AI 3-22542
N,N-Diethyl-3-methylbenzamide
CAS: 134-62-3
Molecular Formula: C12H17NO
AI 3-22542 - Names and Identifiers
| Name | N,N-Diethyl-3-methylbenzamide |
| Synonyms | DEET Autan M-DET Flypel m-DETA ent22542 Detamide Dieltamid ENT 22542 ai3-22542 m-Delphene AI 3-22542 A.I. 3-22542 amincenec-em Baker'S antifol Diethyltoluamide n,n-diethyl-m-toluamid Diethyltoluamide (USP) N,N-Diethyl-m-toluamide Diethyl-3-methylbenzamide m-Toluic acid diethylamide N,N-Diethyl-3-methylbenzamid N,N-Diethyl-m-methylbenzamide N,N-Diethyl-3-methylbenzamide 2,4-diethyl-3-methylbenzamide N,N-Diéthyl-3-méthylbenzamide 3-Methyl-N,N-diethylbenzamide N,N-Diethyl-m-toluamide (DEET) N,N-diethyl-3-methyl-Benzamide N,N-diethyl-3-methyl-benzamide benzamide, N,N-diethyl-3-methyl- N,N-Diethyl-3-methylbenzolcarboxamid 3-methyl-2-deutero-N,N-diethylbenzamide |
| CAS | 134-62-3 |
| EINECS | 205-149-7 |
| InChI | InChI=1/C12H17NO/c1-4-9-6-7-11(12(13)14)10(5-2)8(9)3/h6-7H,4-5H2,1-3H3,(H2,13,14) |
| InChIKey | CXVBTGKUSLNJQZ-UHFFFAOYSA-N |
AI 3-22542 - Physico-chemical Properties
| Molecular Formula | C12H17NO |
| Molar Mass | 191.27 |
| Density | 0.998g/mLat 20°C(lit.) |
| Melting Point | -45 °C |
| Boling Point | 111°C1mm Hg |
| Flash Point | >230°F |
| Water Solubility | NEGLIGIBLE |
| Solubility | DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) |
| Vapor Presure | <0.01 mm Hg ( 25 °C) |
| Vapor Density | 6.7 (vs air) |
| Appearance | Liquid |
| Specific Gravity | 0.996 |
| Color | Clear |
| Merck | 14,2856 |
| BRN | 2046711 |
| pKa | -1.37±0.70(Predicted) |
| Storage Condition | room temp |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents, strong acids, strong bases. Hydrolyzes slowly in water. |
| Refractive Index | n20/D 1.523(lit.) |
| Physical and Chemical Properties | light yellow liquid. There is a light citrus fragrance. |
| Use | It is the main repellent component of various solid and liquid mosquito repellent series; It is a widely used insecticide. Spray it on the skin or clothing to avoid insect and mosquito bites. |
AI 3-22542 - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R36/38 - Irritating to eyes and skin. R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | 61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
| UN IDs | 2810 |
| WGK Germany | 2 |
| RTECS | XS3675000 |
| TSCA | Yes |
| HS Code | 29242995 |
| Hazard Class | 6.1(b) |
| Packing Group | III |
| Toxicity | LD50 orally in male rats (ml/kg): 2.43; in female rats: 1.78; dermally in rabbits: 3.18; LC50 by inhalation in rats (mg/l): 5.95 (U.S. EPA) |
AI 3-22542 - Nature
Open Data Verified Data
light yellow liquid. There is a light citrus fragrance. Boiling point of 160 deg C (2. 53kPa). The relative density was 0.996.
Last Update：2024-01-02 23:10:35
AI 3-22542 - Preparation Method
Open Data Verified Data
reaction of M-methylbenzamide with ethyl chloride.
Last Update：2022-01-01 10:52:37
AI 3-22542 - Use
Open Data Verified Data
for the preparation of highly effective mosquito repellent (DEET).
Last Update：2022-01-01 10:52:37
AI 3-22542 - Safety
Open Data Verified Data
rat acute oral LD50 200mg/kg. The rats were fed with the feed containing 1% dose for 200 days without harm. In white iron or aluminum barrels.
