Metaldehyde

Base Information

• Chemical Name: Metaldehyde
• CAS No.: 108-62-3
• Molecular Formula: C8H16O4
• Molecular Weight: 176.213
• Hs Code.: 29125000
• European Community (EC) Number: 203-600-2,618-341-4
• UN Number: 1332
• UNII: 4CI033VJYG
• DSSTox Substance ID: DTXSID1034715
• Nikkaji Number: J2.423F
• Wikipedia: Metaldehyde
• Wikidata: Q412303
• ChEMBL ID: CHEMBL2251334
• Mol file: 108-62-3.mol

Synonyms:metacetaldehyde;metaldehyde

Chemical Property of Metaldehyde

Chemical Property:

• Appearance/Colour: white fine crystalline powder
• Vapor Pressure: 0.622mmHg at 25°C
• Melting Point: 246 °C
• Refractive Index: 1.385
• Boiling Point: 194.283 °C at 760 mmHg
• Flash Point: 71.073 °C
• PSA: 36.92000
• Density: 0.947 g/cm³
• LogP: 1.45040
• Storage Temp.: 0-6°C
• Water Solubility.: 0.02 g/100 mL (20 ºC)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 176.10485899
• Heavy Atom Count: 12
• Complexity: 91
• Transport DOT Label: Flammable Solid

Purity/Quality:

99% ^*data from raw suppliers

Metaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 10-22-2017/10/22
• Safety Statements: 13-25-46-2

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Molluscicides
• Canonical SMILES: CC1OC(OC(OC(O1)C)C)C
• Description: Metaldehyde (CAS: 108-62-3) is a polymer of acetaldehyde that is used as a pesticide against snails and slugs, and also as a fuel. It was discovered by von Liebig in 1835, and a century later its use as a molluscicide was proposed by Gimingham and Newton in 1937. It is manufactured by reacting acetaldehyde with various acids at a low temperature. As a molluscicide, metaldehyde is used for controlling slugs and snails in gardens of a variety of vegetable and ornamental crops. For this purpose it is available in both solid and liquid formulations with metaldehyde concentrations ranging from 1.8 to 8% in pellet form, or in concentrations of up to 20% in liquid formulations. Some metaldehyde formulations may consist of other pesticides, such as arsenic; while others may contain toxic solvents like ethylene glycol. Therefore, a thorough forensic analysis of the product is recommended to assess complete risk associated with ingestion of these products. Children under the age of 3 years and pets are most commonly poisoned by ingestion of pellets or cakes containing metaldehyde. Intoxication by metaldehyde is typically acute, characterized initially by gastrointestinal and subsequently followed predominantly by neurologic signs. Vomiting, diarrhea, ataxia, tremors, convulsions, and hyperthermia are among the most common toxic signs in children and animals. Other clinical signs in children include mental confusion, muscle cramps and tremors, loss of consciousness, and coma. The proximate neurotoxic mechanisms are not known but reduced levels of neurotransmitters such as serotonin and g-aminobutryric acid (GABA) are implicated. Delayed effects of acute exposure include hepatotoxicity characterized by hepatic necrosis and increased serum liver enzymes. In general, males metabolize metaldehyde twice as fast as females. Therefore, female animals are more sensitive to metaldehyde poisoning compared to males. Most of the neurotoxic signs are seen at dose levels greater than 100 mg of metaldehyde per kilogram. Developmental studies have shown that metaldehyde exposure during pregnancy does not adversely affect fetuses. Chronic metaldehyde exposure is unlikely. However, experimental research has shown that metaldehyde is toxic under chronic exposure conditions. In males, chronic metaldehyde exposure causes testicular atrophy and is also toxic to the prostate gland. It causes atrophy of the prostate gland. It is not clear whether the effects on male gonads are due to endocrine disruption or through a different mechanism. There is also suggestive evidence of carcinogenic potential based on the presence of benign tumors in female rats and mice of both sexes. Provided treatment is initiated early in cases of acute exposure, prognosis is good. In dogs, the mortality rate in a recently completed study was 16%. Because there is no specific antidote, treatment consists of decontamination measures and symptomatic therapy. Recent formulations of metaldehyde pesticides contain denatonium benzoate, a bittering agent. The purpose of adding the bittering agent is to deter excessive ingestion of the products. This, along with new labeling guidelines highlighting the risk to children and pets has caused annual cases to drop significantly since 2006.
• Uses: There are over 50 pesticides containing metaldehyde registered for use in the United States. It is commonly used as a pesticide against slugs and snails. It is formulated in ready to use liquid, paste, granules, pellets, minipellets, or meal baits. It is also used as a camping fuel. It may be purchased in a tablet form for the latter use.

Technology Process of Metaldehyde

There total 6 articles about Metaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 15.1%

acetaldehyde (75-07-0,9002-91-9) → metaldehyde (108-62-3)

Guidance literature:

With aluminum oxide; caesium carbonate; In diethyl ether; at -5 - 10 ℃; Reagent/catalyst; Temperature; Large scale;

Reference yield:

acetaldehyde (75-07-0,9002-91-9) → metaldehyde (108-62-3) + paracetaldehyde (123-63-7)

Guidance literature:

With hydrogen bromide; calcium bromide; at 0 ℃;

Reference yield:

→ metaldehyde (108-62-3)

Guidance literature:

With ammonia; Herstellung haltbarer Metaldehyd-Praeparate;

upstream raw materials:

acetaldehyde

Downstream raw materials:

acetaldehyde

paracetaldehyde

1,1-dichloroethane

chloral

Refernces

• 1、 -. "Synthesis method of metaldehyde". Paragraph 0016; 0017; 0018; 0019; 0020; 0021-0041. . Retrieved 2019/04/26.
• 2、 -. "Method of phenol and carbonyl production". Page 3. . Retrieved 2008/06/13.