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Cas Database

3943-94-0

3943-94-0

Identification

  • Product Name:2-Propenoic acid, 3-(2-hydroxyphenyl)-, ethyl ester, (Z)-

  • CAS Number: 3943-94-0

  • EINECS:

  • Molecular Weight:192.214

  • Molecular Formula: C11H12O3

  • HS Code:

  • Mol File:3943-94-0.mol

Synonyms:

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Safety information and MSDS view more

  • Signal Word:no data available

  • Hazard Statement:no data available

  • 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

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Relevant articles and documentsAll total 65 Articles be found

Free radical scavenging and α-glucosidase inhibitory activity of (E)-methyl/ethyl-3-(2-hydroxyphenyl)acrylates

Harikrishna, G.,Hariprasad, K. Siva,Raju, B. China,Tiwari, A. K.,Zehra, A.

, p. 111 - 116 (2021/09/28)

(E)-Methyl/ethyl-3-(2-hydroxyphenyl)acrylates 3a-x have been prepared by the reaction of salicylaldehydes 1a-l with Wittig reagents such as methyl (triphenylphosphoranylidene)acetate 2a and ethyl (triphenylphosphoranylidene)acetate 2b in dry DCM at room t

Visible-Light-Induced C(sp2)-C(sp3) Coupling Reaction for the Regioselective Synthesis of 3-Functionalized Coumarins

Li, Hanjie,Lin, Zhenwei,Lu, Ping,Qiao, Li,Wang, Yanguang,Xie, Jianwei,Zhang, Ke

supporting information, p. 9552 - 9562 (2021/07/26)

A photocatalysis strategy for the regioselective synthesis of 3-functionalized coumarins is reported. With visible light irradiation, a direct and regioselective C(sp2)-C(sp3) coupling reaction of 3-(2-hydroxyphenyl)acrylates with ethers or thioethers occurs by using Ru(bpy)3Cl2·6H2O as a photocatalyst and TBHP as an oxidant. The cascade process involves alkenylation of the C(sp3)-H bond of ethers and lactonization, furnishing 3-alkylated coumarins as the final products. This approach is characterized by a broad substrate scope, mild reaction conditions, and simplified operation. The synthesis of 3-alkylated coumarins could be realized by a one-pot procedure, starting from commercially available salicylaldehyde.

Platinum complex containing diphosphine meta-position carborane ligand and preparation method and application of platinum complex

-

Paragraph 0031; 0035-0038; 0053-0057, (2021/04/17)

The invention relates to a platinum complex containing a diphosphine m-carborane ligand and a preparation method and application of the platinum complex, the method of the platinum complex comprises the following steps: reacting n-BuLi with m-carborane m-

Ruthenium-catalyzed intramolecular arene C(sp2)-H amidation for synthesis of 3,4-dihydroquinolin-2(1 H)-ones

Au, Chi-Ming,Ling, Cho-Hon,Sun, Wenlong,Yu, Wing-Yiu

supporting information, p. 3310 - 3314 (2021/05/29)

We report the [Ru(p-cymene)(l-proline)Cl] ([Ru1])-catalyzed cyclization of 1,4,2-dioxazol-5-ones to form dihydroquinoline-2-ones in excellent yields with excellent regioselectivity via a formal intramolecular arene C(sp2)-H amidation. The reactions of the 2- and 4-substituted aryl dioxazolones proceeds initially through spirolactamization via electrophilic amidation at the arene site, which is para or ortho to the substituent. A Hammett correlation study showed that the spirolactamization is likely to occur by electrophilic nitrenoid attack at the arene, which is characterized by a negative ρ value of -0.73.

Coumarins by Direct Annulation: β-Borylacrylates as Ambiphilic C3-Synthons

Wienhold, Max,Molloy, John J.,Daniliuc, Constantin G.,Gilmour, Ryan

supporting information, p. 685 - 689 (2020/11/30)

Modular β-borylacrylates have been validated as programmable, ambiphilic C3-synthons in the cascade annulation of 2-halo-phenol derivatives to generate structurally and electronically diverse coumarins. Key to this [3+3] disconnection is the BPin unit which serves a dual purpose as both a traceless linker for C(sp2)–C(sp2) coupling, and as a chromophore extension to enable inversion of the alkene geometry via selective energy transfer catalysis. Mild isomerisation is a pre-condition to access 3-substituted coumarins and provides a handle for divergence. The method is showcased in the synthesis of representative natural products that contain this venerable chemotype. Facile entry into π-expanded estrone derivatives modified at the A-ring is disclosed to demonstrate the potential of the method in bioassay development or in drug repurposing.

Process route upstream and downstream products

Process route

diethyl c-3,c-4-bis(2-hydroxyphenyl)cyclobutane-r-1,c-2-dicarboxylate
86832-85-1,855311-06-7

diethyl c-3,c-4-bis(2-hydroxyphenyl)cyclobutane-r-1,c-2-dicarboxylate

dihydroxy-stilbene
18221-50-6

dihydroxy-stilbene

(E)-ethyl 2-hydroxycinnamate
3943-94-0,17041-46-2,6236-62-0

(E)-ethyl 2-hydroxycinnamate

diethyl Fumarate
623-91-6

diethyl Fumarate

Conditions
Conditions Yield
In ethanol; for 1h; Product distribution; Ambient temperature; Irradiation; correlation between photochemical fission and chemical structure;
salicylaldehyde
90-02-8

salicylaldehyde

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

(E)-ethyl 2-hydroxycinnamate
3943-94-0,17041-46-2,6236-62-0

(E)-ethyl 2-hydroxycinnamate

coumarin
91-64-5

coumarin

Conditions
Conditions Yield
In toluene; Heating;
91%
4%
In xylene; for 4h; Heating;
10%
83%
for 4h; Heating;
9.6%
82.8%
2-acetoxybenzaldehyde
5663-67-2

