Name | sec-Butylamine |
Synonyms | SBA 2-AB Tutane frucote butafume Butafume deccotane Butanamine sec-C4H9NH2 2-Butylamine 2-Butanamine sec-Butylamin 2-Aminobutane sec-Butylamine sec-butyl amine SEC-AMINOBUTANE Methylpropylamine 2-aminobutane base 1-Methylpropylamine Secondary butylamine (2R)-butan-2-aminium (2S)-butan-2-aminium |
CAS | 13952-84-6 |
EINECS | 237-732-7 |
InChI | InChI=1/C4H11N/c1-3-4(2)5/h4H,3,5H2,1-2H3/p+1/t4-/m1/s1 |
Molecular Formula | C4H11N |
Molar Mass | 73.14 |
Density | 0.724g/mLat 25°C(lit.) |
Melting Point | -104 °C |
Boling Point | 63°C(lit.) |
Flash Point | −3°F |
JECFA Number | 1584 |
Water Solubility | MISCIBLE |
Solubility | 112g/l |
Vapor Presure | 22.13kPa at 20℃ |
Appearance | Liquid |
Specific Gravity | 0.723 (20/4℃) |
Color | Clear colorless to light yellow |
Odor | Ammonia-like. |
Merck | 14,1544 |
BRN | 1361345 |
pKa | 10.56(at 25℃) |
Storage Condition | Flammables area |
Stability | Stable, but light sensitive. Incompatible with strong oxidizing agents, strong acids. Highly flammable. |
Sensitive | Air Sensitive |
Explosive Limit | 1.8-9.0%(V) |
Refractive Index | n20/D 1.3928(lit.) |
Physical and Chemical Properties | density 0.72 Melting Point:-104 Boiling Point: 63 Flash point:-19 spontaneous ignition point: 378 Explosive Limit: no data Specific Gravity: 0.724 soluble in water. Production of pesticides, pharmaceutical intermediates, and for the polymerization of additives and rubber additives. Easy, corrosive, should be room temperature, dry, closed, nitrogen storage. |
Use | Useful as an intermediate for pesticides, pharmaceuticals, and silicones. |
Risk Codes | R11 - Highly Flammable R20/22 - Harmful by inhalation and if swallowed. R35 - Causes severe burns R50 - Very Toxic to aquatic organisms |
Safety Description | S9 - Keep container in a well-ventilated place. S16 - Keep away from sources of ignition. S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S28 - After contact with skin, wash immediately with plenty of soap-suds. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S28A - |
UN IDs | UN 2733 3/PG 2 |
WGK Germany | 2 |
RTECS | EO3325000 |
TSCA | Yes |
HS Code | 29211980 |
Hazard Class | 3 |
Packing Group | II |
This product is colorless ammonia liquid, there are d, dl, Z three isomers, the physical and chemical properties are: Boiling point d63 ℃,d/63.5 ℃,Id3 ℃. Melting point d -104.5 °c, dl,Z<- 72 °c. Relative density 7246, d/7205, plus. Refractive index (nDa)dl. 3441,dl, I. 3932,d is soluble in water, ethanol, ether, acetone. dl soluble in ethanol, ether, acetone. Soluble in water, ethanol, ether and acetone.
general industrial production using catalytic hydrogenation of methyl ethyl ketone synthesis, and high pressure and low pressure two methods.
mainly used as organic raw materials, for the synthesis of drugs, dyes and pesticides such as herbicide.
This product on animals, mice LCs0 8rng/L, mice, rats and guinea pigs LD50 430 ~ 450mg/kg. In humans, the olfactory threshold was 0.0025mg/L and the stimulation threshold was 4.1 mg/L. This product can stimulate the skin and eye conjunctiva. The maximum allowable concentration of the production operation site is 10 mg/m3.
This product is a Class I flammable liquid, and the hazard code is 61145. Packed in iron barrels, 145kg per barrel. Store in a cool place with good ventilation. No pyrotechnic works are allowed. According to the provisions of flammable chemicals storage and transportation.
