ChemicalBook > CAS DataBase List > 5-Methylthiophene-2-carboxaldehyde

5-Methylthiophene-2-carboxaldehyde

Product Name
5-Methylthiophene-2-carboxaldehyde
CAS No.
13679-70-4
Chemical Name
5-Methylthiophene-2-carboxaldehyde
Synonyms
5-METHYL-2-THIOPHENECARBOXALDEHYDE;5-METHYLTHIOPHENE-2-CARBALDEHYDE;2-Formyl-5-methylthiophene;FEMA 3209;AKOS B015983;bread thiophene;AKOS BBS-00003245;TIMTEC-BB SBB004249;LABOTEST-BB LT00936047;5-Methyl-2-thenaldehyde
CBNumber
CB6243962
Molecular Formula
C6H6OS
Formula Weight
126.18
MOL File
13679-70-4.mol
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5-Methylthiophene-2-carboxaldehyde Property

Melting point:
184-186 °C
Boiling point:
114 °C/25 mmHg (lit.)
Density 
1.17 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.583(lit.)
FEMA 
3209 | 5-METHYL-2-THIOPHENECARBOXALDEHYDE
Flash point:
190 °F
storage temp. 
2-8°C
solubility 
Soluble in ether and ethanol.
form 
Liquid
Specific Gravity
1.180
color 
Clear yellow to brown
Odor
at 0.10 % in dipropylene glycol. sweet almond cherry furfural woody acetophenone
Odor Type
fruity
biological source
synthetic
Sensitive 
Air Sensitive
JECFA Number
1050
BRN 
106896
InChIKey
VAUMDUIUEPIGHM-UHFFFAOYSA-N
LogP
1.48
CAS DataBase Reference
13679-70-4(CAS DataBase Reference)
NIST Chemistry Reference
5-Methyl-2-thiophenecarboxaldehyde(13679-70-4)
EPA Substance Registry System
2-Thiophenecarboxaldehyde, 5-methyl- (13679-70-4)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
23-24/25-36-26-7/9-37
WGK Germany 
3
F 
8
Hazard Note 
Irritant
TSCA 
T
HazardClass 
IRRITANT, AIR SENSITIVE
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H227Combustible liquid

Precautionary statements

P403+P235Store in a well-ventilated place. Keep cool.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
W320900
Product name
5-Methyl-2-thiophenecarboxaldehyde
Purity
FG
Packaging
1 unit
Price
$56.3
Updated
2025/07/31
Sigma-Aldrich
Product number
W320900
Product name
5-Methyl-2-thiophenecarboxaldehyde
Purity
FG
Packaging
1 unit
Price
$56.3
Updated
2025/07/31
Sigma-Aldrich
Product number
W320900
Product name
5-Methyl-2-thiophenecarboxaldehyde
Purity
FG
Packaging
100g
Price
$278
Updated
2025/07/31
Sigma-Aldrich
Product number
W320900
Product name
5-Methyl-2-thiophenecarboxaldehyde
Purity
FG
Packaging
1kg
Price
$1850
Updated
2025/07/31
Sigma-Aldrich
Product number
M84410
Product name
5-Methyl-2-thiophenecarboxaldehyde
Purity
98%
Packaging
25g
Price
$50.4
Updated
2025/07/31
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5-Methylthiophene-2-carboxaldehyde Chemical Properties,Usage,Production

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.

Definition

ChEBI: 5-Methyl-2-thiophenecarboxaldehyde is a member of thiophenes.

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.

