Diisopropylamine CAS 108-18-9
Introduction：Basic information about Diisopropylamine CAS 108-18-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Diisopropylamine Basic information
| Product Name: | Diisopropylamine |
| Synonyms: | Bis(isopropyl)amine;Diisopropylamin;dipropylamine(non-specificname);N-(1-Methylethyl)-2-propamine;n-(1-methylethyl)-2-propanamin;DiisopropylaMine, >99.5%(GC);N,N-Diisopropylamine;N-Isopropyl-1-amino-2-methylethane |
| CAS: | 108-18-9 |
| MF: | C6H15N |
| MW: | 101.19 |
| EINECS: | 203-558-5 |
| Product Categories: | Pyrazoles,Pyrazines;Heterocyclic Compounds;Pharmaceutical Intermediates;bc0001;A |
| Mol File: | 108-18-9.mol |
Diisopropylamine Chemical Properties
| Melting point | -61 °C (lit.) |
| Boiling point | 84 °C (lit.) |
| density | 0.722 g/mL at 25 °C (lit.) |
| vapor density | 3.5 (vs air) |
| vapor pressure | 50 mm Hg ( 20 °C) |
| refractive index | n |
| Fp | 1.4 °F |
| storage temp. | Store below +30°C. |
| solubility | 100 g/L (20°C) |
| form | Liquid |
| pka | 11.05(at 25℃) |
| color | Clear colorless |
| PH | 11.8 (6g/l, H2O, 20℃) |
| Odor | Amine. |
| explosive limit | 1.1-7.1%(V) |
| Water Solubility | 100 g/L (20 ºC) |
| Merck | 14,3196 |
| BRN | 605284 |
| Exposure limits | NIOSH REL: TWA 5 ppm (20 mg/m3), IDLH 200 ppm; OSHA PEL: TWA 5ppm; ACGIH TLV: TWA 5 ppm (adopted). |
| Dielectric constant | 3.04 |
| Stability: | Stable. Flammable. Incompatible with strong oxidizing agents. May react violently with strong acids or oxidizers. Air sensitive. |
| Cosmetics Ingredients Functions | BUFFERING |
| Cosmetic Ingredient Review (CIR) | Diisopropylamine (108-18-9) |
| InChI | 1S/C6H15N/c1-5(2)7-6(3)4/h5-7H,1-4H3 |
| InChIKey | UAOMVDZJSHZZME-UHFFFAOYSA-N |
| SMILES | CC(C)NC(C)C |
| LogP | 0.4 at 20℃ |
| CAS DataBase Reference | 108-18-9(CAS DataBase Reference) |
| NIST Chemistry Reference | 2-Propanamine, N-(1-methylethyl)-(108-18-9) |
| EPA Substance Registry System | Diisopropylamine (108-18-9) |
Safety Information
| Hazard Codes | F,C |
| Risk Statements | 11-20/22-34 |
| Safety Statements | 16-26-36/37/39-45 |
| RIDADR | UN 1158 3/PG 2 |
| OEB | A |
| OEL | TWA: 5 ppm (20 mg/m3) [skin] |
| WGK Germany | 2 |
| RTECS | IM4025000 |
| Autoignition Temperature | 599 °F |
| Hazard Note | Highly Flammable/Corrosive/Harmful |
| TSCA | TSCA listed |
| HS Code | 2921 19 99 |
| HazardClass | 3 |
| PackingGroup | II |
| Storage Class | 3 - Flammable liquids |
| Hazard Classifications | Acute Tox. 3 Inhalation Acute Tox. 4 Oral Aquatic Chronic 3 Eye Dam. 1 Flam. Liq. 2 Skin Corr. 1B STOT SE 3 |
| Hazardous Substances Data | 108-18-9(Hazardous Substances Data) |
| Toxicity | LD50 orally in rats: 0.77 g/kg (Smyth) |
| IDLA | 200 ppm |
| Description | Diisopropylamine is a secondary amine and is a colorless liquid at room temperature with a fishy, ammonia-like odor. It is used as a chemical intermediate, and catalyst for the synthesis of pesticides and pharmaceuticals. Diisopropylamine is associated with tobacco either as a natural component of tobacco, pyrolysis product (in tobacco smoke), or additive for one or more types of tobacco products. Synonyms for diisopropylamine include DIPA, and N-(1-methylethyl)-2- propanamine. |
| Chemical Properties | Diisopropylamine is a flammable, strongly alkaline Colorless liquid. Diisopropylamine is soluble in water and alcohol. The odor threshold ranges from 0.017 to 4.2 ppm; the fishlike odor becomes irritating at 100 mg/m3. |
| Physical properties | Colorless liquid with an ammonia-like odor. Experimentally determined detection and recognitionodor threshold concentrations were 50 μg/m3 (130 ppbv) and 190 μg/m3 (380 ppbv), respectively(Hellman and Small, 1974). |
| Uses | Diisopropylamine is used as a precursor to prepare lithium diisopropylamide and sulfenamides, which are used in rubber vulcanization. It is also involved in the synthesis of N,N-Diisopropylethylamine (Hünig's base) obtained by alkylation with diethyl sulfate. Diisopropylammonium bromide is a bromide salt of DIPA used as an inert alternative to barium titanate. It is widely used as solvent as well as an intermediate in the the synthesis of pharmaceuticals, dyes, mineral flotation agents and emulsifiers. |
