N-hydroxyethanimine
acetaldehyde oxime
CAS: 107-29-9
Molecular Formula: C2H5NO
N-hydroxyethanimine - Names and Identifiers
| Name | acetaldehyde oxime |
| Synonyms | AAO Acetaldoxime Ethanoneoxime ACETOALDOXIME acetaldehyde oxime (1Z)-ethanal oxime (1E)-ethanal oxime N-hydroxyethanimine (E)-acetaldehyde oxiMe Acetaldehyde oxime (cis+trans) Acetaldoxime,syn+ anti,(Acetaldehydeoxime) Acetaldoxime, syn + anti, (Acetaldehyde oxime) |
| CAS | 107-29-9 |
| EINECS | 203-479-6 |
| InChI | InChI=1/C2H5NO/c1-2-3-4/h2,4H,1H3/b3-2- |
N-hydroxyethanimine - Physico-chemical Properties
| Molecular Formula | C2H5NO |
| Molar Mass | 59.07 |
| Density | 0.98g/mLat 25°C |
| Melting Point | 44-46 °C |
| Boling Point | 115°C(lit.) |
| Flash Point | 135°F |
| Water Solubility | soluble |
| Solubility | 185g/l |
| Vapor Presure | 13 hPa (25 °C) |
| Appearance | Low Melting Solid or Liquid |
| Color | White or clear |
| Merck | 14,42 |
| BRN | 1209252 |
| pKa | 11.82±0.10(Predicted) |
| Storage Condition | 2-8°C |
| Explosive Limit | 4.2-50%(V) |
| Refractive Index | n20/D 1.426(lit.) |
| Physical and Chemical Properties | Density 0.969 melting point 44-46°C boiling point 115°C refractive index 1.425-1.127 flash point 38°C water soluble |
| Use | Used as intermediates in organic synthesis, pesticide methomyl intermediates, boiler water oxygen scavenger |
N-hydroxyethanimine - Risk and Safety
| Risk Codes | R36/37/38 - Irritating to eyes, respiratory system and skin. R20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R10 - Flammable R36 - Irritating to the eyes R20/22 - Harmful by inhalation and if swallowed. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. S16 - Keep away from sources of ignition. |
| UN IDs | UN 2332 3/PG 3 |
| WGK Germany | 3 |
| RTECS | AB2975000 |
| TSCA | Yes |
| HS Code | 29280090 |
| Hazard Class | 3 |
| Packing Group | III |
| Toxicity | LD50 orally in Rabbit: 740 mg/kg |
N-hydroxyethanimine - Upstream Downstream Industry
| Downstream Products | Methylthio acetaldoxime Methomyl |
N-hydroxyethanimine - Reference Information
| LogP | -0.13 |
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | acetaldoxime is a less toxic reducing agent that replaced the toxic hydrazine as a boiler water oxygen scavenger in the 1990s, and its oxygen removal effect is 40 times that of hydrazine, so it is widely used as a new type of oxygen scavenger. Acetaldoxime is also an important intermediate in the synthesis of pesticides methomyl and thiodicarb. These two pesticides are good broad-spectrum insecticides, and the production capacity is increasing, and the demand for acetaldoxime is also increasing. |
| Properties and stability | colorless needle-like crystals. There are two crystalline forms, the α-form and the β-form. Relative molecular mass 59.07. The relative density was 0.9656. Melting Point: 46.5 ℃(α-type), 12 ℃(β-type). Boiling point 114.5 °c. Refractive index 1.4257. Soluble in water, ethanol and ether. Under the action of dilute acid, it will decompose into acetaldehyde and hydroxylamine. It is produced by the action of hydroxylamine in an aqueous solution of acetaldehyde. For the identification or purification of acetaldehyde. Avoid contact with strong oxidants and strong acids. Flammable, irritating to the respiratory system and skin of the eyes. Proper protective clothing should be worn when used in large quantities. In case of contact with the eyes, immediately after washing with plenty of water, call a doctor for diagnosis. FIG. 1 shows the structural formula of acetaldoxime. |
| Use | 1, pesticide intermediates, preparation of pesticides "methomyl", "thiodicarb"; Organic synthesis intermediates. After melting as many inorganic and organic compounds excellent solvent, organic synthesis, stability, plasticizer, alcohol denaturant. 3. Amides were produced by one-pot reaction of aldoxime. In the presence of catalyst InCl3, acetaldoxime was substituted for water and reacted with nitrile to form amide with high yield. glyoxime is an intermediate for the synthesis of pesticides methomyl, thiomyl and sesomyl. used in organic synthesis. used as intermediates in organic synthesis, pesticide methomyl intermediates, boiler water oxygen scavenger, etc. test cobalt, copper and nickel. Boiler water oxygen scavenger, pharmaceutical, pesticide intermediates. |
| storage method | 1. Store in a cool and ventilated warehouse. Keep away from fire and heat source. Storage temperature should not exceed 30 ℃. It should be stored separately from oxidants, acids and edible chemicals, and mixed storage should not be avoided. Explosion-proof lighting and ventilation facilities shall be adopted. The use of spark-prone mechanical equipment and tools is prohibited. The storage area shall be equipped with emergency treatment equipment for leakage and appropriate containment materials. 2. Sealed and protected from light. |
| production method | acetaldoxime is obtained by reacting hydroxylamine with an aqueous solution of acetaldehyde. Reaction equation: CH3CHO NH2OH · HCl NaOH → CH3CH = NOH NaCl H2O in the current industrial production, the high content of Crystal hydroxylamine sulfate is widely used as raw material, at the time of use, it is further formulated into a 20% to 50% aqueous solution, and then reacted with acetaldehyde to produce acetaldoxime. The reaction equation is as follows: CH3CHO (NH2OH)2 · H2SO4 → CH3CH = NOH acetaldehyde is added into the above-mentioned hydroxylamine sulfate aqueous solution, the reaction is carried out at 40~50 ℃ for 2H, and the inorganic salt is removed after cooling, A clear and transparent aqueous solution containing about 50% of acetaldoxime was obtained. It was found that the amount of impurities in the aqueous solution was very small except for acetaldoxime and water, and the yield of acetaldoxime was more than 90% (based on hydroxylamine sulfate), this aqueous solution is subjected to extraction and purification to obtain a acetaldoxime product having a content of 90% or more. |
| category | flammable liquid |
| toxicity grade | high toxicity |
| Acute toxicity | abdominal injection-mouse LD50: 100 mg/kg |
| explosive hazard characteristics | mixture of vapor and air can be exploded |
| flammability hazard characteristics | flammable; High heat releases toxic nitrogen oxide gas |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; Storage and transportation is separated from oxidant |
| extinguishing agent | dry powder, carbon dioxide, sand, foam |
| spontaneous combustion temperature | 380°C |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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Downstream Products for N-hydroxyethanimine