HuagongsheHuagongshe Chemistry Print Report · For research reference only
N,N-dimethyl-4-nitrosoaniline
SKL297 · Nitro base · NCI-C01821 · Accelerene · Accelerine · Vulcaniline · ultrabrilliantbluep · Ultra Brilliant Blue P
Identifiers & Physical Properties
| CAS No. | 138-89-6 |
|---|---|
| Molecular formula | C8H10N2O |
| Average molar mass | 150.18 g/mol |
| Monoisotopic mass | 150.07931295 g/mol |
| SMILES | CN(C)c1ccc(N=O)cc1 |
| InChIKey | CMEWLCATCRTSGF-UHFFFAOYSA-N |
| PubChem CID | 8749 |
| ChEMBL | CHEMBL1569493 |
| ChEBI | CHEBI:59990 |
| EC No. | 205-343-1 |
| DTXSID | DTXSID7025138 |
Chemical & Physical Properties
| XLogP | 1.8 |
|---|---|
| Topological polar surface area | 32.7 |
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 3 |
| Rotatable bonds | 1 |
| Heavy atoms | 11 |
| Formal charge | 0 |
| Complexity | 128 |
| Chemical classes | Nitrogen Compounds -> Other Aromatics (Nitrogen)Reactive agents - 1st degree |
| SpringerMaterials Properties | 15N nuclear magnetic resonance spectrum |
| Density | 1.145 (NTP, 1992) - Denser than waterwill sink1.145 @ 20 °C1,15 g/cm3 |
| Color/Form | GREEN PLATES OR LEAFLETSGREENISH-YELLOW SOLID |
| Solubility | less than 0.1 mg/mL at 70 °F (NTP, 1992)INSOL IN WATERSOL IN ALC, ETHERSOL IN FORMAMIDEInsoluble in watersoluble in Chloroform, Methanol |
| Melting point | 198.5 to 200.3 °F (NTP, 1992)92.5-93.5 °C85-87 °C(lit.) |
| Vapor pressure | 0.4 [mmHg] |
| Physical Description | P-nitrosodimethylaniline appears as a dark green crystalline solid. Insoluble in water. Harmful if ingested.Green solid[Merck Index] Green crystalline powder[MSDSonline] |
| Collision Cross Section | 128.4 Ų [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: ESI+Dataset: TOXCASTSource Identifier: DTXSID7025138] |
| Boiling point | 271.72°C (rough estimate) |
| Refractive index | 1.6180 (estimate) |
| Storage conditions | Store below +30°C. |
| Physical state | powder to crystal |
| pKa (acidity coefficient) | -0.90±0.12(Predicted) |
| Color | Yellow to Brown to Dark green |
| Merck | 14,6638 |
| BRN | 607293 |
| Stability | Stable. Incompatible with strong oxidizing agents, strong reducing agents, strong acids, acetic acid, acetic anhydride. Highly flammable |
| InChI | 1S/C8H10N2O/c1-10(2)8-5-3-7(9-11)4-6-8/h3-6H,1-2H3 |
| InChIKey | CMEWLCATCRTSGF-UHFFFAOYSA-N |
| SMILES | N(C)(C)c1ccc(cc1)N=O |
| Toxicology and Carcinogenesis | N,N-Dimethyl-P-Nitrosoaniline (CASRN 138-89-6) - No report issued. |
| CAS DataBase Reference | 138-89-6(CAS DataBase Reference) |
| EWG's Food Scores | 1 |
| FDA UNII | 726V2ETM9E |
| EPA Substance Registry System | N,N-Dimethyl-p-nitrosoaniline (138-89-6) |
| UNSPSC Code | 12352116 |
| NACRES | NA.22 |
| GHS pictogram | GHS02,GHS06 |
| Signal word | Danger |
| GHS hazard statements | H251-H301-H315-H317-H319-H335 |
| GHS precautionary statements | P235-P280-P301+P310+P330-P302+P352-P305+P351+P338 |
| Target organs | Respiratory system |
| Hazard symbols | F,T |
| Risk statements (R) | 11-25-36/37/38-43 |
| Safety statements (S) | 16-26-36/37-45 |
| UN transport number | UN 1369 |
| Water hazard class (WGK) | 3 |
| RTECS number | BX7175000 |
| F | 4.7-8-9 |
| TSCA inventory status | TSCA listed |
| Customs code | 2921 42 00 |
| Hazard class | 4.2Acute Tox. 3 OralEye Irrit. 2Self-heat. 1Skin Irrit. 2Skin Sens. 1STOT SE 3 |
| Packing group | II |
