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Cas Database

41908-11-6

41908-11-6

Identification

  • Product Name:3-Acetylbenzaldehyde

  • CAS Number: 41908-11-6

  • EINECS:

  • Molecular Weight:148.161

  • Molecular Formula: C9H8O2

  • HS Code:2914400090

  • Mol File:41908-11-6.mol

Synonyms:m-acetobenzaldehyde;3-Formylacetophenone;m-acetylbenzaldehyde;3-acetyl benzaldehyde;3-acetoxybenzaldehyde;benzaldehyde,3-acetyl;

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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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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:3-Acetylbenzaldehyde 95%
  • Packaging:1g
  • Price:$ 74.7
  • Delivery:In stock
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  • Manufacture/Brand:Crysdot
  • Product Description:3-Acetylbenzaldehyde 95+%
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  • Manufacture/Brand:American Custom Chemicals Corporation
  • Product Description:3-ACETYLBENZALDEHYDE 95.00%
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Relevant articles and documentsAll total 9 Articles be found

Rhodium-catalyzed reductive carbonylation of aryl iodides to arylaldehydes with syngas

Chen, Suqing,Liu, Zhenghui,Mu, Tiancheng,Wang, Peng,Yan, Zhenzhong,Yu, Dongkun,Zhao, Xinhui

, p. 645 - 656 (2020/05/14)

The reductive carbonylation of aryl iodides to aryl aldehydes possesses broad application prospects. We present an efficient and facile Rh-based catalytic system composed of the commercially available Rh salt RhCl3·3H2O, PPh3 as phosphine ligand, and Et3N as the base, for the synthesis of arylaldehydes via the reductive carbonylation of aryl iodides with CO and H2 under relatively mild conditions with a broad substrate range affording the products in good to excellent yields. Systematic investigations were carried out to study the experimental parameters. We explored the optimal ratio of Rh salt and PPh3 ligand, substrate scope, carbonyl source and hydrogen source, and the reaction mechanism. Particularly, a scaled-up experiment indicated that the catalytic method could find valuable applications in industrial productions. The low gas pressure, cheap ligand and low metal dosage could significantly improve the practicability in both chemical researches and industrial applications.

Visible-Light-Promoted Nickel- and Organic-Dye-Cocatalyzed Formylation Reaction of Aryl Halides and Triflates and Vinyl Bromides with Diethoxyacetic Acid as a Formyl Equivalent

Huang, He,Li, Xiangmin,Yu, Chenguang,Zhang, Yueteng,Mariano, Patrick S.,Wang, Wei

supporting information, p. 1500 - 1505 (2017/02/05)

A simple formylation reaction of aryl halides, aryl triflates, and vinyl bromides under synergistic nickel- and organic-dye-mediated photoredox catalysis is reported. Distinct from widely used palladium-catalyzed formylation processes, this reaction proce

Acetamide/SO2Cl2 as an efficient reagent for Friedel-Craft's acylation of aromatic compounds under ultrasonic and microwave conditions

Satish Kumar, Mukka,Chinna Rajanna, Kamatala,Venkanna, Purugula,Venkateswarlu, Marri

, p. 1756 - 1759 (2014/03/21)

Acetamide/SO2Cl2 reagent has been developed for effective Friedel-Craft's acylation of aromatic compounds. Acylation of aromatic compounds with acetamide/SO2Cl2 was much more effective and faster than analogous (acetamide/SOCl2) and (acetamide/POCl 3) reagents even under conventional conditions. However, microwave and ultrasonic assisted reactions afforded high yields of products in very short reaction times (30-40 min under sonication and 3-4 min under microwave assisted conditions).

