| Identification | More | [Name]
5-Methylthiophene-2-carboxaldehyde | [CAS]
13679-70-4 | [Synonyms]
5-METHYL-2-THIOPHENECARBALDEHYDE
5-METHYL-2-THIOPHENECARBOXALDEHYDE
5-METHYL-THIOPHEN-2-ALDEHYDE
5-METHYLTHIOPHENE-2-ALDEHYDE
5-METHYLTHIOPHENE-2-CARBALDEHYDE
5-METHYLTHIOPHENE-2-CARBOXALDEHYDE
AKOS B015983
AKOS BBS-00003245
FEMA 3209
LABOTEST-BB LT00936047
TIMTEC-BB SBB004249
2-Formyl-5-methylthiophene
2-Thiophenecarboxaldehyde, 5-methyl-
5-Methyl-2-formylthiophene
5-Methyl-2-thiophencarboxaldehyde
5-methyl-2-thiophenecarboxaldehyd
Thiophen-2-carboxaldehyde, 5-methyl
thiophene, 2-Methyl, 5-formyl
5-methyl-2-thiopene carboxaldehyde
5-METHYL-2-THIOPHENECARBOXALDEHYDE 98+% | [EINECS(EC#)]
237-178-6 | [Molecular Formula]
C6H6OS | [MDL Number]
MFCD00005434 | [Molecular Weight]
126.18 | [MOL File]
13679-70-4.mol |
| Chemical Properties | Back Directory | [Appearance]
CLEAR YELLOW TO BROWN LIQUID | [Melting point ]
184-186 °C | [Boiling point ]
114 °C/25 mmHg (lit.) | [density ]
1.17 g/mL at 25 °C(lit.)
| [FEMA ]
3209 | [refractive index ]
n20/D 1.583(lit.)
| [Fp ]
190 °F
| [storage temp. ]
2-8°C | [solubility ]
Soluble in ether and ethanol. | [form ]
Liquid | [color ]
Clear yellow to brown | [Specific Gravity]
1.180 | [Odor]
at 0.10 % in dipropylene glycol. sweet almond cherry furfural woody acetophenone | [biological source]
synthetic | [Odor Type]
fruity | [Sensitive ]
Air Sensitive | [Detection Methods]
GC,NMR | [JECFA Number]
1050 | [BRN ]
106896 | [InChI]
1S/C6H6OS/c1-5-2-3-6(4-7)8-5/h2-4H,1H3 | [InChIKey]
VAUMDUIUEPIGHM-UHFFFAOYSA-N | [SMILES]
[H]C(=O)c1ccc(C)s1 | [LogP]
1.48 | [CAS DataBase Reference]
13679-70-4(CAS DataBase Reference) | [NIST Chemistry Reference]
5-Methyl-2-thiophenecarboxaldehyde(13679-70-4) | [Storage Precautions]
Store under nitrogen | [EPA Substance Registry System]
13679-70-4(EPA Substance) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H227 | [Precautionary statements ]
P210e-P280a-P370+P378a-P403+P235-P501a | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes .
S36:Wear suitable protective clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S7/9:Keep container tightly closed and in a well-ventilated place . | [WGK Germany ]
3
| [F ]
8 | [Hazard Note ]
Irritant | [TSCA ]
T | [HazardClass ]
IRRITANT, AIR SENSITIVE | [HS Code ]
29349990 | [Storage Class]
10 - Combustible liquids |
| Hazard Information | Back Directory | [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]
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 |
|
| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Alfa Aesar
|
| Telephone: |
400-6106006 |
| Website: |
http://chemicals.thermofisher.cn |
| Company Name: |
Energy Chemical
|
| Telephone: |
400-0056266 |
| Website: |
www.energy-chemical.com |
| Company Name: |
Jia Xing Isenchem Co.,Ltd
|
| Telephone: |
0573-85285100 18627885956 |
| Website: |
https://www.chemicalbook.com/ShowSupplierProductsList14265/0_EN.htm |
| Company Name: |
China Langchem Inc.
|
| Telephone: |
0086-21-58956006 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList19141/0_EN.htm |
|