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Cas Database

21615-34-9

21615-34-9

Identification

  • Product Name:Benzoyl chloride,2-methoxy-

  • CAS Number: 21615-34-9

  • EINECS:244-477-5

  • Molecular Weight:170.595

  • Molecular Formula: C8H7ClO2

  • HS Code:2918.90

  • Mol File:21615-34-9.mol

Synonyms:2-(Methyloxy)benzoyl chloride;2-Anisoyl chloride;o-Anisoylchloride (7CI,8CI);2-Methoxybenzoic acid chloride;2-Methoxybenzoyl chloride;o-Methoxybenzoylchloride;ortho-Anisoyl chloride;2-Ethoxybenzoyl chloride;2-Methoxybenzolcarbonylchlorid;2-methoxybenzoyl chloride;benzoyl chloride, 2-methoxy-;

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Safety information and MSDS view more

  • Pictogram(s):CorrosiveC

  • Hazard Codes:C

  • Signal Word:Danger

  • Hazard Statement:H314 Causes severe skin burns and eye damageH335 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

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  • Manufacture/Brand:TRC
  • Product Description:2-Methoxybenzoyl chloride
  • Packaging:250g
  • Price:$ 450
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Methoxybenzoyl Chloride >98.0%(GC)(T)
  • Packaging:500g
  • Price:$ 880
  • Delivery:In stock
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Methoxybenzoyl Chloride >98.0%(GC)(T)
  • Packaging:100g
  • Price:$ 280
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  • Manufacture/Brand:TCI Chemical
  • Product Description:2-Methoxybenzoyl Chloride >98.0%(GC)(T)
  • Packaging:25g
  • Price:$ 97
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:2-Methoxybenzoyl chloride
  • Packaging:5 g
  • Price:$ 34
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Methoxybenzoyl chloride 97%
  • Packaging:25g
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:2-Methoxybenzoyl chloride 97%
  • Packaging:5g
  • Price:$ 42.8
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  • Manufacture/Brand:Oakwood
  • Product Description:2-Methoxybenzoyl chloride 98%
  • Packaging:1g
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  • Manufacture/Brand:Medical Isotopes, Inc.
  • Product Description:2-Methoxybenzoyl chloride
  • Packaging:250 g
  • Price:$ 950
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  • Manufacture/Brand:Matrix Scientific
  • Product Description:2-Methoxybenzoyl chloride 97%
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Relevant articles and documentsAll total 126 Articles be found

Palladium assisted substitution of 3-benzo[b]furan triflates

Morice, Christophe,Garrido, Fabrice,Mann, André,Suffert, Jean

, p. 501 - 503 (2002)

Triflates of 3-coumaranones were prepared, and experimented as coupling partners in palladium catalyzed Stille, Heck, Suzuki, and Sonogashira coupling reactions. The corresponding 3-substituted benzo[b]furans were obtained in excellent yields.

Synthesis of 8-aryltetrahydroisoquinolines as dopamine antagonists and evaluation for potential neuroleptic activity

Ellefson,Prodan,Brougham,Miller

, p. 977 - 980 (1980)

-

Photostability of 4,4′-dihydroxythioindigo, a mimetic of indigo

Dittmann, Marc,Graupner, Franziska F.,Maerz, Benjamin,Oesterling, Sven,Devivie-Riedle, Regina,Zinth, Wolfgang,Engelhard, Martin,Luettke, Wolfgang

, p. 591 - 594 (2014)

The photochemical properties of indigo, a widely used industrial dye, has attracted both experimentalists and theoreticians from the beginning. Especially the high photostability of indigo has been the subject of intensive research. Recently, it was propo

Remarkably Efficient Iridium Catalysts for Directed C(sp2)-H and C(sp3)-H Borylation of Diverse Classes of Substrates

Chattopadhyay, Buddhadeb,Hassan, Mirja Md Mahamudul,Hoque, Md Emdadul

supporting information, p. 5022 - 5037 (2021/05/04)