RuCl 3-DCHA catalyst system: A selective aerobic oxidation of primary benzylic alcohols under mild conditions

Yu, Kaihui,Ye, Dongnai,Shu, Lei,Zhang, Shiyong,Hu, Qiaosheng,Liu, Liangxian

experimental part, p. 2318 - 2326 (2012/06/18)

The aerobic oxidation of benzylic alcohols to their corresponding aldehydes was performed in a RuCl3 · 3H2O-dicyclohexylamine (DCHA) catalyst system under ambient atmosphere at room temperature. It is noteworthy that the RuCl3 · 3H2O-DCHA system displayed a preference for the primary versus secondary benzylic alcohols in both intermolecular and intramolecular competition experiments.

Competition between azido cleavage and triplet nitrene formation in azidomethylacetophenones

Ranaweera, Ranaweera A. A. Upul,Zhao, Yu,Muthukrishnan, Sivaramakrishnan,Keller, Christopher,Gudmundsdottir, Anna D.

, p. 1645 - 1655 (2011/09/14)

Photolysis of p- and m-azidomethylacetophenone (1a, 1b) in argon-saturated solutions yields predominantly imine 2a, 2b, whereas irradiation of 1a, 1b in oxygen-saturated solutions results in heterocycles 3a, 3b, aldehydes 4a, 4b and nitriles 5a, 5b. Density functional theory calculations place the energy of the first and second excited state of the triplet ketones (T1K and T 2K) in 1a, 1b in close proximity to each other. The triplet transition state for cleaving the CN bond in 1a, 1b to form azido and benzyl radicals 1aB, 1bB is located only 3 kcal mol-1 (1 kcal = 4.184 kJ) above T1K, indicating that azido cleavage is feasible. The calculations place the energy of the triplet azido group (TA) in 1a, 1b ~25 kcal mol-1 below T1K; thus, this process is also easily accessible via energy transfer. Further, the transition state barrier for TA to expel N2 and form triplet nitrenes is less than 1 kcal mol-1 above TA in 1a, 1b. Laser flash photolysis of 1a, 1b reveals the formation of the triplet excited ketones of 1a, 1b, which decay to form benzyl radicals 1aB, 1bB and triplet alkylnitrenes. The triplet ketones and the benzyl radicals are quenched with molecular oxygen at rates close to diffusion, whereas the triplet nitrenes react more slowly with oxygen (~5 × 105 M-1s-1). We conclude that the triplet alkylnitrenes intercept the benzyl radicals to form 2 in argon-saturated solution, whereas the benzyl radicals are trapped to form 4 in oxygen-saturated solution; thus, the triplet nitrenes react with oxygen to form 3. CSIRO 2010.

Process route upstream and downstream products

Process route

1-[3-(bromomethyl)phenyl]ethan-1-one
75369-41-4

1-[3-(bromomethyl)phenyl]ethan-1-one

3-acethylbenzonitrile
6136-68-1

3-acethylbenzonitrile

1-{3[5-(3-acetylphenyl)-[1,2,4]oxadiazol-3-yl]-phenyl}ethanone
1263183-73-8

1-{3[5-(3-acetylphenyl)-[1,2,4]oxadiazol-3-yl]-phenyl}ethanone

3-acetylbenzaldehyde
41908-11-6

3-acetylbenzaldehyde

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: sodium azide / acetonitrile / 2 h / Reflux
2: chloroform / Photolysis
With sodium azide; In chloroform; acetonitrile;
3-Methylacetophenone
585-74-0

3-Methylacetophenone

3-acethylbenzonitrile
6136-68-1

3-acethylbenzonitrile

1-{3[5-(3-acetylphenyl)-[1,2,4]oxadiazol-3-yl]-phenyl}ethanone
1263183-73-8

1-{3[5-(3-acetylphenyl)-[1,2,4]oxadiazol-3-yl]-phenyl}ethanone

3-acetylbenzaldehyde
41908-11-6

3-acetylbenzaldehyde

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 12 h / Reflux
2: sodium azide / acetonitrile / 2 h / Reflux
3: chloroform / Photolysis
With N-Bromosuccinimide; sodium azide; dibenzoyl peroxide; In tetrachloromethane; chloroform; acetonitrile;
1-(3-(azidomethyl) phenyl) ethanone
544467-05-2