FEMA | 4240 | SEC-BUTYLAMINE |
olfactory Threshold | 0.17ppm |
LogP | 0.7-0.74 |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Introduction | SEC-butylamine, also known as "2-aminobutane", has a first-order carbon atom in the molecule, thus, there is a pair of optically active enantiomers and optically inactive racemates. Can be miscible with water and ethanol, have a stimulating effect on the mucosa and skin, ld50380 mg/kg (oral mice). SEC-butylamine is a protective fungicide, which has antibacterial activity against a variety of molds. In 1962, the United States Dr Eckert found that its bactericidal effect, widely used in citrus, apple, pear, peach and banana blink l storage period of preservation. In 1975, the Food and Agriculture Organization of the United Nations and who evaluated and recommended SEC-butylamine for the first time. Now it has been widely used in many countries such as the United States, Britain and Australia, can be used for fruit and vegetable post-processing. |
Application | SEC-butylamine is widely used, and can be used as preservative, fruit washing agent and fumigant. Can be used for fruit, garlic, green pepper preservation, according to the production needs of appropriate use. |
toxicity | the acute and subacute toxicity experiments and long-term feeding experiments abroad have proved that, SEC-butylamine is a fast absorption in animals, fast metabolism, no accumulation, low toxicity of the material, the following levels will not occur within the toxicological response: Rat: 35 mg/kg body weight (63mg acetate/kg body weight). Dogs: 69mg/kg body weight (125mg acetate/kg body weight). However, due to the lack of clinical experimental observation of the human body, only the temporary ADI value for the human body was established, which was 0.1mg/kg body weight. |
preparation | a method for continuous preparation of SEC-butylamine from methyl ethyl ketone using a tubular reactor, in the presence of catalysts containing Ni and Cu or Cr or Zn or Fe, under the condition that the volume space velocity of methyl ethyl ketone is 0.3~2.5h-1, methyl ethyl ketone, hydrogen and ammonia are continuously introduced from the upper end of the reactor at a molar ratio of 1:1 to 10:1 to 10, and the continuous amination hydrogenation of methyl ethyl ketone is carried out at 80 to 160 ° C. Under normal pressure, secondary butylamine can be obtained by continuous preparation. In the present invention, the preparation process of the catalyst is simple, the metal loading is low, and the catalytic activity is high; The reaction conditions are mild, and the high yield of SEC-butylamine can be obtained under normal pressure; Only a small amount of SEC-butanol and di-SEC-butylamine by-products. Methyl Ethyl Ketone has the advantages of high volume space velocity, simple process, continuous production, reduced production cost, and is suitable for industrial application. The conversion of methyl ethyl ketone can reach 90 ~ 100%, and the selectivity of SEC-butylamine is more than 90%. |
Use | preservative; Fruit washing agent; Fumigant. as a preservative, China's provisions can be used for the preservation of fruits, according to the production needs of appropriate use. The residues of litchi, citrus and apple (pulp) were ≤ 0.009g/kg, 0.005g/kg and 0.001g/kg, respectively. used as intermediates for pesticides, pharmaceuticals and Silicones. Intermediates for the production of pesticides, pharmaceuticals and silicones, auxiliaries for polymerization and rubber additives. intermediates for the production of pesticides, pharmaceuticals and silicones, adjuvants for compounding and rubber additives. |
production method | is usually derived from the catalytic hydrogenation of methyl ethyl ketone and ammonia. There are two processes: Atmospheric pressure method and high pressure method, ch3ch2coco3 + NH3[H2]→ CH3CH2CH(NH2)CH3 + H2O atmospheric pressure method using Ni-Cr-HPO3 catalyst at 115 ℃, space velocity of 0.15 h-1, raw material methyl ethyl ketone: Ammonia: Hydrogen = 1:4.5: under the condition of 3.5, the yield and selectivity of SEC-butylamine were 99% and 93.3%, respectively. Methyl Ethyl Ketone and nickel were added into the autoclave by high pressure method, the air was extracted, then liquid ammonia was added, and then the temperature was raised to 160 ℃ (the pressure was 3.92MPa), and then the reaction was carried out to 5.88MPa for 10H, during this period, hydrogenation was performed for 3 times. The reaction mixture was cooled to room temperature, and the waste nickel powder was removed and 40% sulfuric acid was added (temperature not exceeding 30 ° C.). The second butanol was removed by steam distillation, then concentrated and dehydrated under reduced pressure to obtain a crude product, and finally split and refined, and the fraction at 62~63 ° C. Was collected as the finished product. This method has the advantages of short production route, easy access to raw materials, high product yield, but the need for high pressure. From methyl ethyl ketone in nickel catalyzed hydrogenation, ammoniation synthesis. |
category | flammable liquid |
toxicity grade | high toxicity |
Acute toxicity | oral-rat LD50: 152 mg/kg |
flammability hazard characteristics | in case of fire, high temperature, oxidant flammable; toxic NOx smoke from combustion |
storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; With oxidant and acid, separate storage of food raw materials |
fire extinguishing agent | dry powder, water mist, carbon dioxide, foam |
Occupational Standard | TWA 15 mg/m3; Tel 75 mg/m3 |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |