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2-Isopropyl-6-methyl-4-pyrimidinol is a pyrimidine compound that serves as a significant intermediate in the synthesis of various benzophenone derivatives, which possess antifungal and antibacterial properties. It is also recognized as a major metabolite of the pesticide diazinon and has been identified in the general population exposed to organophosphorus compounds, such as insecticides, flame retardants, and plasticizers, as well as moth repellents used in Japanese households.

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  • China Biggest factory Supply High Quality 2-ISOPROPYL-6-METHYL-4-PYRIMIDINOL CAS 2814-20-2

    Cas No: 2814-20-2

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  • 2814-20-2 Structure
  • Basic information

    1. Product Name: 2-ISOPROPYL-6-METHYL-4-PYRIMIDINOL
    2. Synonyms: 2-isopropyl-6-methyl-4(1h)-pyrimidinon;2-isopropyl-6-methyl-4(3h)-pyrimidinon;2-isopropyl-6-methyl-4-pyrimidone;6-methyl-2-(1-methylethyl)-4(1h)-pyrimidinon;6-pyrimidinol,2-isopropyl-4-methyl;g27550;imhp;TIMTEC-BB SBB009916
    3. CAS NO:2814-20-2
    4. Molecular Formula: C8H12N2O
    5. Molecular Weight: 152.19
    6. EINECS: 220-561-7
    7. Product Categories: Heterocyclic Compounds;Pyrimidines;Building Blocks;Heterocyclic Building Blocks;Alpha sort;Alphabetic;H-MAnalytical Standards;IEnvironmental Standards;Metabolites;Pesticides&Metabolites
    8. Mol File: 2814-20-2.mol
    9. Article Data: 11
  • Chemical Properties

    1. Melting Point: 172-175 °C(lit.)
    2. Boiling Point: 274.67°C (rough estimate)
    3. Flash Point: 93.2°C
    4. Appearance: /
    5. Density: 1.0996 (rough estimate)
    6. Vapor Pressure: 0.0655mmHg at 25°C
    7. Refractive Index: 1.4940 (estimate)
    8. Storage Temp.: Sealed in dry,Room Temperature
    9. Solubility: DMSO (Slightly), Methanol (Slightly)
    10. PKA: 9.74±0.50(Predicted)
    11. CAS DataBase Reference: 2-ISOPROPYL-6-METHYL-4-PYRIMIDINOL(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2-ISOPROPYL-6-METHYL-4-PYRIMIDINOL(2814-20-2)
    13. EPA Substance Registry System: 2-ISOPROPYL-6-METHYL-4-PYRIMIDINOL(2814-20-2)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-37/39
    4. WGK Germany: 2
    5. RTECS: UW7525000
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 2814-20-2(Hazardous Substances Data)

2814-20-2 Usage

Uses

Used in Pharmaceutical Industry:
2-Isopropyl-6-methyl-4-pyrimidinol is used as an intermediate for the synthesis of benzophenone derivatives, which exhibit antifungal and antibacterial activities. These derivatives are essential in the development of pharmaceutical products aimed at treating various infections and diseases caused by fungi and bacteria.
Used in Pesticide Synthesis:
In the agricultural industry, 2-Isopropyl-6-methyl-4-pyrimidinol is utilized as a key intermediate in the synthesis of Diazinon (D416880) and Diazoxon (D416890), which are organophosphate insecticides. These insecticides play a crucial role in controlling pests and protecting crops from damage, thereby ensuring food security and crop yield.
Used in Environmental and Analytical Chemistry:
2-Isopropyl-6-methyl-4-pyrimidinol has been identified as a urinary metabolite in the general population exposed to organophosphorus compounds, such as insecticides, flame retardants, and plasticizers. This makes it an important biomarker for assessing human exposure to these compounds and understanding their potential health impacts. Additionally, the photocatalytic oxidation of 2-isopropyl-6-methyl-4-pyrimidinol has been reported, which could have implications for environmental remediation and the development of new analytical methods for detecting and monitoring the presence of organophosphorus compounds in the environment.

Check Digit Verification of cas no

The CAS Registry Mumber 2814-20-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,8,1 and 4 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 2814-20:
(6*2)+(5*8)+(4*1)+(3*4)+(2*2)+(1*0)=72
72 % 10 = 2
So 2814-20-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H12N2O/c1-5(2)8-9-6(3)4-7(11)10-8/h4-5H,1-3H3,(H,9,10,11)

2814-20-2 Well-known Company Product Price

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  • Aldrich

  • (375144)  2-Isopropyl-6-methyl-4-pyrimidinol  99%

  • 2814-20-2

  • 375144-100G

  • 400.14CNY

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2814-20-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-methyl-2-propan-2-yl-1H-pyrimidin-4-one

1.2 Other means of identification

Product number -
Other names EINECS 220-561-7

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2814-20-2 SDS

2814-20-2Relevant articles and documents

Ultra-fast catalytic detoxification of organophosphates by nano-zeolitic imidazolate frameworks

