Related Searches: o-Phenylenediamine, 4-nitro-o-phenylenediamine, 4-bromo-o-phenylenediamine, phenylenediamine, p-Phenylenediamine, View all

o-Phenylenediamine(CAS No. 95-54-5)

o-Phenylenediamine C6H8N2 (cas 95-54-5) Molecular Structure

95-54-5 Structure

Identification and Related Records

【Name】
o-Phenylenediamine
【Iupac name】
benzene-1,2-diamine
【CAS Registry number】
95-54-5
【Synonyms】
1,2-Diaminobenzene
o-Phenylenediamine OPD
1,2-Phenylenediamine
o-Phenylendiamine 98%
o-Phenylendiamine
OPDA
【EINECS(EC#)】
202-430-6
【Molecular Formula】
C6H8N2 (Products with the same molecular formula)
【Molecular Weight】
108.14
【Inchi】
InChI=1/C6H8N2/c7-5-3-1-2-4-6(5)8/h1-4H,7-8H2
【InChIKey】
GEYOCULIXLDCMW-UHFFFAOYSA-N
【Canonical SMILES】
C1=CC=C(C(=C1)N)N
【MOL File】
95-54-5.mol

Chemical and Physical Properties

【Appearance】
brown yellow, red brown or brown crystals
【Density】
1.27
【Melting Point】
101℃
【Boiling Point】
257℃
【Vapour】
0.01 mm Hg ( 25 °C)
【Refractive Index】
1.66
【Flash Point】
110℃
【Water】
<0.1 g/100 mL at 20 ºC
【Solubilities】
<0.1 g/100 mL at 20 oC in water
【Color/Form】
BROWNISH-YELLOW LEAF FROM WATER; PLATES FROM CHLOROFORM
White solid
【Stability】
Stable. Incompatible with strong oxidizing agents.
【HS Code】
29215119
【Storage temp】
2-8°C
【Spectral properties】
MAX ABSORPTION (CYCLOHEXANE): 235.5 NM (LOG E= 3.82); 289 NM (LOG E= 3.54); SADTLER REFERENCE NUMBER: 1604 (IR, PRISM); 460 (UV); 112 (NMR)
IR: 262 (Sadtler Research Laboratories IR Grating Collection)
UV: 6-80 (Organic Electronic Spectral Data, Phillips et al, John Wiley & Sons, New York)
MASS: 45 (Aldermaston, Eight Peak Index of Mass Spectra, UK)
【Computed Properties】
Molecular Weight:108.14112 [g/mol]
Molecular Formula:C6H8N2
XLogP3:0.1
H-Bond Donor:2
H-Bond Acceptor:2
Rotatable Bond Count:0
Exact Mass:108.068748
MonoIsotopic Mass:108.068748
Topological Polar Surface Area:52
Heavy Atom Count:8
Formal Charge:0
Complexity:62.9
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 Donor Count:2
Feature 3D Cation Count:2
Feature 3D Ring Count:1
Effective Rotor Count:0
Conformer Sampling RMSD:0.4
CID Conformer Count:1

Safety and Handling

【Hazard Codes】
T:Toxic;N:Dangerousfortheenvironment;
【Risk Statements】
R20/21;R36;R40;R43;R50/53;R68
【Safety Statements 】
S1/2;S28;S36/37;S45;S60;S61
【HazardClass】
6.1
【Safety】

Safety Information of o-Phenylenediamine (CAS NO.95-54-5):
Hazard Codes:? TToxic,NDangerous (Toxic;Dangerous for the environment)
Risk Statements?:
? R20/21:Harmful by inhalation and in contact with skin
? R25:Toxic if swallowed
? R36:Irritating to the eyes
? R40:Limited evidence of a carcinogenic effect
? R43:May cause sensitization by skin contact
? R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
? R68 :Possible risk of irreversible effects
?Safety Statements? :
?S28:After contact with skin, wash immediately with plenty of?soap-suds.
?S36/37:Irritating to eyes and respiratory system
?S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
?S60:This material and/or its container must be disposed of as hazardous waste
?S61:Avoid release to the environment. Refer to special instructions safety data sheet?
?S1/2 :Explosive when dry /Risk of explosion by shock, friction, fire or other sources of ignition
RIDADR? :UN 1673 6.1/PG 3?
WGK Germany:? 3?

