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Dimethylamine

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CAS:124-40-3
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CAS:124-40-3
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CAS:124-40-3
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Products Intro: Product Name:Dimethylamine
CAS:124-40-3
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Lastest Price from Dimethylamine manufacturers

  • Dimethylamine
  • US $1.00 / kg
  • 2018-12-20
  • CAS:124-40-3
  • Min. Order: 1kg
  • Purity: as customer's need
  • Supply Ability: 500kg
Dimethylamine Basic information
Product Name:Dimethylamine
Synonyms:Dimethylamine solution in ethanol30%wt;N-Methylmethanamin;n-methyl-methanamin;Rcra waste number U092;rcrawastenumberu092;DIMETHYLAMINE, CYL. WITH 2 L (NET 1.1 KG );DimethylamineSolution40%;DIMETHYLAMINE SOLUTION 40%
CAS:124-40-3
MF:C2H7N
MW:45.08
EINECS:204-697-4
Product Categories:Organic Building Blocks;Pharmaceutical Intermediates;Compressed and Liquefied GasesChemical Synthesis;Chemical Synthesis;Compressed and Liquefied Gases;C2 to C6Chemical Synthesis;Amines;Nitrogen Compounds;Organic Bases;Synthetic Reagents;25mL Sure/Seal Reagents;Building Blocks;C2 to C5;Chemical Synthesis;Nitrogen Compounds;Organic Bases;Organometallic Reagents;Synthetic Reagents;Amine series
Mol File:124-40-3.mol
Dimethylamine Structure
Dimethylamine Chemical Properties
Melting point −93 °C(lit.)
Boiling point 7 °C(lit.)
density 0.89 g/mL at 25 °C
vapor density 1.55 (vs air)
vapor pressure 16.97 psi ( 55 °C)
refractive index n20/D 1.37
Fp 60 °F
storage temp. Flammables area
solubility very soluble in water (163 g/100 g water at 40°C); soluble in ethanol, ethyl ether, and many organic solvents
form Solution
pka10.68(at 25℃)
color Clear slightly yellow
explosive limit14.4%
Water Solubility Miscible with water and most organic solvents.
Sensitive Hygroscopic
Merck 14,3228
BRN 605257
Stability:Stable. Generally used as a solution in water at concentrations up to around 40%. Extremely flammable in the pure form. Incompatible with strong oxidizing agents.
CAS DataBase Reference124-40-3(CAS DataBase Reference)
NIST Chemistry ReferenceMethanamine, N-methyl-(124-40-3)
EPA Substance Registry SystemMethanamine, N-methyl-(124-40-3)
Safety Information
Hazard Codes F+,Xn,C,F,T
Risk Statements 12-20-37/38-41-34-20/22-11-39/23/24/25-23/24/25-52/53-40-19
Safety Statements 3-16-26-29-36/37/39-45-39-61
RIDADR UN 2924 3/PG 2
WGK Germany 2
RTECS IP8750000
3
Autoignition Temperature753 °F
TSCA Yes
HazardClass 3
PackingGroup II
Hazardous Substances Data124-40-3(Hazardous Substances Data)
MSDS Information
ProviderLanguage
SigmaAldrich English
ALFA English
Dimethylamine Usage And Synthesis
DescriptionDimethylamine is a colourless flammable gas at room temperature. It has a pungent, fishy, or ammonia-like odour at room temperature and is shipped and marketed in compressed liquid form. It is very soluble in water and soluble in alcohol and ether. It is incompatible with oxidising materials, acrylaldehyde, fluorine, maleic anhydride, chlorine, or mercury. Dimethylamine is a precursor to several industrially important compounds. For instance, it used in the manufacture of several products, for example, for the vulcanisation process of rubber, as detergent soaps, in leather tanning, in the manufacture of pharmaceuticals, and also for cellulose acetate rayon treatment.
Chemical Propertiescolourless gas with strong ammonia-like smell
Chemical PropertiesDimethylamine is a colorless flammable gas at room temperature. It has a pungent, fi shy, or ammonia-like odor at room temperature and is shipped and marketed in compressed liquid form. The air odor threshold concentration for dimethylamine is 0.34 ppm of air. It is very soluble in water, and soluble in alcohol and ether. It is incompatible with oxidizing materials, acrylaldehyde, fl uorine, maleic anhydride, chlorine, or mercury. Dimethylamine is a precursor to several industrially important compounds. For instance, it is used in the manufacture of several products, e.g., for the vulcanization process of rubber, as detergent soaps, in leather tanning, in the manufacture of pharmaceuticals, and also for cellulose acetate rayon treatment.
