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120-33-2

120-33-2

Identification

Synonyms:m-Toluicacid, ethyl ester (6CI,7CI,8CI);3-Methylbenzoic acid ethyl ester;Ethyl3-methylbenzoate;Ethyl m-methylbenzoate;Ethyl m-toluate;NSC 20009;

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Safety information and MSDS view more

  • Pictogram(s):IrritantXi

  • Hazard Codes:Xi

  • Signal Word:Warning

  • Hazard Statement:H315 Causes skin irritationH319 Causes serious eye irritation H335 May cause respiratory irritation

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician. In case of skin contact Wash off with soap and plenty of water. Consult a physician. In case of eye contact Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.

  • Fire-fighting measures: Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. Pick up and arrange disposal. Sweep up and shovel. Keep in suitable, closed containers for disposal.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Store in cool place. Keep container tightly closed in a dry and well-ventilated place.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price view more

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  • Manufacture/Brand:TRC
  • Product Description:Ethyl3-Methylbenzoate
  • Packaging:500mg
  • Price:$ 60
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Ethyl m-toluate 99%
  • Packaging:5g
  • Price:$ 39.1
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:Ethyl3-methylbenzoate 98%
  • Packaging:100g
  • Price:$ 55
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:ETHYL 3-METHYLBENZOATE 95.00%
  • Packaging:10G
  • Price:$ 1964.66
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:ETHYL 3-METHYLBENZOATE 95.00%
  • Packaging:5G
  • Price:$ 1370.41
  • Delivery:In stock
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:ETHYL 3-METHYLBENZOATE 95.00%
  • Packaging:1G
  • Price:$ 848.93
  • Delivery:In stock
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  • Manufacture/Brand:Ambeed
  • Product Description:Ethyl3-methylbenzoate 98%
  • Packaging:25g
  • Price:$ 55
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  • Manufacture/Brand:Ambeed
  • Product Description:Ethyl3-methylbenzoate 98%
  • Packaging:5g
  • Price:$ 19
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  • Manufacture/Brand:Ambeed
  • Product Description:Ethyl3-methylbenzoate 98%
  • Packaging:1g
  • Price:$ 6
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  • Manufacture/Brand:AK Scientific
  • Product Description:Ethyl m-toluate
  • Packaging:25g
  • Price:$ 97
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Relevant articles and documentsAll total 66 Articles be found

A continuous-flow approach to palladium-catalyzed alkoxycarbonylation reactions

Kelly, Christopher B.,Lee, Christopher,Mercadante, Michael A.,Leadbeater, Nicholas E.

, p. 717 - 720 (2011)

Using a continuous-flow approach, it is possible to perform alkoxycarbonylation reactions of aryl iodides. Optimized reactor design allows for adequate mixing of gaseous and liquid reagents. Reactions are performed at rates of around 3 mL/min and at concentrations of 1 M, allowing for significant volumes to be processed per unit time. Palladium acetate (0.5 mol %) is used as the catalyst without the need for an additional ligand.

Palladium-catalyzed cross-coupling reaction of arylboronic acids with chloroformate or carbamoyl chloride

Duan, Ya-Zhen,Deng, Min-Zhi

, p. 355 - 357 (2005)

The first palladium-catalyzed cross-coupling reaction between substituted arylboronic acids and chloroformate or carbamoyl chloride is described. One-carbon homologation from arylboronic acids was achieved to give corresponding esters or amides in good yi

Continuous-flow, palladium-catalysed alkoxycarbonylation reactions using a prototype reactor in which it is possible to load gas and heat simultaneously

Mercadante, Michael A.,Leadbeater, Nicholas E.

, p. 6575 - 6578 (2011)

A prototype tube-in-tube reactor in which it is possible to load gas and heat simultaneously has been used in a continuous-flow approach to alkoxycarbonylation reactions of aryl iodides. In the stainless steel coil, liquid flows on the outside of a gas-permeable membrane. The coil can be heated and the temperature can be measured accurately via a probe touching the outer steel surface. A range of aryl iodides can be transformed to the corresponding esters in excellent conversion by reaction at 120 °C using 0.5 mol% palladium acetate as the catalyst with no additional ligand required. Small-scale optimization and substrate screening runs were followed by scale-up.