【PackingGroup 】
III
【Sensitive】
Air & Light Sensitive
【Transport】
UN 1673
【Fire Potential】
SLIGHT.
【Formulations/Preparations】
GRADES: TECHNICAL; 99.0% MIN PURITY.
【DOT Emergency Guidelines】
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Health: TOXIC; inhalation, ingestion, or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. /Phenylenediamines/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors, and sewers explosion hazards. Those substances designated with a "P" may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form. /Phenylenediamines/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas. /Phenylenediamines/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible. /Phenylenediamines/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Evacuation: ... Fire: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. /Phenylenediamines/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Fire: Small fires: Dry chemical, CO2 or water spray. Large fires: Dry chemical, CO2, alcohol-resistant foam or water spray. Move containers from fire area if you can do it without risk. Dike fire control water for later disposal; do not scatter the material. Fire involving tanks or car/trailer loads: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Do not get water inside containers. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. /Phenylenediamines/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ Spill or Leak: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. /Phenylenediamines/
/GUIDE 153: SUBSTANCES - TOXIC AND/OR CORROSIVE (COMBUSTIBLE)/ First Aid: Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim warm and quiet. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. /Phenylenediamines/
【Specification】

? o-Phenylenediamine , its CAS NO. is 95-54-5, the synonyms are 1,2-Benzenediamine ; 1,2-Diaminobenzene ; C.I. 76010 ; C.I. Oxidation base 16 ; Orthamine .

【Octanol/Water Partition Coefficient】
log Kow = 0.15
【Report】

Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.

【Disposal Methods】
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Recommendable method: Incineration. (Peer-review conclusions of an IRPTC expert consultation (May 1985))

Use and Manufacturing

【Use and Manufacturing】
Methods of Manufacturing

AMMONOLYSIS FOLLOWED BY REDUCTION OF O-CHLORONITROBENZENE; REDUCTION OF O-NITROANILINE WITH SODIUM SULFIDE IN AN AUTOCLAVE
MADE BY REDUCING O-NITROANILINE WITH ZN & NAOH.
REDN OF ORTHO-DINITROBENZENE OR NITROANILINE WITH IRON & HYDROCHLORIC ACID. PURIFIED BY CRYSTALLIZATION.
U.S. Imports

(1974) 5.42X10+7 GRAMS (PRINCPL CUSTMS DISTS)
(1975) 7.28X10+7 GRAMS (PRINCPL CUSTMS DISTS)
U.S. Production

(1972) PROBABLY GREATER THAN 1.36X10+6 GRAMS
(1975) PROBABLY GREATER THAN 1.36X10+6 GRAMS
【Usage】

Manufacture of dyes, photographic developing agent, organic synthesis, laboratory reagent.

Biomedical Effects and Toxicity

【Therapeutic Uses】
Am amino substituted benzene used in the manufacture of dyes. Potential use in sensitive immunosensor for cancer biomarker.
【Biomedical Effects and Toxicity】
A homologous series of hair dyes was selected for percutaneous absorption studies with excised human skin. The permeability constants obtained for the dyes were compared with octanol/water and skin membrane/water partition coefficients. The compounds examined were: p-phenylenediamine, o-phenylenediamine, 2-nitro-p-phenylenediamine, 2-amino-4-nitrophenol, 4-chloro-m-phenylenediamine, and 4-amino-2-nitrophenol. Skin absorption of the dyes was observed when they were applied in an aqueous solution. With one exception, the octanol/water partition coefficients were in the same rank order as the permeability constants. The determination of the partitioning of the hair dyes between water and either stratum corneum or epidermis was more complex. Preliminary stratum corneum/water partition studies resulted in values that were in the reverse order of skin permeation. When binding of the compounds to components of the membrane was saturated, the partition values more closely duplicated the rank order of permeability of the dyes. Prediction of percutaneous absorption of substances based on their partition coefficients may be confounded if these compounds are capable of binding to skin. [Bronaugh RL, Congdon ER; J Invest Dermatol 83 (2): 124-27 (1984)] PubMed Abstract

