ChemicalBook > CAS DataBase List > 2-Thiophenecarboxaldehyde

2-Thiophenecarboxaldehyde

Product Name
2-Thiophenecarboxaldehyde
CAS No.
98-03-3
Chemical Name
2-Thiophenecarboxaldehyde
Synonyms
THIOPHENE-2-CARBALDEHYDE;2-THIOPHENECARBOXALDEHYDE;THIOPHENE-2-ALDEHYDE;THIOPHENE-2-CARBOXALDEHYDE;2-THIOPHENECARBALDEHYDE;formylthiophene;S0508;2-Thienal;2-Theldehyde;THENALDEHYDE
CBNumber
CB2488611
Molecular Formula
C5H4OS
Formula Weight
112.15
MOL File
98-03-3.mol
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2-Thiophenecarboxaldehyde Property

Melting point:
<10°C
Boiling point:
198 °C (lit.) 75-77 °C/11 mmHg (lit.)
Density 
1.2 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.591(lit.)
Flash point:
172 °F
storage temp. 
2-8°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly)
form 
liquid (clear)
color 
clear yellow
Specific Gravity
1.2
Odor
sulfurous
Odor Type
sulfurous
Water Solubility 
insoluble
Sensitive 
Air Sensitive
BRN 
105819
InChIKey
CNUDBTRUORMMPA-UHFFFAOYSA-N
LogP
1.020
CAS DataBase Reference
98-03-3(CAS DataBase Reference)
NIST Chemistry Reference
2-Thiophenecarboxaldehyde(98-03-3)
EPA Substance Registry System
2-Thiophenecarboxaldehyde (98-03-3)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38-43
Safety Statements 
36/37/39-37-24-36-26
RIDADR 
UN 2810
WGK Germany 
3
RTECS 
XM8135000
F 
9
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
T32409
Product name
2-Thiophenecarboxaldehyde
Purity
98%
Packaging
25g
Price
$33.3
Updated
2024/03/01
Sigma-Aldrich
Product number
T32409
Product name
2-Thiophenecarboxaldehyde
Purity
98%
Packaging
100g
Price
$57
Updated
2024/03/01
TCI Chemical
Product number
T0725
Product name
2-Thiophenecarboxaldehyde (stabilized with HQ)
Purity
>98.0%(GC)
Packaging
25mL
Price
$47
Updated
2024/03/01
TCI Chemical
Product number
T0725
Product name
2-Thiophenecarboxaldehyde (stabilized with HQ)
Purity
>98.0%(GC)
Packaging
100mL
Price
$127
Updated
2024/03/01
Alfa Aesar
Product number
A14344
Product name
Thiophene-2-carboxaldehyde
Purity
98+%
Packaging
100g
Price
$53.2
Updated
2024/03/01
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2-Thiophenecarboxaldehyde Chemical Properties,Usage,Production

Description

2-Thiophenecarboxaldehyde, also known as alpha-formylthiophene or 2-thienylaldehyde, belongs to the class of organic compounds known as aryl-aldehydes. Aryl-aldehydes are compounds containing an aldehyde group directly attached to an aromatic ring. 2-Thiophenecarboxaldehyde is a sulfurous tasting compound. 2-Thiophenecarboxaldehyde has been detected, but not quantified in, asparagus (Asparagus officinalis). This could make 2-thiophenecarboxaldehyde a potential biomarker for the consumption of these foods. 2-Thiophenecarboxaldehyde is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites.

Chemical Properties

clear yellow to light brown liquid

Uses

Thiophene derivatives, introducing thenyl group into organic compounds.

Uses

2-Thiophenecarboxaldehyde is used in the synthesis of β-aryl-β-amino acids, urea derivatives. Arylation reagent. Also used to synthesize unsaturated ketones as antiviral and cytotoxic agents.

Application

2-Thenaldehyde(T2A) was originally used to produce a range of antihistamines, including methapyrilene, methaphenilene, and thenalidine. However, this usage has practically disappeared. The anthelmintic pyrantel is an important outlet for T2A, enhanced by new formulations and the development of the medicinal use of pyrantel beyond the original veterinary market. An important T2A derivative is the antihypertensive eprosartan (2-thiophenepropionic acid methyl ester), which acts as a selective angiotensin II receptor antagonist. ?Other pharmaceuticals containing T2A are azosemide a diuretic, and teniposide an antineoplastic.

Definition

ChEBI: 2-Thiophenecarboxaldehyde is an aldehyde that is thiophene substituted by a formyl group at position 2. It has a role as a metabolite. It is a member of thiophenes and an aldehyde.