Ebrahimi, Arash,Mohammadsalehi, Maedeh,Nassireslami, Ehsan,Zibaseresht, Ramin

, (2020/04/29)

Detrimental and injurious impacts of Organophosphates that have had on environment, humans, organisms and the other animals or plants have not been surreptitious to anyone worldwide. Nevertheless, up to now, among many efforts that have been devoted to detoxification of Organophosphates (OPs), catalytic detoxification has been the most applicable, cost-effective, efficacious and safest way to break down these dangerous materials. Herein, the utilization of zeolitic imidazolate frameworks (ZIFs), for the first time, has been reported to deactivate Diazinon as an organophosphate agent demonstrated at room temperature. In the following research, the catalysts were analyzed by PXRD, FT-IR, FE-SEM, BET, CO2 adsorption/desorption and TG. The decontamination processes were followed by 31P NMR, HPLC, and UV–vis to evaluate catalytic efficiency. Interestingly, supreme reusability, durability and potentially stunning catalytic activity represent them as alternate materials for their amazing elimination of OPs compared to the other MOFs.

SUPPORTED MOLYBDENUM PEROXO COMPLEXES FOR TRANSFORMING ORGANO PHOSPHATE NEUROTOXINS TO A VALUE-ADDED, COMMODITY PHOSPHORUS CHEMICAL

-

Paragraph 0022, (2018/10/21)

The invention relates to degradation of organophosphate neurotoxins with molybdenum complexes. In particular, the degradation of phosphate ester neurotoxins can be performed with molybdenum peroxo complexes resulting in recoverable phosphorus-containing compounds.

An ortho-palladated dimethylbenzylamine complex as a highly efficient turnover catalyst for the decomposition of P=S insecticides. Mechanistic studies of the methanolysis of some P=S-containing phosphorothioate triesters

Lu, Zhong-Lin,Neverov, Alexei A.,Brown, R. Stan

, p. 3379 - 3387 (2007/10/03)

An ortho-palladated complex Pd(dmba)(py)(OTf) (9), or Pd(N,N- dimethylbenzylamine)(pyridine)-(trifluoromethanesulfonate), was synthesized and its solution properties in methanol studied as a function of s spH. In neutral solution the triflate dissociates from the complex to give a dominant form Pd(dmba)(py)(HOCH3), and in acid the pyridine dissociates to give Pyr-H+ and Pd(dmba)(HOCH3)(HOCH 3). Under basic conditions, Pd(dmba)(py)(HOCH3) ionizes to give Pd(dmba)(py)(-OCH3) from which the pyridine can dissociate to yield a mixture of a bis-methoxy-bridged dimer (Pd(dmba)( -OCH3))2 (15-dimer), and its monomer Pd(dmba)(HOCH3)-(-OCH3). Kinetic studies under buffered conditions reveal that 9 is an effective catalyst for the methanolysis of fenitrothion and other P=S pesticides. The active form of the catalyst is a basic one having one associated methoxide generated with an apparent sspKa of 10.8. Analysis of the change in the UV/vis spectrum as a function of sspH generates a spectrophotometric ssKa of 10.8 ±0.1. This catalytic system is shown to promote the methanolysis of fenitrothion (3), diazinon (4), quinalphos (5), coumaphos (10) and dichlofenthion (11) at 0.05 mol dm-3 triethyl amine buffer, sspH 10.8, 25°C, under turnover conditions where the [phosphorothioate]/[9] ratio is 48.6, 13.4, 13.4, 18.6, and 48.6 respectively. In all cases, the products were derived from displacement of the leaving group by methoxide, the second-order turnover rate constants being 36.9, 0.45, 0.12, > 146.7 and 44.3 dm 3 mol-1 s-1 respectively. An associative mechanism for the catalyzed methanolysis of the P=S pesticides is proposed where a transiently coordinated S=P substrate is intramolecularly attacked by the PdII-coordinated methoxide. The Royal Society of Chemistry 2005.

Influence of Natural Dissolved Organic Matter, Temperature, and Mixing on the Abiotic Hydrolysis of Triazine and Organophosphate Pesticides

Noblet, James A.,Smith, Lynda A.,Suffet

, p. 3685 - 3693 (2007/10/03)

Abiotic hydrolysis of simazine, atrazine, diazinon, methylparathion, and chlorpyrifos was studied in three different natural waters and buffered Milli-Q water. The triazines showed no detectable decrease in concentration in any of the waters over 43 days at pH 8.0 and 40 °C. The rates of hydrolysis for diazinon and methylparathion were statistically similar in all waters tested. Chlorpyrifos exhibited a ~32% decrease in hydrolysis rate in the presence of a high concentration of dissolved organic matter (DOM) (34.5 mg/L dissolved organic carbon). The activation energies are larger, and thus the predicted hydrolysis rates are significantly slower than those previously reported. The effect of continuous vigorous mixing on hydrolysis rates was investigated and found to have only a minor effect. The results suggest that uncatalyzed abiotic hydrolysis is very slow for these compounds at the temperatures and pH's typical of most natural waters and affirm the need for a greater understanding of the relative influence of DOM, catalysis, and biodegradation on the fate of organophosphate and triazine pesticides.

