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1-Phenylbutane-1,2-dione, also known as dibenzoylmethane, is a chemical compound with the molecular formula C15H12O2. It is a versatile compound known for its ability to absorb ultraviolet (UV) radiation, making it a common ingredient in sunscreens. Additionally, it exhibits potential antioxidant and anti-inflammatory properties, which contribute to its popularity in skincare products and ongoing research for its use in treating various skin conditions. 1-phenylbutane-1,2-dione holds significant potential applications in both the cosmetic and pharmaceutical industries.

3457-55-4

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3457-55-4 Usage

Uses

Used in Cosmetic Industry:
1-Phenylbutane-1,2-dione is used as a UV-absorbing ingredient in sunscreens for its ability to protect the skin from harmful ultraviolet radiation, thereby reducing the risk of skin damage and skin cancer.
1-Phenylbutane-1,2-dione is used as an antioxidant in skincare products for its potential to neutralize free radicals, which can contribute to skin aging and other skin conditions.
Used in Pharmaceutical Industry:
1-Phenylbutane-1,2-dione is used as a potential anti-inflammatory agent in the treatment of various skin conditions due to its ability to reduce inflammation.
1-Phenylbutane-1,2-dione is used in research for its potential applications in the development of new treatments for skin conditions, given its multifaceted properties that include UV protection, antioxidant activity, and anti-inflammatory effects.

Check Digit Verification of cas no

The CAS Registry Mumber 3457-55-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,4,5 and 7 respectively; the second part has 2 digits, 5 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 3457-55:
(6*3)+(5*4)+(4*5)+(3*7)+(2*5)+(1*5)=94
94 % 10 = 4
So 3457-55-4 is a valid CAS Registry Number.

3457-55-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-phenylbutane-1,2-dione

1.2 Other means of identification

Product number -
Other names 1-phenyl-butane-1,2-dione

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:3457-55-4 SDS

3457-55-4Relevant academic research and scientific papers

Pummerer and Related Rearrangements in 2-Acyl-1,3-Dithiane 1-Oxides

Page, Philip C. Bulman,Shuttleworth, Stephen J.,McKenzie, Michael J.,Schilling, Mark B.,Tapolczay, David J.

, p. 73 - 77 (1995)

syn- and anti-2-Acyl-2-alkyl-1,3-dithiane 1-oxides, when treated with trifluoroacetic anhydride, undergo either an unexpected Pummerer rearrangement or equilibration in near quantitative yield, depending upon the reaction conditions; 2-acyl-1,3-dithiane 1

Catalyst-Free and Transition-Metal-Free Approach to 1,2-Diketones via Aerobic Alkyne Oxidation

Shen, Duyi,Wang, Hongyan,Zheng, Yanan,Zhu, Xinjing,Gong, Peiwei,Wang, Bin,You, Jinmao,Zhao, Yulei,Chao, Mianran

, p. 5354 - 5361 (2021/05/05)

A catalyst-free and transition-metal-free method for the synthesis of 1,2-diketones from aerobic alkyne oxidation was reported. The oxidation of various internal alkynes, especially more challenging aryl-alkyl acetylenes, proceeded smoothly with inexpensive, easily handled, and commercially available potassium persulfate and an ambient air balloon, achieving the corresponding 1,2-diketones with up to 85% yields. Meanwhile, mechanistic studies indicated a radical process, and the two oxygen atoms in the 1,2-diketons were most likely from persulfate salts and molecular oxygen, respectively, rather than water.

Ancillary ligands switch the activity of Ru–NHC-based oxidation precatalysts

Gupta, Suraj K.,Mandal, Tanmoy,Gangber, Tejaswinee,Singh, Vivek,Choudhury, Joyanta

, (2019/10/28)

Herein we demonstrate how the inner-sphere coordinating ligands switch the activity of Ru–NHC-based oxidation precatalysts in the oxidative conversion of olefins to carbonyl compounds, with the help of a series of systematically varied imidazolydene-NHC (Im-NHC) and triazolydene-NHC (Tz-NHC)-based ruthenium(II)-complexes. It is shown that the catalytic activity of the para-cymene-containing precatalysts varies in the order of [(Tz-NHC)Ru(para-cymene)Cl]+ > [(Im-NHC)Ru(para-cymene)Cl]+, while the order of activity of the MeCN-containing precatalysts is found to be reversed, i.e., [(Im-NHC)Ru(MeCN)4]2+ > [(Tz-NHC)Ru(MeCN)4]2+. Along with the electronic influence of the NHC ligands, the effect of the lability of the para-cymene and MeCN ligands, and the overall charge of the complexes might be attributed toward such a switching of catalytic activity. This finding led to develop a new precatalyst with improved activity which was further utilized in selective oxidation of a series of styrene substrates containing other oxidation-sensitive functionalities.

