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13031-04-4

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13031-04-4 Usage

Synthesis Reference(s)

Synthetic Communications, 14, p. 697, 1984 DOI: 10.1080/00397918408063756

General Description

Dihydro-4,4-dimethyl-2,3-furandione is an activated keto compound and its enantioselective hydrogenation was reported. Neutral Rhodium (I) aminophosphine-phosphinite complex calatyzed asymmetric hydrogenation of dihydro-4,4-dimethyl-2,3-furandione was reported. Asymmetric hydrogenation of dihydro-4,4-dimethyl-2,3-furandione gives D-(-)-pantoyl lactone, a key intermediate in the synthesis of pantothenic acid.

Check Digit Verification of cas no

The CAS Registry Mumber 13031-04-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,0,3 and 1 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 13031-04:
(7*1)+(6*3)+(5*0)+(4*3)+(3*1)+(2*0)+(1*4)=44
44 % 10 = 4
So 13031-04-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H8O3/c1-6(2)3-9-5(8)4(6)7/h3H2,1-2H3

13031-04-4 Well-known Company Product Price

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  • Aldrich

  • (305847)  Dihydro-4,4-dimethyl-2,3-furandione  97%

  • 13031-04-4

  • 305847-5G

  • 1,642.68CNY

  • Detail

13031-04-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-dehydropantolactone

1.2 Other means of identification

Product number -
Other names Keto-pantoyllactone

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:13031-04-4 SDS

13031-04-4Relevant articles and documents

Investigations on pantothenic acid and its related compounds. XIX. Chemical studies. (9). Synthesis of 2'-ketopantothenic acid and 2',2''-diketopantethine.

Nagase,Hosokawa,Shimizu

, p. 398 - 399 (1969)

-

Low-waste process for preparing ketopantolactone, with electrochemical recovery of bromine

Kaabak,Stepnova,Khudenko,Tomilov

, p. 1315 - 1318 (2003)

The process parameters of dehydrogenation of pantolactone with bromine in chloroform and the possibility of bromine recycling by electrolysis of hydrogen bromide formed in the synthesis of ketopanto-lactone were studied.

Facile Synthesis of α-Ketocarbonyl Compounds from α-Hydroxycarbonyl Compounds

Chang, Hae Sung,Woo, Jae Chun,Lee, Kyoung Mo,Ko, Young Kwan,Moon, Surk-Sik,Kim, Dae-Whang

, p. 31 - 36 (2002)

Various α-ketocarbonyl compounds were obtained in excellent yields under mild condition from the reaction of the corresponding α-hydroxycarbonyl compounds with sodium hypobromite in the presence of HCl catalyst.

Leveraging the n→π* Interaction in Alkene Isomerization by Selective Energy Transfer Catalysis

Brüss, Linda,Daniliuc, Constantin G.,Gilmour, Ryan,McLaughlin, Calum,Molloy, John J.,Nevesely, Tomá?

supporting information, (2021/11/30)

Examples of geometric alkene isomerization in nature are often limited to the net exergonic direction (ΔG°0) comparatively under-represented. Inspired by the expansiveness of the maleate to fumarate (Z→E) isomerization in biochemistry, we investigated the inverse E→Z variant to validate nO→πC=O* interactions as a driving force for contra-thermodynamic isomerization. A general protocol involving selective energy transfer catalysis with inexpensive thioxanthone as a sensitizer (λmax=402 nm) is disclosed. Whilst in the enzymatic process nO→πC=O* interactions commonly manifest themselves in the substrate, these same interactions are shown to underpin directionality in the antipodal reaction by shortening the product alkene chromophore. The process was validated with diverse fumarate derivatives (>30 examples, up to Z:E>99:1), including the first examples of tetrasubstituted alkenes, and the involvement of nO→πC=O* interactions was confirmed by X-ray crystallography.

Oxidation of secondary alcohols using solid-supported hypervalent iodine catalysts

Ballaschk, Frederic,Kirsch, Stefan F.

supporting information, p. 5896 - 5903 (2019/11/11)

It is shown how secondary alcohols are oxidized to provide the corresponding ketones by use of Oxone and solid-supported hypervalent iodine catalysts. Under experimentally simple conditions with acetonitrile at elevated temperatures, excellent conversions were achieved with low catalyst loadings (0.2-5 mol%) when employing the conjugates 5 and 6 derived from IBX and IBS. The catalysts are broadly applicable to a range of alcohol substrates. Of primary importance with respect to sustainability issues, the metal-free catalysts are easily removed from the reaction mixture through filtration, and they can be re-used in oxidation processes for multiple times, without loss of catalytic activity.

A practical RuCl3-catalyzed oxidation using trichlproisocyanuric acid as a stoichiometric oxidant under mild nonacidic conditions

Yamaoka, Hidenori,Moriya, Narimasa,Ikunaka, Masaya

, p. 931 - 938 (2013/09/03)

The combined use of catalytic RuCl3 (1.0 mol %) and stoichiometric trichloroisocyanuric acid (TCCA; 1.0 equiv) in the presence of n-Bu4NBr (2.0 mol %) and K2CO3 (3.0 equiv) in 1:1 MeCN/H2O at 25-45°C allows smooth oxidation of primary alcohols to carboxylic acids. Secondary alcohols can be oxidized to ketones when using the same set of the reagents in 1:1 MeCN/ H2O or 1:1 AcOEt/H2O. By proceeding under the nonacidic biphasic conditions dispensing with hazardous reagents, the oxidation reactions are applicable to structurally diverse alcohols, easy to work up, environmentally benign, and basically high-yielding.

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