Silica-Bound Sulfonic Acid Catalysts

Badley, Rickey D.,Ford, Warren T.

, p. 5437 - 5443 (2007/10/02)

The catalytic activity of colloidal silica sulfonic acid for the hydrolyses of diazinon and triphenylmethyl fluoride was compared with that of silica gel sulfonic acids, gel and macroporous poly(styrenesulfonic acids), powdered and soluble Nafion, p-toluenesulfonic acid, and hydrochloric acid.For diazinon hydrolysis, the colloidal catalyst was only slighty less active than the soluble strong acid catalysts and 2.8 times more active than any of other heterogeneous catalysts.The silica gel and polymeric sulfonic acid catalysts had similar activities.For triphenylmethyl fluoride hydrolysis all of the catalysts were only weakly active.

Pyrimidylmethyl thiophosphorus esters useful for the control of insects, mites and nematodes

-

, (2008/06/13)

Heterocyclic compounds of the formula STR1 wherein R1, R2, R3, R4, R5 and X are as defined hereinafter, process for their preparation, as well as pesticidal compositions containing these compounds as the active ingredient and methods for using the pesticidal compositions for the control of pests are described.

1,3-Oxazines and Related Compounds. VI. Synthesis and Some Reactions of 2,6-Disubstituted 4H-1,3-Thiazin-4-ones

Yamamoto, Yutaka,Ohnishi, Shuhei,Azuma, Yutaka

, p. 1929 - 1935 (2007/10/02)

Various of 2,6-disubstituted 4H-1,3-thizin-4-ones (5) were synthesized by successive treatment of N-acylacetylcarboxamides with acid (such as 70percent perchloric acid or fluorosulfonic acid) and hydrogen sulfide.Reactions of 5 were investigated; ammonolysis with ethanolic ammonia gave the corresponding pyrimidin-4-ones; hydrolysis of 2-alkyl-1,3-thiazine derivatives yielded ring-opend N-acyl-β-mercaptocrotonamides; reduction with NaBH4 or LiALH4 afforded 3,4-dihydro-2H-1,3-thiazin-4-one derivatives.Keywords - 1,3-thiazin-4-one; 3,4-dihydro-2H-1,3-thiazin-4-one; pyrimidin-4-one; 1,3-oxazinium salt; 1,3-thiazinium salt; N-acylacetylcarboxamide; N-acyl-β-mercaptocrotonamide

THE REACTIONS OF 4-PYRIMIDINONE DERIVATIVES WITH SODIUM AMIDE AND WITH HYDRAZINE: SYNTHESIS OF TRIAZOLE

Hirai, Yoshiro,Egawa, Hiroyuki,Yamada, Shoko,Yamazaki, Takao

, p. 1243 - 1246 (2007/10/02)

The 3,6-dialkyl-2-isopropyl-4-pyrimidinones (1)-(3) and 3,6-dimethyl-2-phenyl-4-pyrimidinone (6) were converted to the N-dealkylated 4-pyrimidinone (4), (5), and (7) by reaction with sodium amide in liq. ammonia.Also, these 4-pyrimidinones (1)-(3) and (6) were converted to the triazoles (10)-(12) by heating with hydrazine, respectively.

REACTION OF 3-AMINOCROTONAMIDE WITH NITRILES

Kato, Tetsuzo,Chiba, Takuo,Sasaki, Makoto

, p. 577 - 580 (2007/10/02)

The reaction of 3-aminocrotonamide (5) with some nitriles, such as acetonitrile, propiononitrile, iso-butyronitrile, and benzonitrile, gave the corresponding 2-substituted 6-methyl-4(3H)-pyrimidones (2a-2d).Phenylacetonitrile reacted with (5) to give 2-benzyl-6-methyl-4(3H)-pyrimidone (7) and 6-amino-4-methyl-5-phenyl-2(1H)-pyridone (8a).Malononitrile, however, reacted with (5) to afford 6-amino-5-cyano-4-methyl-2(1H)-pyridone (8b).

Process for the production of 2-alkyl- or cycloalkyl-4-methyl-6-hydroxypyrimidines

-

, (2008/06/13)

Production of 2-alkyl- or cycloalkyl-4-methyl-6-hydroxypyrimidines by first neutralizing an alkyl imidate ester hydrochloride with a base in the presence of a water-immiscible solvent for the alkyl imidate ester to be freed thereby; condensing the alkyl imidate ester with diketene to form an oxazinone intermediate, which is then reacted in organic solution with gaseous ammonia and recovering the desired substituted 6-hydroxypyrimidine.

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