1-(3-(azidomethyl) phenyl) ethanone

3-acethylbenzonitrile
6136-68-1

3-acethylbenzonitrile

1-{3[5-(3-acetylphenyl)-[1,2,4]oxadiazol-3-yl]-phenyl}ethanone
1263183-73-8

1-{3[5-(3-acetylphenyl)-[1,2,4]oxadiazol-3-yl]-phenyl}ethanone

3-acetylbenzaldehyde
41908-11-6

3-acetylbenzaldehyde

Conditions
Conditions Yield
In chloroform; Photolysis;
23%
4%
11%
3'-iodoacetophenone
14452-30-3

3'-iodoacetophenone

carbon monoxide
201230-82-2

carbon monoxide

3-acetylbenzaldehyde
41908-11-6

3-acetylbenzaldehyde

Conditions
Conditions Yield
With rhodium(III) chloride trihydrate; hydrogen; triethylamine; triphenylphosphine; In N,N-dimethyl acetamide; at 90 ℃; for 12h; under 7500.75 Torr; Autoclave;
81%
acetamide
60-35-5

acetamide

benzaldehyde
100-52-7

benzaldehyde

3-acetylbenzaldehyde
41908-11-6

3-acetylbenzaldehyde

Conditions
Conditions Yield
With sulfuryl dichloride; silica gel; In neat (no solvent); at 20 ℃; Microwave irradiation;
1-(3-(hydroxymethyl)phenyl)ethan-1-ol
1013027-15-0

1-(3-(hydroxymethyl)phenyl)ethan-1-ol

3-(1'-hydroxyethyl)benzaldehyde
1313850-70-2

3-(1'-hydroxyethyl)benzaldehyde

3-acetylbenzaldehyde
41908-11-6

3-acetylbenzaldehyde

Conditions
Conditions Yield
With ruthenium (III) chloride trihydrate; oxygen; N-cyclohexyl-cyclohexanamine; In tetrahydrofuran; at 20 ℃; for 96h;
80%
6%
2,2-diethoxy acetic acid
20461-86-3

2,2-diethoxy acetic acid

3'-Chloroacetophenone
99-02-5

3'-Chloroacetophenone

3-acetylbenzaldehyde
41908-11-6

3-acetylbenzaldehyde

Conditions
Conditions Yield
With nickel(II) chloride hexahydrate; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; caesium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; In N,N-dimethyl-formamide; at 20 ℃; for 24h; Schlenk technique; Inert atmosphere; Irradiation;
76%
2,2-diethoxy acetic acid
20461-86-3

2,2-diethoxy acetic acid

3-acetylphenyl trifluoromethanesulfonate
138313-22-1

3-acetylphenyl trifluoromethanesulfonate

3-acetylbenzaldehyde
41908-11-6

3-acetylbenzaldehyde

Conditions
Conditions Yield
With nickel(II) chloride hexahydrate; 4,4'-Dimethoxy-2,2'-bipyridin; (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 48h; Schlenk technique; Inert atmosphere; Irradiation;
70%
3-(1-butoxy-vinyl)-benzaldehyde

3-(1-butoxy-vinyl)-benzaldehyde

3-acetylbenzaldehyde
41908-11-6

3-acetylbenzaldehyde

Conditions
Conditions Yield
With hydrogenchloride; for 0.5h;
With hydrogenchloride; for 0.5h;
With hydrogenchloride; water; In diethyl ether; at 20 ℃; for 1h; Inert atmosphere;
1-[3-(bromomethyl)phenyl]ethan-1-one
75369-41-4

1-[3-(bromomethyl)phenyl]ethan-1-one

3-acetylbenzaldehyde
41908-11-6

3-acetylbenzaldehyde

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: sodium azide / acetonitrile / 2 h / Reflux
2: methanol / 21.3 h / Inert atmosphere; Photolysis
3: aluminum oxide / methanol; dichloromethane
With aluminum oxide; sodium azide; In methanol; dichloromethane; acetonitrile;

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