| Storage class | 4.2 - Pyrophoric and self-heating hazardous materials |
| Hazardous substances data | 138-89-6(Hazardous Substances Data) |
| Toxicity | LD50 orally in Rabbit: 65 mg/kg |
Safety & Regulations
| GHS classification | This chemical does not meet GHS hazard criteria for 2.2% (1 of 45) of reports.DangerH251 (97.8%): Self-heatingmay catch fire [Danger Self-heating substances and mixtures]P235, P261, P264, P264+P265, P270, P271, P272, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, P407, P410, P413, P420, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 45 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatory information | Chemical: Benzenamine, N,N-dimethyl-4-nitroso-N,N-Dimethyl-4-nitrosoaniline: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| DOT label | Spontaneously Combustible |
| Fire hazards | Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:· Flammable/combustible material. |
| Fire potential | MODERATE, WHEN EXPOSED TO HEAT OR FLAME |
| Health hazards | Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:· Fire will produce irritating, corrosive and/or toxic gases. |
| Hazards summary | An irritant and sensitizing agent, but not known to cause methemoglobinemia[HSDB] Oral LD50 (mammals) = 650 mg/kgEffects after feeding rats lethal doses include somnolence, convulsions, and hematuria[RTECS] May spontaneously combust on contact with air[CAMEO] An irritantToxic if swallowedMay cause skin sensitization[Aldrich MSDS] |
| DOT ID and guide | 1369 135 |
| Reactive group | Nitro, Nitroso, Nitrate, and Nitrite Compounds, Organic |
| Reactivity Alerts | Pyrophoric |
| Reactivity Profile | P-NITROSODIMETHYLANILINE has a delayed violent reaction with acetic anhydride. (NTP, 1992) |
| DOT Hazard Classification | p-NitrosodimethylanilineUN1369Div 4.2 Spontaneously combustible material (49 eCFR § 173.124)PG II: the degree of danger presented by the material is medium |
| Air and Water Reactions | Susceptible to spontaneous combustion upon exposure to air. Insoluble in water. |
| Fire fighting | Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]: |
| Accidental release measures | · CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area. |
| First aid | 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.General First Aid: |
| Exposure control and personal protection | · Wear positive pressure self-contained breathing apparatus (SCBA). |
| Storage conditions | ...KEEP ALL FLAMMABLES AWAY FROM AREA WHERE OXIDIZING AGENTS ARE STORED. STORAGE AREA SHOULD BE KEPT COOL & VENTILATED, & SHOULD BE FIREPROOF. |
| Nonfire spill response | Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]: |
| Preventive Measures | ...CARE MUST ALWAYS BE TAKEN TO PREVENT ESCAPE OF VAPOR OR PARTICLES INTO ATMOSPHERE & TO PREVENT CONTAMINATION OF SKIN OR CLOTHING OF OPERATOR BY DIRECT CONTACT WITH CHEMICAL. /AROMATIC AMINES/ |
| Isolation and Evacuation | Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]:Immediate precautionary measure |
| Personal Protective Equipment (PPE) | Excerpt from ERG Guide 135 [Substances - Spontaneously Combustible]: |
| Emergency Response Planning Guidelines | · DO NOT USE WATER, CO2 OR FOAM ON MATERIAL ITSELF. |
| Adverse effects | Neurotoxin - Other CNS neurotoxin |
| Human Toxicity Excerpts | ...APPARENTLY NOT METHEMOGLOBIN FORMER, BUT IS HIGHLY IRRITATING TO SKIN BOTH AS PRIMARY IRRITANT & SENSITIZING AGENT. |