| Application | Diisopropylamine is used as a solvent and in the chemical synthesis of dyes, pharmaceuticals, and other organic syntheses. It used to synthesize diisopropylamine methyl urea (DMU), N,N-diisopropyl quinoline-2-carboxamide, 3-N-sulfonylamidine coumarins and N-chloroamine, an intermediate to generate amides. |
| Preparation | Diisopropylamine is produced by the reaction of diisopropyl alcohol with ammonia. Diisopropylamine is also may be prepared by the reductive amination of acetone with ammonia using a modified copper oxide, generally copper chromite, as a catalyst: NH3+2(CH3)2CO+2H2 → C6H15N+2H2O |
| General Description | Diisopropylamine appears as a clear colorless liquid with an ammonia-like odor. Flash point 30°F. Less dense than water. Vapors heavier than air. Toxic oxides of nitrogen produced during combustion. Used to make other chemicals. |
| Air & Water Reactions | Highly flammable. Soluble in water. Sensitive to heat and air. |
| Reactivity Profile | Diisopropylamine can react violently with oxidizing agents and strong acids. Readily eutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides. |
| Health Hazard | Permitted levels of diisopropylamine should not cause adverse health and welfare effects. Acute inhalation exposure to diisopropylamine can cause sore throat, cough, burning sensation and shortness of breath. Adverse effects occur mainly in the upper respiratory tract, although after chronic exposure. There is no definitive evidence that diisopropylamine causes cancer so a chronic cancer value was not developed. Diisopropylamine has not been classified as causing cancer by the International Agency for Research on Cancer, the United States Environmental Protection Agency, the American Conference of Industrial Hygienists, or the National Toxicology Program. |
| Health Hazard | In humans, diisopropylamine is an eye irritant. When exposed to concentrationsbetween 25 and 50 p.p.m., workers complained of disturbances of vision. Therewere also complaints of nausea and headache. Dermatitis would be expected fromprolonged skin exposure (Beard and Noe, 1981). |
| Chemical Reactivity | Reactivity with Water No reaction; Reactivity with Common Materials: May attack some forms of plastics; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent. |
| Industrial uses | Diisopropylamine is used as a catalyst and as a stabilizer for mesityl oxide (HSDB1989). It is also used as an intermediate in the synthesis of dyes, pharmaceuticalsand pesticides (e.g. Diallate, Fenamiphos and Triallate). |
| Safety Profile | Moderately toxic by ingestion and subcutaneous routes. Mildly toxic by inhalation. Mutation data reported. A skin and severe eye irritant. Inhalation of fumes can cause pulmonary edema. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. To fight fire, use alcohol foam,foam, CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx See also AMINES. |
| Potential Exposure | Mutagen. Thismaterial is used in the preparation of vapor-phase inhibitorsand rubber accelerators; as a chemical intermediate in thesynthesis of pharmaceuticals and pesticides (diallate, fenamiphos, and triallate, for example). |
| First aid | If this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts the skin,remove contaminated clothing and wash immediately withsoap and water. Seek medical attention immediately. If thischemical has been inhaled, remove from exposure, beginrescue breathing (using universal precautions, includingresuscitation mask) if breathing has stopped and CPR if heartaction has stopped. Transfer promptly to a medical facility.When this chemical has been swallowed, get medical attention. Give large quantities of water and induce vomiting. Donot make an unconscious person vomit. Medical observationis recommended for 24-48 h after breathing overexposure,as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consideradministering a corticosteroid spray. |
