4,4′-Bis(dimethylamino)benzophenone
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4,4′-Bis(dimethylamino)benzophenone
structure -
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CAS No:
90-94-8
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Formula:
C17H20N2O
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Chemical Name:
4,4′-Bis(dimethylamino)benzophenone
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Synonyms:
Methanone,bis[4-(dimethylamino)phenyl]-;Benzophenone,4,4′-bis(dimethylamino)-;Bis[4-(dimethylamino)phenyl]methanone;4,4′-Bis(dimethylamino)benzophenone;4,4′-Bis(N,N-dimethylamino)benzophenone;Bis[p-(N,N-dimethylamino)phenyl] ketone;Michler's ketone;p,p′-Bis(dimethylamino)benzophenone;N,N,N′,N′-Tetramethyl-4,4′-diaminobenzophenone;Bis(4-dimethylaminophenyl) ketone;4,4′-Tetramethyldiaminobenzophenone;p,p′-Tetramethyldiaminobenzophenone;DABP;Di(p-dimethylamino)benzophenone;Nisso Cure MABP;S 112;S 112 (ketone);NSC 9602;Photoinitiator MK;1817604-20-8
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CAS No:
Description
white to light greenish crystals Michler’s ketone is a is a blue powder orwhite to green-colored leaflet material.
Michler's ketone appears as white to greenish crystalline leaflets or blue powder. (NTP, 1992)
Michler's ketone appears as white to greenish crystalline leaflets or blue powder. (NTP, 1992)|4,4'-Bis(dimethylamino)benzophenone is a member of benzophenones.|Michler's Ketone is a white to green colored leaflet material that emits toxic fumes of nitrogen oxides when heated to decomposition. Michler's ketone is used as a chemical intermediate in making dyes and pigments, particularly auramine derivatives, for dyeing paper, textiles, and leather. Exposure to Michler's ketone affects the central nervous system. It is reasonably anticipated to be a human carcinogen. (NCI05)
4,4′-Bis(dimethylamino)benzophenone Basic Attributes
268.35
268.35
790733
202-027-5
3Z2SN6B347
9602
3143
DTXSID2020894
C44403
WHITE TO GREENISH LEAFLETS|LEAF IN ALCOHOL, NEEDLES IN BENZENE
2922399090
Characteristics
23.6
3.87
Blue to dark blue or gray Powder
1.1±0.1 g/cm3
172 °C
360 °C
220 °C
1.612
H2O: 400 mg/L (20 ºC);ethanol: 5 mg/mL, clear
Store below +30°C.
LD50 orally in Rabbit: > 6400 mg/kg
Combustible
Insoluble in water.
Amines, Phosphines, and Pyridines
MICHLER'S KETONE is incompatible with strong oxidizing agents and strong reducing agents (NTP, 1992).
Safety Information
III
6.1
2811
3
45-41-68-36/37/38
53-45-36-26
DJ0250000
T,Xi
Stable. Combustible. Incompatible with strong oxidizing agents, strong reducing agents.
P201-P280-P305 + P351 + P338-P308 + P313
H318-H341-H350
DHEW/NCI; Bioassay of Michler's Ketone for Possible Carcinogenicity (1979) Technical Rpt Series No. 181 DHEW Pub No. (NIH) 79-1737|National Toxicology Program. Eleventh Report on Carcinogens (2005). The Report on Carcinogens is an informational scientific and public health document that identifies and discusses substances (including agents, mixtures, or exposure circumstances) that may pose a carcinogenic hazard to human health. Michler's Ketone (4,4'-Bis(dimethylamino)benzophenone) (90-94-8) is listed as reasonably anticipated to be a human carcinogen.[Available from, as of July 31, 2009: http://ntp.niehs.nih.gov/ntp/roc/eleventh/profiles/s113mich.pdf]
Literature sources indicate that this chemical is combustible. (NTP, 1992)
|Danger|H318: Causes serious eye damage [Danger Serious eye damage/eye irritation]|P201, P202, P280, P281, P305+P351+P338, P308+P313, P310, P405, and P501|H318 (100%): Causes serious eye damage [Danger Serious eye damage/eye irritation]|Aggregated GHS information provided by 157 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|Warning|H341: Suspected of causing genetic defects [Warning Germ cell mutagenicity]|P201, P202, P281, P308+P313, P405, and P501|H350: May cause cancer [Danger Carcinogenicity]
Fires involving this chemical can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
Excerpt from ERG Guide 151 [Substances - Toxic (Non-combustible)]: 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. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. 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. (ERG, 2016)
SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone 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 chemical at ambient temperatures, and keep it away from oxidizing materials. (NTP, 1992)
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)
Combustible
Toxicity
A bioassay for the possible carcinogenicity of technical grade Michler's ketone was administered in the feed, at either of two concentrations, the groups of 50 male and 50 female animals of each species. Twenty animals of each sex and species were placed on test as controls. The high and low dietary concentrations of Michler's ketone were respectively, 500 and 250 ppm for male rats, 1000 and 500 ppm for female rats, and 2500 and 1250 ppm for mice of both sexes. The compound was administered to rats and mice for 78 weeks. There were significant positive associations between the concentrations of Michler's ketone administered and mortality in rats and mice of both sexes ... and /in/ the incidences of hepatocellular carcinomas in both sexes of rats and in female mice and hemangiosarcomas in male mice. In all of these cases the high dose to control Fischer exact comparison was also significant. Under the conditions of this bioassay, dietary administration of Michler's ketone was carcinogenic to male and female Fischer 344 rats and female B6C3F1 mice, causing hepatocellular carcinomas, and to male B6C3F1 mice, causing hemangiosarcomas.
28.18
162.18 L/kg
Drug Information
0.17 Days
SYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes, mucous membranes and upper respiratory tract. ACUTE/CHRONIC HAZARDS: This compound is harmful if ingested or inhaled. It is an irritant of the skin, eyes, mucous membranes and upper respiratory tract. When heated to decomposition it emits toxic fumes of carbon monoxide, carbon dioxide and nitrogen oxides. (NTP, 1992)|Carcinogens
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. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. 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)
4,4'-bis(dimethylamino)benzophenone
4,4′-Bis(dimethylamino)benzophenone Use and Manufacturing
Derived from the condensation of N, N-dimethylaniline and phosgene.
Used as an important intermediate for basic dyes; Michler's ketone is an important intermediate for basic dyes, used in the production of Basic Brilliant Blue B, Basic Brilliant Blue R, etc. Used as reagents, dye intermediates and sensitizers for photoetching plates for the determination of tungsten; determination of tungsten. Qualitative test of metal organic compounds. Make dyes.
(1972) PROBABLY GREATER THAN 1.36X10+6 G|(1975) PROBABLY GREATER THAN 9.08X10+5 G
ESSENTIALLY 100% CHEM INT FOR DYES
Methanone, bis[4-(dimethylamino)phenyl]-: ACTIVE
Health Hazards -> Carcinogens
Computed Properties
Molecular Weight:268.35
XLogP3:3.9
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:268.157563266
Monoisotopic Mass:268.157563266
Topological Polar Surface Area:23.6
Heavy Atom Count:20
Complexity:281
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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4,4′-Bis(dimethylamino)benzophenone
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