| Non-Human Toxicity Excerpts | P-NITROSODIMETHYLANILINE ADMIN TO NZR RATS & NZO MICE @ 300 MG/L DRINKING WATER OVER 1ST HALVES OF LIFESPAN, AVG AMT ACTUALLY CONSUMED 1.2 G/RAT & 262 MG/MOUSE. SIGNIFICANT INCREASES OCCURRED IN TUMORS OF LUNGS, KIDNEY & MALIGNANT LYMPHOMA IN RATS, & IN TUMORS OF LUNGS, DUODENUM & MALIGNANT LYMPHOMA IN MICE.THE EFFECTS OF A SINGLE SC INJECTION OF P-NITROSODIMETHYLANILINE (I) ON MALE RATS WERE STUDIED BY THE USE OF URINARY ENZYME MEASUREMENTS. ALKALINE PHOSPHATASE IN URINE WAS ELEVATED 48 HOURS AFTER I. ACID PHOSPHATASE AND MURAMIDASE ACTIVITIES IN URINE WERE SIGNIFICANTLY ELEVATED SOON AFTER THE ADMIN OF I AND REMAINED ABOVE THE NORMAL LEVELS LESS THAN OR EQUAL TO 120 HOURS AFTER I. URINE VOLUME AND PROTEIN LEVELS WERE MARKEDLY REDUCED. PROTEIN IN SERUM WAS REDUCED WHILE KIDNEY AND LIVER PROTEINS WERE RAISED. THE SIGNIFICANCE OF INTERACTION OF THE BIOTRANSFORMATION PRODUCTS OF I WITH THE RENAL SYSTEM IS DISCUSSED.AFTER THE APPLICATION OF 25 GAMMA P-NITROSODIMETHYLANILINE (I) TO EPILATED GUINEA PIG SKIN, THE ANIMAL INITIALLY BECAME MILDLY SENSITIVE TO THE COMPOUND, BUT 1-2 WEEKS LATER THE GUINEA PIG BECAME INSENSITIVE TO SC INJECTED I 500 GAMMA IN COMPLETE ADJUVANT. THE SHORTER THE INTERVAL BETWEEN THE TOPICAL APPLICATION OF I AND ITS INJECTION IN ADJUVANT, THE GREATER THE SENSITIVE REACTION, INDICATED BY THE DEGREE OF ERYTHEMA. ONE DAY AFTER A SENSITIZING INJECTION, SOME MEASURE OF INSENSITIVITY WAS INDUCED BY TOPICAL APPLICATION OF THE SENSITIZER. THEREFORE, UNRESPONSIVENESS AND SENSITIZATION DEVELOPED OVER THE SAME PERIOD OF TIME AFTER THE INITIAL TOPICAL APPLICATION OF SENSITIZER.N,N-Dimethyl-p-nitrosoaniline was found to be positive when tested for mutagenicity using the Salmonella/microsome preincubation assay, using the standard protocol approved by the National Toxicology Program (NTP). N,N-Dimethyl-p-nitrosoaniline was tested in as many as 5 Salmonella typhimurium strains (TA1535, TA1537, TA97, TA98, and TA100) in the presence and absence of rat and hamster liver S-9, at doses of 1.000, 3.300, 5.000, 8.000,l 10.000, 33.000, 50.000, 100.000, 200.000, and 333.000 ug/plate. The compound was positive in strains TA100 and TA98 with and without activation. The lowest positive dose tested was 8.000 ug/plate in strain TA100 without activation. |
| F | 4.7-8-9 |
| Water hazard class (WGK) | 3 |
| TSCA inventory status | TSCA listed |
| RTECS number | BX7175000 |
| UN transport number | UN 1369 |
| Customs code | 2921 42 00 |
| Toxicity | LD50 orally in Rabbit: 65 mg/kg |
| Risk statements (R) | 11-25-36/37/38-43 |
| Signal word | Danger |
| GHS pictogram | GHS02,GHS06 |
| Hazard symbols | F,T |
| Safety statements (S) | 16-26-36/37-45 |
| Hazard class | 4.2Acute Tox. 3 OralEye Irrit. 2Self-heat. 1Skin Irrit. 2Skin Sens. 1STOT SE 3 |
| Storage class | 4.2 - Pyrophoric and self-heating hazardous materials |
| Packing group | II |
| Target organs | Respiratory system |
| GHS hazard statements | H251-H301-H315-H317-H319-H335 |
| GHS precautionary statements | P235-P280-P301+P310+P330-P302+P352-P305+P351+P338 |
| Hazardous substances data | 138-89-6(Hazardous Substances Data) |
Applications & Uses
Uses
manufacture of organic Compounds; accelerator in vulcanizing; in printing fabrics.
General Description
A dark green crystalline solid. Insoluble in water. Harmful if ingested.