Name | N,N-Dimethylacetamide |
Synonyms | DMAC CBC 510337 CH3CON(CH3)2 dimethylacetamid PROPYLENE CHLORIDE 2-methylpropanamide Acetyldimeethylamine dimethylacetoneamide N,N-Dimethylacetamide Dimethylamide acetate N,N-Dimethylacetamide,(DMA) Dimethylamid kyseliny octove Acetic acid dimethylacetamide N,N-DIMETHYLACETAMIDE, FOR HPLC |
CAS | 127-19-5 |
EINECS | 204-826-4 |
InChI | InChI=1/C4H9NO/c1-3(2)4(5)6/h3H,1-2H3,(H2,5,6) |
InChIKey | FXHOOIRPVKKKFG-UHFFFAOYSA-N |
Molecular Formula | C4H9NO |
Molar Mass | 87.12 |
Density | 0.937 g/mL at 25 °C (lit.) |
Melting Point | -20 °C (lit.) |
Boling Point | 164.5-166 °C (lit.) |
Flash Point | 158°F |
Water Solubility | miscible |
Solubility | >1000g/l soluble |
Vapor Presure | 40 mm Hg ( 19.4 °C) |
Vapor Density | 3.89 (vs air) |
Appearance | Transparent colorless liquid |
Color | Colorless to yellowish |
Odor | Faint ammonia odor |
Exposure Limit | NIOSH REL: TWA 10 ppm (35 mg/m3), IDLH 300 ppm; OSHA PEL: TWA 10ppm; ACGIH TLV: TWA 10 ppm (adopted). |
Maximum wavelength(λmax) | ['λ: 270 nm Amax: 1.00', , 'λ: 280 nm Amax: 0.30', , 'λ: 290 nm Amax: 0.15', , 'λ: 31 |
Merck | 14,3227 |
BRN | 1737614 |
pKa | -0.41±0.70(Predicted) |
PH | 4 (200g/l, H2O, 20℃) |
Storage Condition | Store below +30°C. |
Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
Sensitive | Sensitive to humidity |
Explosive Limit | 1.7-11.5%(V) |
Refractive Index | n20/D 1.439(lit.) |
MDL | MFCD00008686 |
Physical and Chemical Properties | Character: colorless transparent liquid. The solubility is mixed with organic solvents such as water, alcohols, ethers, esters, benzene, chloroform and aromatic compounds. |
Use | Used as raw materials for synthetic fibers and excellent polar solvents for organic synthesis |
Hazard Symbols | T - Toxic |
Risk Codes | R11 - Highly Flammable R20/22 - Harmful by inhalation and if swallowed. R61 - May cause harm to the unborn child R20/21 - Harmful by inhalation and in contact with skin. R36 - Irritating to the eyes |
Safety Description | S16 - Keep away from sources of ignition. S24 - Avoid contact with skin. S53 - Avoid exposure - obtain special instructions before use. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36 - Wear suitable protective clothing. S28 - After contact with skin, wash immediately with plenty of soap-suds. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
RTECS | AB7700000 |
FLUKA BRAND F CODES | 3-10 |
HS Code | 29241900 |
Toxicity | LD50 orally in rats: 5.4 ml/kg (Bartsch) |
Raw Materials | Acetic acid Acetic acid Dimethylamine Dimethylamine |
Downstream Products | 2-acetylpyrrole |
colorless transparent liquid, flammable. Can be mixed with water, alcohol, ether, Ester, benzene, chloroform and aromatic compounds and other organic solvents. Boiling point 166 °c. Freezing point -20 °c. The relative density was 0.9366. Refractive index 4380. Flash point 70 °c (Open Cup).
It is mainly used as a solvent for medicines, resins (such as polyamide resins) and synthetic fibers (acrylonitrile). It can also be used as a catalyst for the reaction, an electrolytic solvent, a paint scavenger, and various crystalline solvent adducts and complexes.
relative polarity | 6.3 |
pH indicator color change ph range | 4 at 200g/l at 20 c |
olfactory threshold (Odor Threshold) | 0.76ppm |
LogP | -0.77 at 25℃ |
NIST chemical information | Information provided by: webbook.nist.gov (external link) |
(IARC) carcinogen classification | 2B (Vol. 123) 2020 |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
overview | N,N-dimethylacetamide, also known as acetyldimethylamine, acetyldimethylamine, or DMAC for short, is an aprotic highly polar solvent with a slight ammonia smell, strong solubility, a wide range of soluble substances, and can be arbitrarily miscible with water, aromatic compounds, esters, ketones, alcohols, ethers, benzene and trichloromethane, and can activate the compound molecules, so it is widely used as a solvent and catalyst. In terms of solvents, it is used as a solvent with high boiling point, high flash point, high thermal stability, and chemically stable. It can be used as a spinning solvent for polyacrylonitrile, synthetic resins and natural resins, vinyl formate, vinyl pyridine and other copolymers and aromatics. Carboxylic acid solvent; in terms of catalyst, it can be used for urea heating to produce cyanuric acid, the reaction of haloalkane and metal cyanide to produce nitrile, the reaction of sodium ethyne and haloalkane to produce alkyne, and the reaction. N,N-dimethylacetamide can also be used as a solvent for electrolysis and photographic colorants, paint remover, organic synthetic raw materials, pesticides and pharmaceutical raw materials. Extractive distillation solvent for the separation of styrene from the C8 fraction, etc. |
Dangerous situation | Inhalation is toxic (toxicity is stronger than dimethylformamide), decomposition products will be absorbed by the skin, which is highly irritating to the eyes, skin and mucous membranes. See "Dimethylformamide". Flammable. Rat oral LD505.4ml/kg. The allowable concentration in the air is 10ppm(35mg/m3) in the United States. |
Incompatibility | Incompatible with carbon tetrachloride and other halogenated compounds. Unsaturated aliphatic compounds are easily soluble in this product, but the solubility of saturated aliphatic compounds in this product is very small. This product is less hydrolytic, but it can accelerate hydrolysis in the presence of acid and alkali. This product has good stability and does not decompose during distillation. It can react with strong bases to form acetate and alkylamine. In the presence of protons, heating can be alcoholized. |
invasive route | vapor inhalation, skin absorption, ingestion, contact with eyes and skin. |