Here we describe the discovery of a new class of C-H borylation catalysts and their use for regioselective C-H borylation of aromatic, heteroaromatic, and aliphatic systems. The new catalysts have Ir-C(thienyl) or Ir-C(furyl) anionic ligands instead of the diamine-type neutral chelating ligands used in the standard C-H borylation conditions. It is reported that the employment of these newly discovered catalysts show excellent reactivity and ortho-selectivity for diverse classes of aromatic substrates with high isolated yields. Moreover, the catalysts proved to be efficient for a wide number of aliphatic substrates for selective C(sp3)-H bond borylations. Heterocyclic molecules are selectively borylated using the inherently elevated reactivity of the C-H bonds. A number of late-stage C-H functionalization have been described using the same catalysts. Furthermore, we show that one of the catalysts could be used even in open air for the C(sp2)-H and C(sp3)-H borylations enabling the method more general. Preliminary mechanistic studies suggest that the active catalytic intermediate is the Ir(bis)boryl complex, and the attached ligand acts as bidentate ligand. Collectively, this study underlines the discovery of new class of C-H borylation catalysts that should find wide application in the context of C-H functionalization chemistry.

Synthesis and antioxidant activities of berberine 9-: O -benzoic acid derivatives

Liu, Yanfei,Long, Shuo,Zhang, Shanshan,Tan, Yifu,Wang, Ting,Wu, Yuwei,Jiang, Ting,Liu, Xiaoqin,Peng, Dongming,Liu, Zhenbao

, p. 17611 - 17621 (2021/05/29)

Although berberine (BBR) shows antioxidant activity, its activity is limited. We synthesized 9-O-benzoic acid berberine derivatives, and their antioxidant activities were screened via ABTS, DPPH, HOSC and FRAP assays. The para-position was modified with halogen elements on the benzoic acid ring, which led to an enhanced antioxidant activity and the substituent on the ortho-position was found to be better than the meta-position. Compounds 8p, 8c, 8d, 8i, 8j, 8l, and especially 8p showed significantly higher antioxidant activities, which could be attributed to the electronic donating groups. All the berberine derivatives possessed proper lipophilicities. In conclusion, compound 8p is a promising antioxidant candidate with remarkable elevated antioxidant activity and moderate lipophilicity.

Oxygen Reduction by Iron Porphyrins with Covalently Attached Pendent Phenol and Quinol

Singha, Asmita,Mondal, Arnab,Nayek, Abhijit,Dey, Somdatta Ghosh,Dey, Abhishek

, p. 21810 - 21828 (2021/01/11)

Phenols and quinols participate in both proton transfer and electron transfer processes in nature either in distinct elementary steps or in a concerted fashion. Recent investigations using synthetic heme/Cu models and iron porphyrins have indicated that p

Metal-free Synthesis of Spiro-2,2′-benzo[b]furan-3,3′-ones via PhI(OAc)2-Mediated Cascade Spirocyclization

Xing, Qingyu,Liang, Huiyuan,Bao, Mingmai,Li, Xuemin,Zhang, Jingran,Bi, Tianhao,Zhang, Yilin,Xu, Jun,Du, Yunfei,Zhao, Kang

, p. 4669 - 4673 (2019/09/17)

Treating the benzyl protected 3-hydroxy-1,3-bis(2-hydroxyphenyl)prop-2-en-1-ones solely with PhI(OAc)2 (PIDA) in DCE at room temperature readily furnished the seldom studied spiro-2,2′-benzo[b]furan-3,3′-ones in satisfactory to excellent yields. The hypervalent iodine reagent enables the metal-free cascade spirocyclization resulting in the dual oxidative C?O bond formation. (Figure presented.).