Synthesis

554-14-3

68-12-2

13679-70-4

GENERAL STEPS: A tetrahydrofuran (THF) solution of 0.99 M ethylmagnesium chloride (EtMgCl, 0.61 mL, 0.6 mmol) was cooled to 0°C under nitrogen protection, and dicyclohexylamine (0.01 mL, 0.05 mmol) and 2-methylthiophene (1a, 0.048 mL, 0.50 mmol) were slowly added dropwise. The reaction mixture was warmed to 60°C and stirred for 24 hours. Subsequently, 1.4 mL of THF and N,N-dimethylformamide (DMF, 0.5 mL, 6.46 mmol) were added sequentially and stirring was continued at 60°C for 1 hour. Upon completion of the reaction, the reaction was quenched with saturated aqueous ammonium chloride solution (1.0 mL) and the mixture was poured into a solvent mixture of ether/water to separate the organic and aqueous phases. The aqueous phase was extracted twice with ether, the organic layers were combined and dried with anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure to obtain the crude product, which was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=20/1) to give 5-methyl-2-thiophenecarboxaldehyde (1a-CHO, 62.3 mg, colorless oil, 99% yield).

References

[1] Tetrahedron Letters, 2012, vol. 53, # 9, p. 1173 - 1176
[2] Dyes and Pigments, 2014, vol. 106, p. 154 - 160
[3] Patent: EP1555257, 2005, A1. Location in patent: Page/Page column 25-26
[4] Pharmaceutical Chemistry Journal, 1989, vol. 23, # 7, p. 592 - 596
[5] Khimiko-Farmatsevticheskii Zhurnal, 1989, vol. 23, # 7, p. 840 - 843

5-Methylthiophene-2-carboxaldehyde Preparation Products And Raw materials

Raw materials

Preparation Products

5-METHYLTHIOPHEN-2-YLMETHYLAMINE
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5-Methylthiophene-2-carboxaldehyde Suppliers

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View Lastest Price from 5-Methylthiophene-2-carboxaldehyde manufacturers

Hebei Chuanghai Biotechnology Co., Ltd
Product
5-Methylthiophene-2-carboxaldehyde 13679-70-4
Price
US $0.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
500000kg
Release date
2024-10-30
Hebei Yanxi Chemical Co., Ltd.
Product
5-Methylthiophene-2-carboxaldehyde 13679-70-4
Price
US $40.00/kg
Min. Order
1kg
Purity
0.99
Supply Ability
10 tons
Release date
2023-10-13
JINING XINHE CHEMICAL CO., LTD
Product
5-Methylthiophene-2-carboxaldehyde 13679-70-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
10ton
Release date
2024-07-18

13679-70-4, 5-Methylthiophene-2-carboxaldehydeRelated Search:

5-Methyl-2-thiophenecarboxylic acid 5-METHYL-2-NITROANILINE 5-METHYL-2-THIOPHENESULFONYL CHLORIDE 5-Methylthiophene-2-carboxaldehyde 2-ACETYL-3-AMINO-5-PHENYLTHIOPHENE 1-(5-Methyl-2-thienyl)ethan-1-one 2,5-Thiophenedicarboxylic acid 2-[1-METHYL-3-(TRIFLUOROMETHYL)PYRAZOL-5-YL]-THIOPHENE-5-CARBOXALDEHYDE 2,2'-BITHIOPHENE-5-CARBOXALDEHYDE 5-Acetylthiophene-2-carboxylic acid 5-(2-PYRIDYL)THIOPHENE-2-CARBOXYLIC ACID Methyl 3-amino-5-(4-chlorophenyl)thiophene-2-carboxylate 2-ACETYL-5-CYANOTHIOPHENE 2-Methyl-5-propionylthiophene 3-Methyl-2-thiophenecarboxaldehyde 5-(1,3,2-dioxaborinan-2-yl)-3-methylthiophene-2-carboxaldehyde Formaldehyde 2-Thiophenecarboxaldehyde

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  • AKOS BBS-00003245
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  • LABOTEST-BB LT00936047
  • FEMA 3209
  • TIMTEC-BB SBB004249
  • 5-Methylthiophene-2-carboxaldehyde&gt
  • 5-Methylthiophene-2-carboxaldehyde ISO 9001：2015 REACH
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