Chemical PropertiesDimethylamine reacts readily with acids to produce salts due to the presence of the unshared electron pair on the nitrogen atom. Similarly, dimethylamine reacts with acid anhydrides, halides, and esters, with CO2 or CS2, or with isocyanic or isothiocyanic acid derivatives. It can also react with nitrite, especially under acidic conditions, and possibly nitrogen oxides (Iqbel 1986) to form N-nitrosodimethylamine, a potent carcinogen in various animal species and a suspect human carcinogen (ATSDR 1989; Scanlan 1983; Zeisel et al 1988). N-Nitrosodimethylamine also can be formed upon storage of aqueous dimethylamine solutions or formulations of the dimethylamine salts of the herbicides 2,4D and MCPA (Wigfield and McLenaghan 1987a,b). Dimethylamine also can be nitrosated photochemically in aqueous solutions containing nitrite with the reaction occurring most readily at alkaline pH (Ohta et al 1982).
Production MethodsMethods used commercially for the large-scale production of dimethylamine are generally those used for methylamine synthesis (HSDB 1989). The most widely used process involves heating ammonium chloride and methyl alcohol to about 300°C in the presence of a dehydrating catalyst such as zinc chloride. Dimethylamine has also been prepared from methanol and ammonia or by the catalytic hydrogenation of nitrosodimethylamine (Schweizer et al 1978). It is usually marketed in compressed liquid (anhydrous) form or as a 25-60% aqueous solution.
Dimethylamine is also naturally present in biological systems, probably being formed as a breakdown product from trimethylamine N-oxide (Timofievskaja 1984). Thus it is present in gastric juice of humans, rats, dogs and ferrets at concentrations of 12.6 ± 14 nmol/ml (Zeisel et al 1988); it is a constituent of most foods, especially seafood including squid and octopus, frequently eaten in traditional Chinese and Japanese diets, where it reaches concentrations of 946-2043 p.p.m. (Lin et al 1983,1984). Food processing and cooking markedly increases the dimethylamine contents of foods by increasing the breakdown of constituents such as trimethylamine N-oxide and sarcosine (Lin et al 1983, 1984; Lin and Hurng 1985). Dimethylamine occurs in the air of iron foundries where the amine was used in the casting process (Hansen et al 1985) and also is released from plastic material used in construction (Kiselev et al 1983).
Nitrosation of dimethylamine occurs forming the carcinogenic N-nitrosodimethylamine upon storage of anhydrous and aqueous solutions of dimethylamine or formulations of the dimethylamine salts of the herbicides 2,4-dichlorophenoxyacetic acid (2,4D), 4-chloro-2-methylphenoxyacetic acid (MCPA) and 3,6-dichloro- 2-methoxybenzoic acid (dicamba) (Wigfield and McLenaghan 1987a,b). The volatile N-nitrosodimethylamine is also formed in foods by reaction of dimethylamine with sodium nitrite added as a preservative or by reaction with atmospheric nitrogen oxides during food processing (ATSDR 1989; Gross and Newberne 1977; Scanlan 1983). Concentrations of the nitrosoamine in cheese, apple cider, milk, cereals, vegetables, seafood, cured meats, etc. range between 0.05 and 130 p.p.b. (ATSDR 1989).
DefinitionChEBI: A secondary aliphatic amine where both N-substituents are methyl.
General DescriptionA colorless gas smelling of fish at low concentrations and of ammonia at higher concentrations. Shipped as a liquid under its vapor pressure. Contact with the unconfined liquid can cause frostbite by evaporative cooling and chemical type burns. Density of liquid 5.5 lb / gal. The gas, which is corrosive, dissolves readily in water to form flammable corrosive solutions. The gas is heavier than air and can asphyxiate by the displacement of air. Gas is easily ignited and produces toxic oxides of nitrogen when burned. Long-term inhalation of low concentrations or short-term inhalation of low concentrations has adverse health effects. Under prolonged exposure to fire or intense heat the containers may rupture violently and rocket. Used to make other chemicals and as a solvent.
Air & Water ReactionsHighly flammable. Water soluble.