Design, synthesis, and preliminary biological evaluation of 3′,4′,5′-trimethoxy flavonoid salicylate derivatives as potential anti-tumor agents

Deng, Xiangping,Liu, Renbo,Li, Junjian,Li, Zhongli,Liu, Juan,Xiong, Runde,Lei, Xiaoyong,Zheng, Xing,Xie, Zhizhong,Tang, Guotao

, p. 1874 - 1884 (2019/01/28)

According to the pharmacophore combination principle, a set of new 3′,4′,5′-trimethoxy flavonoid salicylate derivatives were designed, synthesized, and evaluated for biological activity. The cytotoxicity evaluation revealed that compound 10v exhibited higher potency than 5-Fu against HCT-116 cells. Preliminary biological activity studies showed that compound 10v could inhibit the colony formation and migration of HCT-116 cells. Besides, the Hoechst 33258 staining assay and flow cytometry revealed that treatment with compound 10v induced the apoptosis of HCT-116 cells in a concentration-dependent manner, while it had no effect on their cell cycle. The WB analysis suggested that HIF-1α, tubulin, HK-2, and PFK might be the potential pharmacophore targets of compound 10v. Tubulin was a potential drug target for compound 10v, which was explained by analyzing the crystal structure of compound 10v complexed with tubulin. These results indicated that compound 10v might be a promising anti-tumor agent candidate, deserving further optimization and evaluation.

Process route upstream and downstream products

Process route

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

2-Methoxybenzoyl chloride
21615-34-9

2-Methoxybenzoyl chloride

Conditions
Conditions Yield
With thionyl chloride;
3-Methoxybenzoic acid
586-38-9

3-Methoxybenzoic acid

m-anisoyl chloride
1711-05-3

m-anisoyl chloride

2-Methoxybenzoyl chloride
21615-34-9

2-Methoxybenzoyl chloride

Conditions
Conditions Yield
With thionyl chloride;
2-methoxyphenylacetic acid
93-25-4

2-methoxyphenylacetic acid

2-Methoxybenzoyl chloride
21615-34-9

2-Methoxybenzoyl chloride

Conditions
Conditions Yield
In thionyl chloride;
100%
4-iodoanisol
529-28-2

4-iodoanisol

carbon monoxide
201230-82-2

carbon monoxide

2-Methoxybenzoyl chloride
21615-34-9

2-Methoxybenzoyl chloride

Conditions
Conditions Yield
With bis(tri-t-butylphosphine)palladium(0); benzyltriphenylphosphonium chloride; In toluene; at 110 ℃; for 24h; under 38002.6 Torr; Glovebox; Autoclave; Inert atmosphere;
89%
2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

2-Methoxybenzoyl chloride
21615-34-9

2-Methoxybenzoyl chloride

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 56 percent / sodium hydroxide / methanol / 3 h / Heating
2: oxalyl chloride; N,N-dimethylformamide / CH2Cl2 / 2 h / 20 °C
With sodium hydroxide; oxalyl dichloride; N,N-dimethyl-formamide; In methanol; dichloromethane;
Multi-step reaction with 2 steps
1: 6 M NaOH / methanol / 3 h
2: SOCl2, DMF
With sodium hydroxide; thionyl chloride; N,N-dimethyl-formamide; In methanol;
Multi-step reaction with 2 steps
1: sodium hydroxide; water / methanol / 4 - 6 h / 45 - 50 °C
2: thionyl chloride / 4 - 6 h / Reflux
With thionyl chloride; water; sodium hydroxide; In methanol;
Multi-step reaction with 2 steps
1: sodium hydroxide; water / methanol
2: thionyl chloride
With thionyl chloride; water; sodium hydroxide; In methanol;
Multi-step reaction with 2 steps
1: sodium hydroxide / methanol / 2.5 h / 40 °C
2: thionyl chloride / 5 h / 80 °C / Inert atmosphere
With thionyl chloride; sodium hydroxide; In methanol;
Multi-step reaction with 2 steps
1: water / 0.25 h / 80 °C
2: thionyl chloride / dichloromethane / 1 h / 40 °C
With thionyl chloride; water; In dichloromethane;
Multi-step reaction with 2 steps
1: sodium hydroxide / ethanol; water / Reflux
2: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 20 °C
With thionyl chloride; N,N-dimethyl-formamide; sodium hydroxide; In ethanol; dichloromethane; water;
2-Methoxybenzoyl chloride
21615-34-9