Environmental Fate and Exposure Potential

【Environmental Fate/Exposure Summary】
TERRESTRIAL FATE: Based on a recommended classification scheme(1), an estimated Koc value of 29(SRC), determined from a measured log Kow of 0.15(2) and a recommended regression-derived equation(3), indicates that o-phenylenediamine is expected to have very high mobility in soil(SRC). However, anilines are expected to bind strongly to humus or organic matter in soils due to the high reactivity of the aromatic amino group(4,5); therefore, mobility may be much lower in some soils(SRC). Volatilization of o-phenylenediamine is not expected to be important from moist soil surfaces(SRC) given an estimated Henry's Law constant of 7.2X10-9 atm-cu m/mole(SRC), from its extrapolated vapor pressure, 2.1X10-3 mm Hg(6), and measured water solubility, 4.1X10+4 mg/l(7). o-Phenylenediamine is not expected to volatilize from dry soil surfaces based on an extrapolated vapor pressure of 2.1X10-3 mm Hg(6). Limited biodegradation data indicate o-phenylenediamine may be recalcitrant to biodegradation in soil; the observed decomposition period by soil microflora was >64 days(8).
AQUATIC FATE: Based on a recommended classification scheme(1), an estimated Koc value of 29(SRC), determined from a measured log Kow of 0.15(2) and a recommended regression-derived equation(3), indicates that o-phenylenediamine is not expected to adsorb to suspended solids and sediment in water(SRC). However, aromatic amines are recognized as having a strong affinity to organic carbon, suggesting that this compound may bind strongly to suspended organic material in water(4,5). o-Phenylenediamine is not expected to volatilize from water surfaces(3,SRC) based on an estimated Henry's Law constant of 7.2X10-9 atm-cu m/mole(SRC), from its extrapolated vapor pressure, 2.1X10-3 mm Hg(6), and measured water solubility, 4.1X10+4 mg/l(7). o-Phenylenediamine may exist partially in the ionized form at environmental pHs based on pKa values of less than 2 and 4.47 at 25 deg C(8). Volatilization of the ionized form is not expected to be an important fate process(SRC). According to a classification scheme(9), an estimated BCF value of 0.76(3,SRC), from a measured log Kow(2), suggests that bioconcentration in aquatic organisms is low(SRC). o-Phenylenediamine in the water column may be susceptible to significant photooxidation via hydroxyl and peroxy radicals; half-lives for these photooxidations may be on the order of 19 to 30 sunlight hours(10). Aqueous screening studies indicate o-phenylenediamine may be susceptible to microbial degradation(SRC); 33% degradation was observed after 5 days using an acclimated activated sludge inoculum(11). o-Phenylenediamine (initial concn of 500 ppm) exhibited a 44.5% theoretical BOD after 8 days in a Warburg respirometer using aniline-acclimated sludge(12).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), o-phenylenediamine, which has an extrapolated vapor pressure of 2.1X10-3 mm Hg at 25 deg C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase o-phenylenediamine 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 about 2.2 hours(3,SRC). o-Phenylenediamine absorbs light in the environmental spectrum(4), which suggests a potential for direct photolysis in the environment(SRC).

Supplier Location

Top Suppliers

Diamond member Hubei XinRunde Chemical Co., Ltd
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-27-83214668
Diamond member Hangzhou Dayangchem Co., Ltd.
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-571-88938639
Diamond member Wuhan Fortuna Chemical Co., Ltd.
Country:ChinaChina
Business Type:Manufacturer
Telephone:0086-27-59207850
Diamond member AOPHARM
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-311-66600578
Diamond member Hangzhou J&H Chemical Co., Ltd
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-571-87396430
Hebei Hongyuan Kang Import and Export Trade Co., Ltd
Country:ChinaChina
Business Type:Trading Company
Telephone:86-311-82179998
Hui Chem Company Limited
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-21-60542966
Finetech Industry limited.
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-27-87465837
Wuhan Haizheng Industry & Trade Development Co. Ltd
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-27-88660577
Wuhan Dahua Weiye Pharmaceutical Co.,Ltd
Country:ChinaChina
Business Type:Manufacturer
Telephone:86-27-59261290

Quick Search

Cas    Name

Related products

4-chloro-o-phenylenediamine

o-Phenylenediamine,4-chloro- (6CI,7CI,8CI);1,2-Diamino-4-chlorobenzene;2-Amino-4-chloroaniline;2-Amino-4-chlorobenzenamine;2-Amino-5-chloroaniline;3,4...

4-Nitro-o-phenylenediamine

3,4-Diaminonitrobenzene; Nitroophenylenediamine; 2-Amino-4-nitro aniline; 4-nitrobenzene-1,2-diamine

N-Phenyl-o-phenylenediamine

2-Aminodiphenylamine; N-(2-aminophenyl)aniline

3-Nitro-o-phenylenediamine

o-Phenylenediamine,3-nitro- (6CI,7CI,8CI);1,2-Diamino-3-nitrobenzene;2-Amino-3-nitroaniline;2-Amino-6-nitroaniline;3-Nitro-1,2-benzenediamine;3-Nitro-...

4,5-Dichloro-o-phenylenediamine

4,5-Dichlorobenzene-1,2-diamine; 4,5-Dichloro-1,2-phenylenediamine; Dichloroophenylenediamine; 1,2-Diamino-4,5-dichlorobenzene; 4,5-Dichloro-1,2-benze...

(o-Phenylenediamine)oxalatoiron

(o-Phenylenediamine)oxalatoiron

4-Methoxy-o-phenylenediamine dihydrochloride

3,4-Diaminoanisole dihydrochloride

N,N-Diethyl-o-phenylenediamine

2-Amino-N,N-diethylaniline;N,N-Diethyl-1,2-benzenediamine;N,N-Diethyl-o-phenylenediamine

N,N'-Diethyl-o-phenylenediamine

1,2-Bis(ethylamino)benzene

4,5-DIFLUORO-O-PHENYLENEDIAMINE DIHYDROCHLORIDE

4,5-DIFLUORO-O-PHENYLENEDIAMINE DIHYDROCHLORIDE