Visible light-induced aerobic oxidation of diarylalkynes to α-diketones catalyzed by copper-superoxo at room temperature

Charpe, Vaibhav Pramod,Hwang, Kuo Chu,Sagadevan, Arunachalam

supporting information, p. 4426 - 4432 (2020/08/10)

We have developed the visible light induced simple copper(ii) chloride catalyzed oxidation of diarylacetylenes to α-diketones by molecular oxygen at room temperature. The in situ generated copper(ii)-superoxo complex is a light-absorbing species that oxidizes inert diarylacetylenes to α-diketones. In contrast to reported photochemical processes, the current oxidation protocol does not require any exogenous photocatalyst or radical initiator. The green chemistry metrics evaluation signifies that the E-factor for the current oxidation process is ~2.3 times better than that of reported photochemical processes. The current reaction scores 63 on the EcoScale of 0-100, indicating an adequate synthesis process. Thus, the overall oxidation process is simple, environmentally benign, and economically feasible. This journal is

Visible light promoted continuous flow photocyclization of 1,2-diketones

Frongia, Angelo,Luridiana, Alberto,Porcu, Stefania,Ricci, Pier Carlo,Secci, Francesco

supporting information, p. 3684 - 3689 (2020/06/03)

The continuous flow Norrish-Yang photocyclization of 1,2-diketones has been developed and used for the synthesis of a large number of functionalized 2-hydroxycyclobutanones, under blue light irradiation and employing acetone as a solvent. This eco-friendly procedure represents a valid alternative to the reactions carried out in batches thus reducing the reaction times, the formation of secondary products and simplifying the purification steps. The use of differently substituted diketone compounds has allowed us to obtain a wide range of 2 and 3-functionalized cyclobutanones, thus allowing the evaluation of the scope and limitations of this procedure.

ICl/AgNO3 Co-catalyzed radical oxidation of diaryl- A nd alkylarylalkynes into 1,2-diketones

Yang, Wen,Chen, Yu,Yao, Yongqi,Yang, Xin,Lin, Qifu,Yang, Dingqiao

, p. 11080 - 11090 (2019/09/09)

A novel ICl/AgNO3 co-catalyzed radical oxidation of diaryl- A nd alkylarylalkynes into 1,2-diketones is reported. The reaction proceeded smoothly under mild conditions and generated 1,2-diketones in moderate to good yields with a good tolerance of functional groups. Furthermore, the obtained C4-(1,2-diketoaryl)isoxazoles could react smoothly with 1,2-diaminobenzene to form C4-(3-arylquinoxalin-2-yl)isoxazoles. At last, a new one-pot strategy for the synthesis of quinoxalines from 1,2-diphenylethynes and 1,2-diaminobenzene is also reported.

Coordination Booster-Catalyst Assembly: Remote Osmium Outperforming Ruthenium in Boosting Catalytic Activity

Mandal, Tanmoy,Singh, Vivek,Choudhury, Joyanta

supporting information, p. 4774 - 4779 (2019/11/11)

Presented herein is a set of bimetallic and trimetallic “coordination booster-catalyst” assemblies in which the coordination complexes [RuII(terpy)2] and [OsII(terpy)2] acted as boosters for enhancement of the catalytic activity of [RuII(NHC)(para-cymene)]-based catalytic site. The boosters accelerated the oxidative loss of para-cymene from the catalytic site to generate the active catalyst during the oxidation of alkenes and alkynes into corresponding aldehydes, ketones and diketones. It was found that the boosting efficiency of the [OsII(terpy)2] units was considerably higher than its congener [RuII(terpy)2] unit in these assemblies. Mechanistic studies were conducted to understand this unique improvement.

Acid-catalyzed synthesis of functionalized arylthio cyclopropane carbaldehydes and ketones

Porcu, Stefania,Luridiana, Alberto,Martis, Alberto,Frongia, Angelo,Sarais, Giorgia,Aitken, David J.,Boddaert, Thomas,Guillot, Regis,Secci, Francesco

supporting information, p. 13547 - 13550 (2019/01/06)

A general strategy for the synthesis of arylthio cyclopropyl carbaldehydes and ketones via a Br?nsted acid catalyzed arylthiol addition/ring contraction reaction sequence has been exploited. The procedure led to a wide panel of cyclopropyl carbaldehydes in generally high yields and with broad substrate scope. Mechanistic aspects and synthetic applications of this procedure were investigated.

Magnetic magnetite nanoparticals catalyzed selective oxidation of Α-hydroxy ketones with air and one-pot synthesis of benzilic acid and phenytoin derivatives

Li, Xiaona,Xia, Dandan,Wen, Zhiyong,Gong, Bowen,Sun, Maolin,Wu, Yue,Zhang, Jie,Sun, Jun,Wu, Yang,Bao, Kai,Zhang, Weige

, p. 63 - 69 (2018/06/26)

A clean and efficient protocol for selective oxidation of α-hydroxy ketones using magnetic magnetite nanoparticals (Fe3O4·MNPs) as catalyst with air as green oxidant has been developed. Application of Fe3O4·MNPs was also proved to be successful in one-pot synthesis of benzilic acid and phenytoin derivatives. The facile one-pot procedure enhanced the production efficiency, shortened the reaction time and minimized the chemical waste. Notably, the catalyst can be reused at least for five times without any appreciable loss of its activity.

Preparation method of 1,2-diketone derivative

-

Paragraph 0030, (2016/10/08)

The invention discloses a preparation method of a 1,2-diketone derivative. The method comprises the step of enabling a raw material 1,3-diketone derivative to react with a cheap and easily obtained industrial product 2,2,6,6-tetramethyl-1-piperidinyloxy under the catalysis of copper so as to obtain the product 1,2-diketone derivative. According to the preparation method, the 1,3-diketone derivative is used as an initiator, and the raw material is easy to obtain and wide in variety; by utilizing the preparation method, the obtained product types are varied, can be directly used, and can be used for other further reactions; in addition, the reagent dosage in the reaction is less, the pollution is reduced, and the production cost is lowered; moreover the reaction conditions are mild, the reaction operation and the after-treatment process are simple, the reaction time is short, the yield is high, and the preparation method is suitable for industrial production.

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