Reactivity ProfileDIMETHYLAMINE is a base, neutralizing acids in exothermic reactions, and a reducing agent. Dimethylamine is temperature sensitive. Reacts vigorously with mercury and chlorine . Reacts violently with strong oxidizing agents and attacks copper and copper compounds [Handling Chemicals Safely, 1980 p. 123]. Reacts with hypochlorites to give N-chloroamines, some of which are explosives when isolated [Bretherick, 1979 p. 108].
Health HazardVAPOR: Irritating to eyes, nose and throat. If inhaled, will cause difficult breathing. LIQUID. Will burn skin and eyes. Harmful if swallowed.
Health HazardExposures to dimethylamine cause adverse health effects. The symptoms include, but are not limited to, severe pain to the eyes, corneal edema/injury, redness, irritation and burning of the skin, chemical burns, and dermatitis. Severe inhalation exposure causes runny nose, coughing, sneezing, burning of the nose and throat, shortness of breath, and delayed pulmonary effects like tracheitis, bronchitis, pulmonary edema, and pneumonitis.
Health HazardThe effects of dimethylamine are quite similar to those reported for methylamine and are generally confined to the respiratory tract. Inhalation of vapors irritates the mucous membranes of the nose, throat, and lungs resulting in sneezing, coughing, dyspnea and pulmonary edema as well as dermatitis and burns of the skin and mucous membranes (HSDB 1989). The vapors can cause significant tearing and conjunctivitis. Dimethylamine and its antioxidant derivatives such as zinc dimethyldithiocarbamate from surgical gloves were found to be the most important causes of contact dermatitis in humans (Kaniwa et al 1988). Workers in a foundry complaining of breathlessness and choking were found to be exposed to 1-46 mg/m3 dimethylamine in the air (Ruhe and Anderson 1984).
Fire HazardFLAMMABLE. Flashback along vapor trail may occur. May explode if ignited in an enclosed area. Vapors are eye, skin and respiratory irritants.
Industrial usesDimethylamine is used as an accelerator in vulcanizing rubber, as an antiknock agent for fuels, in photography, as a plasticizer, ion exchange agent, as an acid gas absorbent, a flotation agent, a dehairing agent in the tanning of leather and in electroplating (HSDB 1989; Sax and Lewis 1987; Windholz et al 1983). Dimethylamine also serves as the base for a large number of commercial products including detergent soaps, dyes, pharmaceuticals, textile chemicals, surfactants and in the manufacture of unsymmetrical dimethylhydrazine (used in missile fuels), the solvent dimethylacetanilide and in the synthesis of dimethylformamide, one of the most commonly used organic solvents. Usage of dimethylamine in 1972 was estimated at 50% for production of dimethylformamide and dimethylacetamide (used as spinning solvents for acrylic fibers), 15% as an intermediate in the preparation of the surfactant laurel dimethylamine oxide, 15% as an intermediate for rubber chemicals (including thorium accelerators), and 20% for other applications including the production of unsymmetrical dimethylhydrazine in rocket fuels and the dimethylamine salt of 2,4-dichlorophenoxyacetic acid (HSDB 1989). U.S. production and sales of dimethylamine in 1985 was 65.9 million pounds.
Safety ProfilePoison by ingestion. Moderately toxic by inhalation and intravenous routes. Mutation data reported. An eye irritant. Corrosive to the eyes, skin, and mucous membranes. A flammable gas. When heated to decomposition it emits toxic fumes of Nx,. Incompatible with acrylddehyde, fluorine, and maleic anhydride
MetabolismDimethylamine is normally present in the stomach and urine of animals and humans. The secondary amine is formed from trimethylamine (a breakdown product of dietary choline) via trimethylamine N-oxide (Zeisel et al 1985) and probably also from dietary lecithin and creatine (Lewis et al 1985). Enzymes within gut bacteria catalyze these conversions. The resulting dimethylamine is readily absorbed primarily from the small intestine, and to a much lesser extent, the stomach, and excreted in the urine (Ishiwata et al 1984; Zeisel et al 1983). Humans consuming a diet high in fish show at least a 4-fold increase in urinary dimethylamine excretion (Zeisel and Dacosta 1986).