2-acetoxybenzaldehyde

ethyl diphenylphosphonoacetate
16139-79-0

ethyl diphenylphosphonoacetate

(E)-ethyl 2-hydroxycinnamate
3943-94-0,17041-46-2,6236-62-0

(E)-ethyl 2-hydroxycinnamate

coumarin
91-64-5

coumarin

Conditions
Conditions Yield
2-acetoxybenzaldehyde; ethyl diphenylphosphonoacetate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; sodium iodide; In tetrahydrofuran; at -78 ℃;
With potassium hydroxide; In methanol; at 20 ℃; for 0.25h;
2-methyl-benzyl alcohol
89-95-2

2-methyl-benzyl alcohol

chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

(E)-ethyl 2-hydroxycinnamate
3943-94-0,17041-46-2,6236-62-0

(E)-ethyl 2-hydroxycinnamate

coumarin
91-64-5

coumarin

Conditions
Conditions Yield
With molecular sieve; sodium methylate; triphenylphosphine; microwave irradiation;
2-ethoxycarbonyl-1-(2-hydroxyphenyl)-1-α,2α,2aβ,8bβ-tetrahydro-3H-cyclobuta-<c>-chromen-3-one
85381-11-9,100163-59-5

2-ethoxycarbonyl-1-(2-hydroxyphenyl)-1-α,2α,2aβ,8bβ-tetrahydro-3H-cyclobuta--chromen-3-one

(E)-ethyl 2-hydroxycinnamate
3943-94-0,17041-46-2,6236-62-0

(E)-ethyl 2-hydroxycinnamate

coumarin
91-64-5

coumarin

Conditions
Conditions Yield
In 1,4-dioxane; for 0.583333h; Product distribution; Ambient temperature; Irradiation; correlation between photochemical fission and chemical structure;
2-Iodophenol
533-58-4

2-Iodophenol

ethyl acrylate
140-88-5,9003-32-1

ethyl acrylate

3-(2-hydroxy-phenyl)-acrylic acid ethyl ester
3943-94-0,6236-62-0,17041-46-2

3-(2-hydroxy-phenyl)-acrylic acid ethyl ester

Conditions
Conditions Yield
With C28H40Br4N4Pd2; triethylamine; In N,N-dimethyl-formamide; at 90 ℃; for 4h;
93%
With palladium 10% on activated carbon; triethylamine; In 1,4-dioxane; at 100 ℃; for 20h; Schlenk technique;
84%
With palladium diacetate; triethylamine; In acetonitrile; at 100 ℃; Schlenk technique;
56%
With dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; at 140 ℃; for 0.5h; Inert atmosphere;
diethoxyphosphoryl-acetic acid ethyl ester
867-13-0

diethoxyphosphoryl-acetic acid ethyl ester

salicylaldehyde
90-02-8

salicylaldehyde

(E)-ethyl 2-hydroxycinnamate
3943-94-0,17041-46-2,6236-62-0

(E)-ethyl 2-hydroxycinnamate

Conditions
Conditions Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃; for 48h; Inert atmosphere;
94%
With potassium carbonate; In toluene; at 20 ℃; for 48h;
86%
With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 20 ℃;
salicylaldehyde
90-02-8

salicylaldehyde

ethyl (triphenylphosphoranylidene)acetate
1099-45-2

ethyl (triphenylphosphoranylidene)acetate

(E)-ethyl 2-hydroxycinnamate
3943-94-0,17041-46-2,6236-62-0

(E)-ethyl 2-hydroxycinnamate

Conditions
Conditions Yield
In dichloromethane; at 20 ℃; for 1h;
95%
In benzene; at 60 ℃; for 2h;
95%
In dichloromethane; at 20 ℃;
86%
In benzene; for 12h; Heating;
76%
In ethanol; Reflux;
73%
In toluene; at 20 ℃; Inert atmosphere;
66%
In dichloromethane; at 20 ℃; Sealed tube;
64%
In diethyl ether; for 2h; Reflux;
60%
In benzene; Heating;
ethyl acrylate
140-88-5,9003-32-1

ethyl acrylate

3-(2-hydroxy-phenyl)-acrylic acid ethyl ester
3943-94-0,6236-62-0,17041-46-2

3-(2-hydroxy-phenyl)-acrylic acid ethyl ester

Conditions
Conditions Yield
With C16H41B10ClP2Pt; sodium carbonate; In methanol; at 20 ℃; for 6h; Reagent/catalyst; Time;
95%
With dipotassium peroxodisulfate; palladium(II) acetylacetonate; acetic acid; at 80 ℃;
55 mg
salicylaldehyde
90-02-8

salicylaldehyde

ethyl acetate
141-78-6

ethyl acetate

(E)-ethyl 2-hydroxycinnamate
3943-94-0,17041-46-2,6236-62-0

(E)-ethyl 2-hydroxycinnamate

Conditions
Conditions Yield
With sodium hydride; at 10 - 20 ℃; for 0.6h;
97%
With triphenylphosphine; In ethanol; at 90 ℃; Reflux;
72.6%

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Global( 1) Suppliers
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  • SAGECHEM LIMITED
  • Business Type:Lab/Research institutions
  • Contact Tel:+86-571-86818502
  • Emails:will@sagechem.com
  • Main Products:28
  • Country:China (Mainland)
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