Development of Novel (+)-Nootkatone Thioethers Containing 1,3,4-Oxadiazole/Thiadiazole Moieties as Insecticide Candidates against Three Species of Insect Pests

Cheng, Wanqing,Fan, Jiangping,Guo, Yong,Han, Meiyue,Ma, Nannan,Yan, Xiaoting,Yang, Ruige

, p. 15544 - 15553 (2022/01/03)

To improve the insecticidal activity of (+)-nootkatone, a series of 42 (+)-nootkatone thioethers containing 1,3,4-oxadiazole/thiadiazole moieties were prepared to evaluate their insecticidal activities against Mythimna separata Walker, Myzus persicae Sulzer, and Plutella xylostella Linnaeus. Insecticidal evaluation revealed that most of the title derivatives exhibited more potent insecticidal activities than the precursor (+)-nootkatone after the introduction of 1,3,4-oxadiazole/thiadiazole on (+)-nootkatone. Among all of the (+)-nootkatone derivatives, compound 8c (1 mg/mL) exhibited the best growth inhibitory (GI) activity against M. separata with a final corrected mortality rate (CMR) of 71.4%, which was 1.54- and 1.43-fold that of (+)-nootkatone and toosendanin, respectively; 8c also displayed the most potent aphicidal activity against M. persicae with an LD50 value of 0.030 μg/larvae, which was closer to that of the commercial insecticidal etoxazole (0.026 μg/larvae); and 8s showed the best larvicidal activity against P. xylostella with an LC50 value of 0.27 mg/mL, which was 3.37-fold that of toosendanin and slightly higher than that of etoxazole (0.28 mg/mL). Furthermore, the control efficacy of 8s against P. xylostella in the pot experiments under greenhouse conditions was better than that of etoxazole. Structure-activity relationships (SARs) revealed that in most cases, the introduction of 1,3,4-oxadiazole/thiadiazole containing halophenyl groups at the C-13 position of (+)-nootkatone could obtain more active derivatives against M. separata, M. persicae, and P. xylostella than those containing other groups. In addition, toxicity assays indicated that these (+)-nootkatone derivatives had good selectivity to insects over nontarget organisms (normal mammalian NRK-52E cells and C. idella and N. denticulata fries) with relatively low toxicity. Therefore, the above results indicate that these (+)-nootkatone derivatives could be further explored as new lead compounds for the development of potential eco-friendly pesticides.

Synthesis and biological evaluation of honokiol derivatives bearing 3-((5-phenyl-1,3,4-oxadiazol-2-yl)methyl)oxazol-2(3h)-ones as potential viral entry inhibitors against sars-cov-2

Bai, Li-Ping,Guo, Yong,Jiang, Zhi-Hong,Liu, Jia-Zheng,Meng, Jie-Ru,Xu, Ting,Zheng, Zhi-Yuan

, (2021/09/08)

The 2019 coronavirus disease (COVID-19) caused by SARS-CoV-2 virus infection has posed a serious danger to global health and the economy. However, SARS-CoV-2 medications that are specific and effective are still being developed. Honokiol is a bioactive component from Magnoliae officinalis Cortex with damp-drying effect. To develop new potent antiviral molecules, a series of novel honokiol analogues were synthesized by introducing various 3-((5-phenyl-1,3,4-oxadiazol-2-yl)methyl)oxazol-2(3H)-ones to its molecule. In a SARS-CoV-2 pseudovirus model, all honokiol derivatives were examined for their antiviral entry activities. As a result, 6a and 6p demonstrated antiviral entry effect with IC50 values of 29.23 and 9.82 μM, respectively. However, the parental honokiol had a very weak antiviral activity with an IC50 value more than 50 μM. A biolayer interfero-metry (BLI) binding assay and molecular docking study revealed that 6p binds to human ACE2 protein with higher binding affinity and lower binding energy than the parental honokiol. A competitive ELISA assay confirmed the inhibitory effect of 6p on SARS-CoV-2 spike RBD’s binding with ACE2. Importantly, 6a and 6p (TC50 > 100 μM) also had higher biological safety for host cells than honokiol (TC50 of 48.23 μM). This research may contribute to the discovery of potential viral entrance inhibitors for the SARS-CoV-2 virus, although 6p’s antiviral efficacy needs to be validated on SARS-CoV-2 viral strains in a biosafety level 3 facility.

Pleuromutilin derivative with 1, 3, 4-oxadiazole side chain and preparation and application thereof

-

Paragraph 0055-0056; 0070; 0090; 0092; 0095; 0102, (2021/07/24)

The invention belongs to the field of medicinal chemistry, and particularly relates to a pleuromutilin derivative with a 1, 3, 4-oxadiazole side chain and preparation and application thereof The pleuromutilin derivative with the 1, 3, 4-oxadiazole side chain is a compound shown in a formula 2 or a pharmaceutically acceptable salt thereof, and a solvent compound, an enantiomer, a diastereoisomer and a tautomer of the compound shown in the formula 2 or the pharmaceutically acceptable salt thereof or a mixture of the solvent compound, the enantiomer, the diastereoisomer and the tautomer in any proportion, including a racemic mixture. The pleuromutilin derivative has good antibacterial activity, is especially suitable for being used as a novel antibacterial agent for systemic system infection of animals or human beings, and has good water solubility.