Although dimethylamine may arise primarily from trimethylamine in a process catalyzed by bacteria, when rats were fed a commercial diet containing 23.6 p.p.m. dimethylamine, nearly 50% of the amine was recovered in the stomach with progressively declining amounts found towards lower regions of the gastrointestinal tract (Ishiwata et al 1984). Using ligated sections, the t1/2 of dimethylamine was found to be 198 min in the stomach with the intestines and caecum varying from 8.3-31.5 min. The results indicated that dimethylamine is rapidly absorbed from the intestine and into the blood from where it disappears quickly, to be excreted predominately in the urine with a small amount excreted into the bile.
In rats fed a choline deficient diet, or rats devoid of gut bacteria, dimethylamine was still excreted in the urine (Zeisel et al 1985). This suggests that mammalian cells may possess other, as yet undefined, endogenous pathways for forming dimethylamine. The absorption, distribution and secretion of dimethylamine in the digestive tract and its biliary and urinary excretion was studied in male Wistar rats (Ishiwata et al 1984). Animals were fed diets containing 1 or 23.6 p.p.m. dimethylamine for one wk and then killed. Single i.v. doses also were administered to control and bile-duct cannulated rats and the urine collected over a 24 h period. The authors found high dimethylamine concentrations in the upper part of the gastrointestinal tract and a low concentration in the lower intestine. The half-life for injected dimethylamine was 12.5 min and excretion was primarily via the bile.
The disposition and pharmacokinetics of [14C]-dimethylamine were also studied in male Fischer 344 rats following 6 h inhalation of 10 or 175 p.p.m. of the labeled amine (McNulty and Heck 1983). At 72 h after exposure, the disposition at both doses was similar with greater than 90% of the radioactivity appearing in the urine and feces, 7-8% in various tissues and 1.5% exhaled as 14CO2. Over 98% of the urinary radioactivity was the parent [14C]-dimethylamine. However, some formation of small quantities of dimethylamine oxidative metabolites was seen.
Much of the concern over the presence of dimethylamine in humans stems from its ability to serve as a precursor for the formation of the putative carcinogen, N-nitrosodimethylamine. Accordingly, several studies have been conducted to assess the potential for exogenously administered dimethylamine to form this nitroso compound. When dimethylamine was given intravenously to dogs and ferrets, the amine was rapidly transported from the blood into the gastric fluid, where N-nitrosodimethylamine formation can occur (Zeisel et al 1986). Nnitrosodimethylamine was formed in vitro when sodium nitrite was added to dog (Lintas et al 1982) or human gastric fluid (Zeisel et al 1988). The resulting N-nitrosamine then is rapidly absorbed from the stomach. When conventional and germfree male Wistar rats were treated with dimethylamine and sodium nitrite, severe liver necrosis was observed at 48 h only in the germfree animals (Sumi and Miyakawa 1983). This may indicate, at least in this species, that metabolism of dimethylamine by intestinal microflora may minimize nitrosamine formation. 7V-nitrosodimethylamine requires metabolic activation to form the reactive alkylating species responsible for the carcinogenic and mutagenic activity of the nitrosamine (ATSDR 1989).
storageDimethylamine should be stored in a cool, dry, well-ventilated area in tightly sealed containers that are labeled in accordance with OSHA’s Hazard Communication Standard [29 CFR 1910.1200]. Containers of dimethylamine should be protected from physical damage and ignition sources, and should be stored separately from oxidizing materials, acrylaldehyde, fl uorine, maleic anhydride, chlorine, and mercury. Outside or detached storage is preferred. If stored inside, a standard flammable liquids cabinet or room should be used. Ground and bond metal containers and equipment when transferring liquids. Empty containers of dimethylamine should be handled appropriately.
Purification MethodsDry dimethylamine by passage through a KOH-filled tower, or by standing with sodium pellets at 0o during 18hours. [Beilstein 4 IV 128.]
PrecautionsDuring handling of dimethylamine, workers should use proper fume hoods, personal protective clothing and equipment, avoid skin contact, and use gloves, sleeves, and encapsulating suits. Dimethylamine is extremely flammable and may be ignited by heat, sparks, or open flames. Liquid dimethylamine will attack some forms of plastic, rubber, and coatings and is flammable. The vapors of dimethylamine are an explosion and poison hazard. Containers of dimethylamine may explode in the heat of a fi re and require proper disposal. Workers should use dimethylamine with adequate ventilation and containers must be kept properly closed.
Tag:Dimethylamine(124-40-3) Related Product Information
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