Epoxy curing agent Knowledge Diisopropylamine Diisopropylamine

Diisopropylamine Diisopropylamine

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Diisopropylamine structural formula

Structural formula

Business number 02WJ
Molecular formula C6H15N
Molecular weight 101
label

diisopropylamine,

N-(1-methylethyl)-2-propylamine,

N-(1-Methylethyl)-2-propanamine,

DIPA

Numbering system

CAS number:108-18-9

MDL number:MFCD00008862

EINECS number:203-558-5

RTECS number:IM4025000

BRN number:605284

PubChem number:24870705

Physical property data

1. Properties: colorless, volatile liquid with ammonia odor. [1]

2. Melting point (℃): -61[2]

3. Boiling point (℃): 84[3]

4. Relative density (water = 1): 0.72[4]

5. Relative vapor Density (air=1): 3.5[5]

6. Saturated vapor pressure (kPa): 9.3 (20℃)[6]

7. Heat of combustion (kJ/mol): -4654.1[7]

8. Critical temperature (℃): 249[8]

9. Critical pressure (MPa): 3.04[9]

10. Octanol/water partition coefficient: 1.64 [10]

11. Flash point (℃): -1 (OC); -6 (OC) [11]

12. Ignition temperature (℃): 316[12]

13. Explosion upper limit (%): 7.1[13]

14. Lower explosion limit (%): 1.1[14]

15. Solubility: Slightly soluble in water, soluble in most organic solvents. [15]

Toxicological data

1. Acute toxicity[16]

LD50: 770mg/kg (rat oral)

LC50: 4800mg/m3 (rat inhalation, 2h)

2. Irritation No information available

3. Subacute and chronic toxicity[17] The activity of monoamine oxidase in animals is inhibited.

4. Mutagenicity[18] Microbial mutagenicity: Salmonella typhimurium 1μg/dish.

Ecological data

1. Ecotoxicity[19] LC50: 40~60mg/L (24h) (fish)

2. Biodegradability No data yet

3. Non-biodegradability[20] In the air, when the hydroxyl radical concentration is 5.00×105/cm3, the degradation half-life is 4h (theoretical).

Molecular structure data

1. Molar refractive index: 30.26

2. Molar volume (cm3/mol): 118.1

3. Isotonic specific volume (90.2K ): 270.5

4. Surface tension (dyne/cm): 27.4

5. Polarizability (10-24cm3): 11.99

Compute chemical data

1. Reference value for hydrophobic parameter calculation (XlogP): None

2. Number of hydrogen bond donors: 1

3. Number of hydrogen bond acceptors: 1

4. Number of rotatable chemical bonds: 2

5. Tautomerism.�Number: None

6. Topological molecule polar surface area 12

7. Number of heavy atoms: 7

8. Surface charge: 0

9. Complexity: 33.4

10. Number of isotope atoms: 0

11. Determine the number of atomic stereocenters: 0

12. No Determine the number of atomic stereocenters: 0

13. Determine the number of chemical bond stereocenters: 0

14. Uncertain number of chemical bond stereocenters: 0

15. Number of covalent bond units: 1

Properties and stability

1. This product is toxic. Liquid or vapor can irritate skin, eyes, respiratory tract and lungs. 2 to 5 minutes after the initial exposure, salivation and tearing, sneezing, and coughing will occur, followed by tremors, convulsions, and collapse. Its toxicity is greater than methylamine and ethylamine. Rat oral LD50770mg/kg. If it splashes on skin, flush with plenty of water. The maximum allowable concentration in the operating location is 5 mg/m3. Under production conditions, if a person inhales 0.2~0.5mg/L of this product, blurred vision, headache and nausea will occur within 2~3 hours. Protective equipment should be worn during operation to ensure safety.

2. Stability[21] Stable

3. Incompatible substances[22] Strong oxidants, acids

4. Polymerization hazard[23] No polymerization

Storage method

1. Storage precautions [24] Store in a cool, ventilated warehouse. Keep away from fire and heat sources. The storage temperature should not exceed 37°C. The packaging must be sealed and must not come into contact with air. They should be stored separately from oxidants and acids, and avoid mixed storage. Use explosion-proof lighting and ventilation facilities. It is prohibited to use mechanical equipment and tools that are prone to sparks. The storage area should be equipped with emergency release equipment and suitable containment materials.

2. This product is a general flammable liquid. Packed in iron drums, 170kg per drum, to prevent leakage of the container. Store in a cool and ventilated place, away from fire sources and isolated from oxidants.

Synthesis method

It is obtained by hydrogenation and amination of acetone or isopropyl alcohol.

1. Acetone catalytic hydrogenation and amination method. After acetone is vaporized, it is mixed with a certain amount of ammonia and hydrogen, and the catalytic reaction is continuously carried out under normal pressure and appropriate temperature. The catalyst is Ni-Cu-clay, and the reaction The product is distilled and fractionated to obtain the finished product. Raw material consumption quota: acetone 1389kg/t, liquid ammonia 376kg/t, hydrogen (99%) 1023m3.

2. Catalytic hydrogenation of isopropyl alcohol Amination method: Isopropyl alcohol, liquid ammonia, and hydrogen are mixed in a certain proportion in the gas phase. In the presence of the catalyst Cu-Ni-clay, crude diisopropylamine is synthesized. The finished product is obtained through extraction, separation, dehydration, and distillation. The total conversion rate of the reaction can reach 86%, and the product yield is 96%. Contains 37% monoisopropylamine, 33% diisopropylamine, 12% isopropyl alcohol, and 18% water. Monoisopropylamine and diisopropylamine are obtained after separation, and the unreacted isopropyl alcohol is recycled. Adjusting the ratio of isopropyl alcohol and ammonia can change the proportion of the product.

3. In 250 ml of dry A round bottom flask or a dry Schlenk tube of about 250 ml is equipped with a rubber septum, a pressure reducing valve is installed on the rubber septum and an injection needle is inserted. Place the container in an ice bath to cool, purge it with oxygen-free nitrogen (Note 1) through the needle, and keep the container slightly positive during the reaction. First, remove 2.53 grams (y ml, 25.0 mmol) of pure diisopropylamine from the syringe. (Note 2) A solution dissolved in 25 ml of anhydrous ether (Note 3) was poured into the bottle. Then add dropwise an ether solution containing 2.53 mmol of methyl rhomium from the syringe under electromagnetic stirring. During this addition, methane is released violently. When the diisopropylamino raspide is stirred at 0°C for 5 to 10 minutes, check the methyl cannium The Gilman color test showed a negative reaction.

Purpose

1. Intermediates used in the production of pesticides, medicines, dyes, mineral flotation agents, emulsifiers and fine chemicals.

2. Used for metallizing alkaline reagents, for Aldol condensation, a-alkylation of alkyl acetic acid, dialkyl acetic acid, toluic acid, lactone, a, β-unsaturated ketone, etc. , synthesis of aldehydes and nitroalkanes, synthesis of ketones from aldehydes, synthesis of β-light acids, stereoselective synthesis of trisubstituted alkenes, preparation of enol salts of unsymmetrical ketones, preparation of olfactory methyl nitropolynitrosamines, Synthesis of methyllithiated indole of 3-methylpyridine, cyclization of δ-chloroacid ester, reduction of styrene to ethylbenzene.

3. Used as rubber accelerator, pharmaceutical intermediate, pesticide herbicide, surfactant, etc. [25]

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