES OF CARCINOGENS & RELATED COMPD IN WASTEWATER.|DETECTION OF 2-BIPHENYLAMINE IN WASTEWATER & ENVIRONMENTAL SURVEILLANCE SAMPLES (SWABS, AIR FILTERS, ETC) BASED ON ELECTRON CAPTURE GAS CHROMATOGRAPHY OF THEIR PENTAFLUOROPROPIONYL DERIVATIVES.|THIN LAYER CHROMATOGRAPHY & FLUOROMETRY USED TO DETERMINE 2-AMINOBIPHENYL.|HIGH PRESSURE LIQ CHROMATOGRAPHY USED TO DETERMINE A SERIES OF BIPHENYLS.|CHEMICAL IONIZATION MASS SPECTROMETRY USING AMMONIA & AMMONIA-D3 AS REAGENT GASES IS USED TO DIFFERENTIATE NITROGEN-CONTAINING COMPD.
GAS CHROMATOGRAPHIC METHOD IS DESCRIBED FOR DETECTING TRACES OF CARCINOGENS & RELATED COMPD IN HUMAN URINE.|DETECTION OF 2-BIPHENYLAMINE IN HUMAN URINE BASED ON ELECTRON CAPTURE GAS CHROMATOGRAPHY OF THEIR PENTAFLUOROPROPIONYL DERIVATIVES.
Computed Properties
Molecular Weight:169.22
XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:169.089149355
Monoisotopic Mass:169.089149355
Topological Polar Surface Area:26
Heavy Atom Count:13
Complexity:149
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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