harmful effects and toxic symptoms | workers who are often exposed to dimethylacetamide have observed jaundice and liver injury, but can generally recover quickly. When someone uses this product as an anti-cancer drug and takes it orally in large doses, the symptoms caused by depression, sleepiness, and audio-visual hallucinations; heart, kidney and brain degeneration may also occur. DMA has toxic effects on mouse embryos and teratogenic effects on rabbits. |
first aid | if this chemical is splashed into eyes, rinse it with running water for 15min immediately; If it comes into contact with skin, wash it immediately with a large amount of water. If swallowed, give medical attention, take it with a large amount of water to induce vomiting and lavage the stomach. For those who are unconscious, they will not induce vomiting and will be sent to the hospital for rescue. |
protective measures | workshop should be ventilated and production equipment should be airtight. When working in places with high vapor concentration, use organic vapor gas masks or air supply respirators, wear gloves and protective clothing to prevent absorption through the skin. Wear goggles to prevent splashing into your eyes. When working in places with splashes or spills, you should pay attention to the wet work clothes to be taken off immediately and the contaminated skin surface should be thoroughly cleaned. Give the workers clean work clothes before going to work every day and take a shower after work. |
medical monitoring | special attention should be paid to the examination of skin, central nervous system, liver function or liver disease before employment and during regular physical examination. |
determination method | determination in air: silica adsorption, methanol treatment, gas chromatography analysis. |
store | be packed in iron drums to prevent mechanical damage. Store in a cool, ventilated and dry place, avoid light exposure and stay away from any possible fire sources. |
transportation requirements | N,N-dimethylacetamide is a toxic and flammable liquid, which must be stored and transported according to the regulations of toxic substances. When transporting, the container must be marked with "drugs" to prevent sun exposure and impact. When transporting, pay attention to handle with care. |
recommended waste disposal method | control incineration (incinerators must be equipped with scrubbers or thermal devices to reduce NOx emission). |
Use | Used as a raw material for synthetic fibers and an excellent polar solvent for organic synthesis Used in organic synthesis, also used as a solvent, catalyst and paint remover DMAC is mainly used as a solvent for synthetic fibers (acrylonitrile) and polyurethane spinning and synthetic polyamide resin, and is also used as an extractive distillation solvent for separating phenylene from C8 fraction, and widely used in polymer films, coatings and medicine. At present, it is widely used to synthesize antibiotics and pesticides in medicine and pesticides. It can also be used as a catalyst for the reaction, an electrolytic solvent, a paint scavenger, and a variety of crystalline solvent admixtures and complexes. reaction solvent for drug synthesis, solvent for synthetic fiber spinning and synthetic resin, solvent for photosensitive chemical chromogenic agent, solvent for coating, etc. Catalyst. |
production method | 1. dimethylamine and acetic anhydride by acetic anhydride method are acylated at 0-20 ℃, then acetic acid is removed by liquid alkali neutralization at low temperature, sodium acetate is separated, the neutralized liquid is subjected to alkali washing and rectification, and the fraction at 164-166.5 ℃ with boiling range is taken as the finished product. Raw material consumption quota: acetic anhydride (95%)1150kg/t, dimethylamine (40%)1898kg/t. 2. The acetyl chloride method reacts with dimethylamine and acetyl chloride, and dimethylacetamide can also be prepared. Compared with the current acetic anhydride process in China, the production cost is reduced and the economic benefit is improved. 3. Acetic acid method Fushun Chemical Equipment Research Institute has adopted acetic acid and dimethylamine synthesis method and achieved good results. The process is characterized by the use of advanced catalytic reaction distillation technology, which strengthens the reaction, reduces energy consumption, greatly improves the separation effect and product yield, and simplifies the process. Compared with the process of synthesizing dimethyl acetamide by acetic anhydride method, the production cost is reduced and the economic benefit is improved. China is currently using more. 4. Carbonyl synthesis method The method of carbonylation synthesis of trimethylamine and carbon monoxide to generate N,N-dimethylacetamide was studied abroad. Iron, cobalt, nickel iodide or bromide are used as catalysts in the reaction. |
category | flammable liquid |
toxicity classification | poisoning |
acute toxicity | oral-rat LD50: 4300 mg/kg; Oral-mouse LD50: 4620 mg/kg |
stimulation data | skin-rabbit 10 mg/24 hours mild; Eye-rabbit 100 mg mild |
explosive hazard characteristics | blastable when mixed with air |
flammability hazard characteristics | Combustible in case of open flame, high temperature and strong oxidant; Combustion emits toxic nitrogen oxide smoke |
storage and transportation characteristics | complete packaging, light loading and unloading; warehouse ventilation, away from open flames, high temperature, separate from oxidant and acid |
fire extinguishing agent | foam, dry powder, carbon dioxide |
occupational standard | TLV-TWA 10 PPM (35 mg/m3); STEL 15 PPM (50 mg/m3) |
auto-ignition temperature | 914 °F |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
immediate life-threatening and health concentration | 300 ppm |