2-Methoxybenzoyl chloride

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: sulfuric acid
2: potassium carbonate / acetonitrile
3: sodium hydroxide; water / methanol
4: thionyl chloride
With thionyl chloride; sulfuric acid; water; potassium carbonate; sodium hydroxide; In methanol; acetonitrile;
Multi-step reaction with 3 steps
1: potassium carbonate / acetone / 4 h / 0 - 10 °C / Reflux; Inert atmosphere
2: sodium hydroxide / methanol / 2.5 h / 40 °C
3: thionyl chloride / 5 h / 80 °C / Inert atmosphere
With thionyl chloride; potassium carbonate; sodium hydroxide; In methanol; acetone;
Multi-step reaction with 2 steps
1.1: sodium hydroxide / water / 0.5 h / 37 °C / pH 10
1.2: 2.25 h / 80 °C / pH 7 - 10
2.1: N,N-dimethyl-formamide; thionyl chloride / dichloromethane / 0.5 h / 40 °C
With thionyl chloride; N,N-dimethyl-formamide; sodium hydroxide; In dichloromethane; water;
Multi-step reaction with 3 steps
1.1: sodium hydroxide / water / 0.5 h / 37 °C / pH 10
1.2: 3 h / pH 10
2.1: water / 0.25 h / 80 °C
3.1: thionyl chloride / dichloromethane / 1 h / 40 °C
With thionyl chloride; water; sodium hydroxide; In dichloromethane; water;
Multi-step reaction with 2 steps
1: sodium hydroxide / water / 0 - 100 °C
2: pyridine; thionyl chloride / 75 °C / Inert atmosphere
With pyridine; thionyl chloride; sodium hydroxide; In water;
2-methoxybenzoic acid methyl ester
606-45-1

2-methoxybenzoic acid methyl ester

2-Methoxybenzoyl chloride
21615-34-9

2-Methoxybenzoyl chloride

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: 56 percent / KOH / methanol; H2O / 4 h / Heating
2: thionyl chloride / 0.5 h / 40 °C
With potassium hydroxide; thionyl chloride; In methanol; water;
Multi-step reaction with 2 steps
1: 6percent aq. KOH
2: SOCl2
With potassium hydroxide; thionyl chloride;
methyl salicylate
119-36-8,8024-54-2

methyl salicylate

2-Methoxybenzoyl chloride
21615-34-9

2-Methoxybenzoyl chloride

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: potassium carbonate / acetonitrile
2: sodium hydroxide; water / methanol
3: thionyl chloride
With thionyl chloride; water; potassium carbonate; sodium hydroxide; In methanol; acetonitrile;
Multi-step reaction with 3 steps
1: potassium iodide; potassium carbonate / acetone / Reflux
2: sodium hydroxide / ethanol; water / Reflux
3: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 20 °C
With thionyl chloride; potassium carbonate; N,N-dimethyl-formamide; potassium iodide; sodium hydroxide; In ethanol; dichloromethane; water; acetone;
2-methoxy-benzonitrile
6609-56-9

2-methoxy-benzonitrile

2-Methoxybenzoyl chloride
21615-34-9

2-Methoxybenzoyl chloride

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: potassium hydroxide / ethylene glycol / 7 h / 170 °C
2: thionyl chloride / 3 h / Reflux
With thionyl chloride; potassium hydroxide; In ethylene glycol;
oxalyl dichloride
79-37-8

oxalyl dichloride

2-Methoxybenzoic acid
579-75-9

2-Methoxybenzoic acid

2-Methoxybenzoyl chloride
21615-34-9

2-Methoxybenzoyl chloride

Conditions
Conditions Yield
In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 2h;

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