| Environmental fate | Photolytic. Low et al. (1991) reported that the photooxidation of aqueous secondary aminesolutions by UV light in the presence of titanium dioxide resulted in the formation of ammoniumand nitrate ions. Chemical/Physical. Reacts with acids forming water-soluble salts. |
| Metabolism | Little, if any investigation of the metabolism of short-chain aliphatic amines hasbeen reported and the best that can be done is to suggest some possible metabolicroutes. For example the flavin monooxygenase system could produce the hydroxylaminethrough N-hydroxylation catalyzed by the flavin monooxygenase system(Ziegler 1988). N-hydroxylation can also be induced with the cytochrome P-450system as can N-dealkylation reactions (Lindeke and Cho 1982). More definitiveanalysis must await experimental studies. |
| storage | Color Code—Red: Flammability Hazard: Store ina flammable liquid storage area or approved cabinet awayfrom ignition sources and corrosive and reactive materials.Prior to working with DIPA you should be trained on itsproper handling and storage. Before entering confined spacewhere this chemical may be present, check to make surethat an explosive concentration does not exist.Diisopropylamine must be stored to avoid contact withstrong acids (such as hydrochloric, sulfuric, and nitric) oroxidizers (such as perchlorates, peroxides, permanganates,chlorates, and nitrates) because violent reactions occur.Store in tightly closed containers in a cool, well-ventilatedarea away from heat. Sources of ignition, such as smokingand open flames, are prohibited where diisopropylamine isused, handled, or stored in a manner that could create apotential fire or explosion hazard. Metal containers involving the transfer of=gallons or more of diisopropylamineshould be grounded and bonded. Drums must be equippedwith self-closing valves, pressure vacuum bungs, and flamearresters. Use only nonsparking tools and equipment, especially when opening and closing containers ofdiisopropylamine. |
| Shipping | This compound requires a shipping label of“FLAMMABLE LIQUID, CORROSIVE.” It falls inHazard Class 3 and Packing Group II. |
| Purification Methods | Distil the amine from NaOH, or reflux it three minutes over Na wire or NaH, and distil it into a dry receiver under N2. [Beilstein 4 H 154, 4 I 369, 4 II 630, 4 III 274, 4 IV 510.] |
| Incompatibilities | Forms explosive mixture with air. Thischemical is a strong base; reacts violently with strong oxidizers, strong acids. Attacks copper, zinc and their alloys, aluminum, and galvanized steel. Attacks some forms ofplastics and coatings. |
| Toxics Screening Level | The initial threshold screening level (ITSL) for diisopropylamine is 200 μg/m3 based on an 8 hr. averaging time. |
Diisopropylamine Preparation Products And Raw materials
| Raw materials | Ammonia-->Isopropyl alcohol-->Hydrogen-->Isopropylamine-->KAOLIN |
| Preparation Products | 1-Boc-4-methylpiperidine-4-carboxylic acid-->1-(2-ISOCYANO-ETHYL)-4-METHYL-PIPERAZINE-->5-AMINO-2-METHOXY-3-PICOLINE-->1,2-BIS(4-PYRIDYL)ETHANE-->4-(Trifluoromethyl)nicotinic acid-->2-Fluoro-6-formylpyridine-->1-(3,4-DICHLOROBENZYL)PIPERAZINE-->2-Chloro-6-trifluoromethylnicotinic acid-->2-Chloro-4-iodopyridine-3-carboxaldehyde-->4-Pyridyl acetone-->2-[3-[Bis(1-methylethyl)amino]-1-phenylpropyl]-4-methylphenol-->1-TERT-BUTYL-3-(TRIFLUOROMETHYL)-1H-PYRAZOLE-5-CARBOXYLIC ACID-->5-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOLE-4-CARBALDEHYDE-->2-METHYL-5-TRIFLUOROMETHYL-2H-PYRAZOLE-3-CARBOXYLIC ACID-->4-BROMO-5-(TRIFLUOROMETHYL)-1-PHENYL-1H-PYRAZOLE-->4-Chloropyridine-3-carboxaldehyde-->2-Fluoro-5-iodobenzaldehyde-->2-Chloronicotinic acid-->2-methylhexanoic acid-->Eflornithine-->DIBENZYL DIISOPROPYLPHOSPHORAMIDITE-->2-(Tributylstannyl)pyrimidine-->3-Amino-5-phenylpyrazole-->2,5-DICHLORO-4-FORMYLPYRIDINE-->N,N-DIISOPROPYLBENZOTHIAZOLE-2-SULFENAMIDE-->3-BROMO-4-FORMYLPYRIDINE-->3-FLUOROPYRIDINE-4-BORONIC ACID-->4-AMINO-2-BUTANOL-->BIS(DIISOPROPYLAMINO)CHLOROPHOSPHINE-->1-Boc-piperazine acetate-->3,4-Dichloropyridine-->2-Bromo-6-fluorobenzoic acid-->3-Chloro-4-pyridineboronic acid hydrate-->Triallate-->3,4-DIBROMO-5-HYDROXY-5H-FURAN-2-ONE-->Creatinine-->DIALLATE-->2-Diisopropylaminoethanol-->dichlorodihydroxybis(isopropylamine)platinum-->Pinacidil |