Process route upstream and downstream products

Process route

ethanol
64-17-5

ethanol

m-tolyl aldehyde
620-23-5

m-tolyl aldehyde

ethyl 3-methylbenzoate
120-33-2

ethyl 3-methylbenzoate

m-Toluic acid
99-04-7

m-Toluic acid

Conditions
Conditions Yield
With sodium cyanide; In N,N-dimethyl-formamide; at 80 ℃; for 24h; Molecular sieve;
90%
6%
ethanol
64-17-5

ethanol

carbon monoxide
201230-82-2

carbon monoxide

3-Iodotoluene
625-95-6

3-Iodotoluene

ethyl 3-methylbenzoate
120-33-2

ethyl 3-methylbenzoate

Conditions
Conditions Yield
With 4 A molecular sieve; (Ph3P)PdCl2; In tetrahydrofuran; at 100 ℃; for 24h; under 22800 Torr;
97%
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 120 ℃; under 9308.91 Torr;
With palladium diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; at 120 ℃; under 8274.59 - 10136.4 Torr;
91 %Spectr.
ethanol
64-17-5

ethanol

3-methylbenzyl alcohol
587-03-1

3-methylbenzyl alcohol

ethyl 3-methylbenzoate
120-33-2

ethyl 3-methylbenzoate

Conditions
Conditions Yield
With bismuth(lll) trifluoromethanesulfonate; dichloro bis(acetonitrile) palladium(II); oxygen; potassium carbonate; at 80 ℃; for 8h; Schlenk technique;
82%
1-chloro-3-methylbenzene
108-41-8

1-chloro-3-methylbenzene

potassium monoethyl oxalate
1906-57-6

potassium monoethyl oxalate

ethyl 3-methylbenzoate
120-33-2

ethyl 3-methylbenzoate

Conditions
Conditions Yield
With palladium(II) trifluoroacetate; 1,3-bis(dicyclohexylphosphine)propane; In 1-methyl-pyrrolidin-2-one; at 150 ℃; for 24h; Inert atmosphere;
73%
m-tolylboronic acid
17933-03-8

m-tolylboronic acid

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

ethyl 3-methylbenzoate
120-33-2

ethyl 3-methylbenzoate

Conditions
Conditions Yield
With copper(I) oxide; potassium phosphate; tetrakis(triphenylphosphine) palladium(0); In toluene; at 80 ℃; for 24h;
73%
ethyl 2-(prop-2-yn-1-yl)pent-4-ynoate
40870-15-3

ethyl 2-(prop-2-yn-1-yl)pent-4-ynoate

ethyl 3-methylbenzoate
120-33-2

ethyl 3-methylbenzoate

Conditions
Conditions Yield
With water; sodium hydroxide; In ethanol; Reflux;
25%
C<sub>18</sub>H<sub>23</sub>BrMgZn

C18H23BrMgZn

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

ethyl 3-methylbenzoate
120-33-2

ethyl 3-methylbenzoate

Tri-<i>m</i>-tolyl-methanol
51226-48-3

Tri-m-tolyl-methanol

Conditions
Conditions Yield
With tributylphosphine; In tetrahydrofuran; at 25 ℃; for 2h; Inert atmosphere;
m-tolylboronic acid
17933-03-8

m-tolylboronic acid

ethyl (4-methoxyphenylimino)acetate
124156-21-4

ethyl (4-methoxyphenylimino)acetate

ethyl 3-methylbenzoate
120-33-2

ethyl 3-methylbenzoate

Conditions
Conditions Yield
With [2,2]bipyridinyl; palladium(II) trifluoroacetate; In nitromethane; at 110 ℃; for 48h; Inert atmosphere;
88%
ethanol
64-17-5

ethanol

toluene-3-thiol
108-40-7

toluene-3-thiol

carbon monoxide
201230-82-2

carbon monoxide

ethyl 3-methylbenzoate
120-33-2

ethyl 3-methylbenzoate

Conditions
Conditions Yield
With dicobalt octacarbonyl; water; at 190 ℃; for 24h; under 43957.6 - 46543.3 Torr;
77%
3-(4-nitro-phenoxymethyl)-benzoic acid ethyl ester

3-(4-nitro-phenoxymethyl)-benzoic acid ethyl ester

ethyl 3-methylbenzoate
120-33-2

ethyl 3-methylbenzoate

4-amino-phenol
123-30-8

4-amino-phenol

Conditions
Conditions Yield
With magnesium; In methanol; at 20 ℃; for 5h;
87%

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