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13679-70-4

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13679-70-4 Usage

Description

May be synthesized from thiophene (or its derivatives) and formamide in the presence of POCl3; from N-(2-thenyl)formaldimines.

Chemical Properties

CLEAR YELLOW TO BROWN LIQUID

Occurrence

Reported found in French fried potato, roasted peanuts, tomato, wheat bread, raw chicken, cooked beef, pork liver, cognac, malt whiskey, coffee, popcorn, krill, shrimp and okra

Uses

5-Methylthiophene-2-carboxaldehyde is used as a food additive. It is an analytical reagent. The reagent has been synthesized and characterized using IR, 1H NMR and Mass spectral data.

Preparation

From thiophene (or its derivatives) and formamide in the presence of POCl3; from N-(2-thienyl)formaldimines.

Taste threshold values

Taste characteristics at 5 ppm: sweet, almond, fruity, heliotropine and nutty

General Description

5-Methyl-2-thiophenecarboxaldehyde can be obtained as a product from 2-thiophenecarboxaldehyde via metalation, and alkylation, followed by a series of reactions.

Check Digit Verification of cas no

The CAS Registry Mumber 13679-70-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,6,7 and 9 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 13679-70:
(7*1)+(6*3)+(5*6)+(4*7)+(3*9)+(2*7)+(1*0)=124
124 % 10 = 4
So 13679-70-4 is a valid CAS Registry Number.
InChI:InChI=1/C6H6OS/c1-5-2-3-6(4-7)8-5/h2-4H,1H3

13679-70-4 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Alfa Aesar

  • (A11119)  5-Methylthiophene-2-carboxaldehyde, 98+%   

  • 13679-70-4

  • 10g

  • 409.0CNY

  • Detail
  • Alfa Aesar

  • (A11119)  5-Methylthiophene-2-carboxaldehyde, 98+%   

  • 13679-70-4

  • 50g

  • 1099.0CNY

  • Detail
  • Aldrich

  • (M84410)  5-Methyl-2-thiophenecarboxaldehyde  98%

  • 13679-70-4

  • M84410-25G

  • 1,415.70CNY

  • Detail

13679-70-4SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Methylthiophene-2-carboxaldehyde

1.2 Other means of identification

Product number -
Other names 2-Formyl-5-methylthiophene

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:13679-70-4 SDS

13679-70-4Relevant articles and documents

-

Campaigne,Archer

, p. 989 (1953)

-

Synthesis and biological evaluation of thiophene [3,2-b] pyrrole derivatives as potential anti-inflammatory agents

Rajender Kumar,Raju,Satish Goud,Sailaja,Sarma,Om Reddy,Prem Kumar,Krishna Reddy,Suresh,Hegde, Pragathi

, p. 1221 - 1230 (2004)

A series of thiophene [3,2-b] pyrrole derivatives were synthesized and evaluated their abilities to inhibit anti-inflammatory activity. In this series, substituent effects at the N-1, 2 and 5 positions of thiophene [3,2-b] pyrrole were examined. The results obtained are compared to those previously reported anti-inflammatory drugs like Tenidap sodium, Diclofenac sodium and Piroxicam. The results indicated the critical role of the group linked in the N-1 position and 2, 5 positions of thiophene [3,2-b] pyrrole with different functional groups.

Characteristic flavor formation of thermally processed N-(1-deoxy-α-D-ribulos-1-yl)-glycine: Decisive role of additional amino acids and promotional effect of glyoxal

Zhan, Huan,Cui, Heping,Yu, Junhe,Hayat, Khizar,Wu, Xian,Zhang, Xiaoming,Ho, Chi-Tang

, (2021/09/28)

The role of amino acids and α-dicarbonyls in the flavor formation of Amadori rearrangement product (ARP) during thermal processing was investigated. Comparisons of the volatile compounds and their concentrations when N-(1-deoxy-α-D-ribulos-1-yl)-glycine r

Photo-on-Demand Synthesis of Vilsmeier Reagents with Chloroform and Their Applications to One-Pot Organic Syntheses

Liang, Fengying,Eda, Kazuo,Okazoe, Takashi,Wada, Akihiro,Mori, Nobuaki,Konishi, Katsuhiko,Tsuda, Akihiko

, p. 6504 - 6517 (2021/05/06)

The Vilsmeier reagent (VR), first reported a century ago, is a versatile reagent in a variety of organic reactions. It is used extensively in formylation reactions. However, the synthesis of VR generally requires highly toxic and corrosive reagents such as POCl3, SOCl2, or COCl2. In this study, we found that VR is readily obtained from a CHCl3 solution containing N,N-dimethylformamide or N,N-dimethylacetamide upon photo-irradiation under O2 bubbling. The corresponding Vilsmeier reagents were obtained in high yields with the generation of gaseous HCl and CO2 as byproducts to allow their isolations as crystalline solid products amenable to analysis by X-ray crystallography. With the advantage of using CHCl3, which bifunctionally serves as a reactant and a solvent, this photo-on-demand VR synthesis is available for one-pot syntheses of aldehydes, acid chlorides, formates, ketones, esters, and amides.

Palladium-catalyzed C-H formylation of electron-rich heteroarenes through radical dichloromethylation

Bao, Yan,Wang, Jian-Yong,Zhang, Ya-Xuan,Li, Yan,Wang, Xi-Sheng

supporting information, p. 3147 - 3150 (2018/07/13)

A novel palladium-catalyzed C-H formylation of electron-rich N-, O-, and S-containing heteroarenes has been developed. The key to success is that the commercially available BrCHCl2 was used as a stoichiometric carbonyl source. Mechanistic investigations indicated that different from the known Reimer-Tiemann reaction, this net C-H formylation proceeded through an electrophilc radical-type path.

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