Last Update：2022-01-01 10:52:38
AI 3-22542 - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Overview | DEET, chemical name diethyltoluamide, is a broad-spectrum insect repellent, it has a repellent effect on a variety of stinging insects in a variety of environments, which can drive the thorn flies, the wild flies, the black flies, the chigger mites, the deer flies, the fleas, the flies, the mosquitoes, the sand flies, small flying insects, stable flies, and ticks. DEET was developed and patented by the U. S. Department of Agriculture during World War II and was designated as a mosquito repellent product for use by the U. S. Military in 1946. It was registered as an insect repellent by the U. S. Environmental Protection Agency in 1957 and began to be used for civil use, initially on farms as an insecticide, and later the U. S. Government applied for its use during the war, especially in Vietnam and Southeast Asia, according to the statistics of the US Environmental Protection Agency, nearly 40% Americans use insect repellents containing DEET every year, and about 0.2 billion people worldwide have used them for more than 40 years, DEET has been proved to be the safest and most effective broad-spectrum repellent on the market by more than 20,000 research units. Repellent products containing DEET are also recommended World Health Organization (WHO) to prevent vector insects. It is often used in combination with other insecticides, but its toxicity is enhanced when combined with carbamate insecticides. |
| mechanism of action | the mechanism of DEET is still unclear, the earliest thought is to rely on the use of a deterrent odor to make the blood-sucking insects smell after the emergence of resistance and avoid close to the human body, to prevent the role of bites. However, studies have found that DEET can inhibit the electrophysiological response of mosquitoes to the main components of human sweat, such as lactic acid and 1-octene-3-ol compounds, and mask or close the olfactory system of mosquitoes, prevent the identification of appropriate prey. later, it was found that DEET directly acts on the special olfactory neurons on the mosquito antennae to produce repellent effect, which does not inhibit the mosquito's ability to lactate, perception of such chemicals as CO2 and 1-octen-3-ol. recent studies have also found that the binding of DEET to certain molecular targets is the first step in the identification of external substances, but these findings need to be further verified. |
| One-step synthesis method of mofray company in the United States | mofray company in the United States is the largest manufacturer of DEET in the world. Founded in1927, it is located in grisboro, USA. There is more than 40 years history of production and marketing of DEET (DEET), providing 60% of global consumption. Users include Zhuang Chen, Bayer and other well-known companies, mofray mosquito repellent cream formula has cosmetic properties, no stimulation to human skin, more uniform than alcohol formula, feel more comfortable, without the dry tightness and greasy feeling caused by the use of alcohol formula, the special formula can lock the DEET, in the case of sweating, friction, etc., can still maintain a long-lasting efficacy. The method of production may be referred to as a "one-step synthesis", which has the advantage that it does not produce the additives of chemical synthesis-phosphoric acid, hydrochloric acid, hydrochloride amine and benzene. Phosphoric acid can cause the product to have greasy feeling, and other impurities are not irritating to the skin, or is harmful to the human body. The multi-step synthesis method currently used in China cannot avoid the production of these harmful chemical additives. |
| all kinds of mosquito repellent product effect | containing chemical DEET ingredients of the product effect is the best, the duration of protection provided is also proportional to the concentration of DEET contained therein. For products with DEET concentrations of 23.8%, 20%, 6.6%, and 4.8%, the mean duration of protection before the first bite was 302 minutes, 234 minutes, 112 minutes, and 88 minutes, respectively. The average protection time of plant products was as follows: 95 minutes for the products containing 2% soybean oil, and 3-20 minutes for the products containing different concentrations of citronella oil; the average duration of protection for the newly marketed eucalyptus oil-containing insect repellent is 120 minutes. The "skin bath oil" believed by many consumers to have a mosquito repellent function provides only 10 minutes of protection. products containing one chemical component (Merck's anthelmintic product IR3535) had an average duration of protection of only 23 minutes. |
| DEET repellent should be used with caution in pregnant women | DEET has potential risks to human body, especially in pregnant women: after contact with the skin, the mosquito repellent products containing DEET will penetrate into the blood and may enter the placenta and even the umbilical cord through the blood, thus causing teratogenesis. Pregnant women should avoid using mosquito repellent products containing DEET, choose to wear light-colored long-sleeve pants, or use mosquito repellent products containing natural ingredients to prevent mosquito bites. If it is necessary to use mosquito repellent products containing DEET, the lowest possible concentration and effective mosquito repellent should also be used. |
| safety | The U. S. Centers for Disease Control and Prevention (CDC) only recommends DEET, paecaredine, mosquito repellent, lemon eucalyptus for adult mosquito repellent. The American Academy of Pediatrics (AAP) only recommends DEET and pacaredine for mosquito repellent use in children. DEET is currently the most effective, safe and reliable mosquito repellent ingredients, can be safely used. with caution, the American Academy of Pediatrics believes that infants under 2 months of age should be contraindicated with DEET; And the "pure natural plant essence" lemon eucalyptus that looks harmless to humans and animals, CDC, FDA, AAP has clearly stated that children under 3 years of age should be banned. |
| Use | is the main repellent component of various solid and liquid mosquito repellent series insect repellent, which has special effects on mosquito control. Formulation: 70%, 95% liquid. |
| production method | results from the reaction of M-toluoyl chloride with diethylamine. Industrial products contain 5-15% isomer. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 20:49:11
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