Synthesis Reference(s)

Synthesis, p. 757, 1976 DOI: 10.1055/s-1976-24193
Tetrahedron Letters, 36, p. 455, 1995 DOI: 10.1016/0040-4039(94)02284-I

General Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Synthesis

2-Thiophenecarboxaldehyde is prepared by the reaction of 2-Iodothiophene and carbon monoxide. The specific synthesis steps are as follows:
General procedure: A flask was charged with aryl iodide 1 (0.5 mmol), Pd(OAc)2 (2.4 mg, 0.01mmol), Na2CO3 (53.1 mg. 0.5 mmol), NaHCO3 (42.0 mg, 0.5 mmol), and PEG-400 (2 g) beforestandard cycles evacuation and backfilling with dry and pure carbon monoxide. Triethylsilane(162.8 μl, 1.0 mmol) was added successively. Then, the mixture was stirred at room temperaturefor the indicated time. At the end of the reaction, the reaction mixture was extracted with diethylether (3 × 10 mL). The organic phases were combined, and the volatile components wereevaporated under reduced pressure. The crude product was purified by column chromatography onsilica gel (petroleum ether / diethyl ether).

Purification Methods

Wash it with 50% HCl and distil it under reduced pressure just before use. It has UV: 234nm (hexane). The Z-oxime has m 144o, 136-138o and 142o (H2O). [Beilstein

2-Thiophenecarboxaldehyde Preparation Products And Raw materials

Raw materials

Sodium oxide Carbon tetrachloride 2-thiophene

Preparation Products

(E)-2-(2-Nitroethenyl)thiophene 5-(2-PHENYLETH-1-YNYL)THIOPHENE-2-CARBALDEHYDE 2-[1-METHYL-5-(TRIFLUOROMETHYL)PYRAZOL-3-YL]-THIOPHENE-5-CARBOXALDEHYDE BETA-(2-THIENYL)-DL-SERINE METHYL 3-(THIEN-2-YL)ACRYLATE 5-PHENYL-2-THIOPHENECARBALDEHYDE 3-(2-THIENYL)PROPIONIC ACID 4-Bromothiophene-2-carboxaldehyde 2,3-THIOPHENEDICARBOXALDEHYDE Thiophene-2-ethylamine ETHYL 4-FORMYL-2,5-DIMETHYL-1-(2-THIENYLMETHYL)-1H-PYRROLE-3-CARBOXYLATE 2-Thiophenemethylamine 3-AMINO-3-(2-THIENYL)PROPANOIC ACID (4-BROMOTHIOPHEN-2-YL)METHANESULFONYL CHLORIDE THIOPHENE-2-THIOCARBOXAMIDE 4,5,6,7-Tetrahydrothieno[3,2,c] pyridine hydrochloride 5-Phenylthiophene-2-carboxylic acid 1,3-DIMETHYL-2-(2-THIENYL)IMIDAZOLIDINE THIOPHENE-2,5-DICARBOXYLIC ACID MONOMETHYL ESTER Ticlopidine 4-(2-THIENYL)BUT-3-EN-2-ONE 5-FORMYL-2-THIOPHENECARBOXYLIC ACID
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View Lastest Price from 2-Thiophenecarboxaldehyde manufacturers

SHANDONG OUCHEM CO.,LTD.
Product
2-Thiophenecarboxaldehyde 98-03-3
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99% Min.
Supply Ability
20,000
Release date
2024-01-17
Hebei Yanxi Chemical Co., Ltd.
Product
2-Thenaldehyde 98-03-3
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20tons
Release date
2023-10-09
airuikechemical co., ltd.
Product
2-Thenaldehyde 98-03-3
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
200tons
Release date
2024-04-08

98-03-3, 2-ThiophenecarboxaldehydeRelated Search:

Formaldehyde Thiophene Dibenzothiophene Cephalothin sodium Tetrahydrothiophene Thifensulfuron methyl Thianaphthene 2-Thiazolecarboxamidine Hydrochloride 2-Thiophenecarboxylic acid 2-Thiopheneacetyl chloride 2-Thiophenesulfonyl chloride Thiophene-2-sulfonamide 2-Thiopheneacetic acid THIOPHEN-3-YLMETHYL-AMMONIUM CHLORIDE COPPER(I) THIOPHENE-2-CARBOXYLATE Thiophene-2,5-dicarbonitrile THIENO[3,2-B]PYRIDINE Ethyl thiophene-3-carboxylate

  • 2-Thiophenecarboxaldehyde (stabilized with HQ)
  • 2-Formylthiophene, 2-Thenaldehyde
  • 2-Thiophenecarboxaldehyde, 98% 100ML
  • 2-Thiophenecarboxaldehyde ,98%
  • THIOPHENE-2-CARBALDEHYDE FOR SYNTHESIS
  • 2-Thiophenecarboxaldehyde,Thenaldehyde
  • 2-Thiophenecarboxald
  • 2-Thienylcarboxaldehyde
  • 2-thiophenaldeyde(stabilizedwithhq)
  • 2-thiophencarboxaldehyde
  • 2-thiophene carboxyaldehyde
  • 2-thiophenic aldehyde
  • alpha-Formylthiophene
  • alpha-Thiophenecarboxaldehyde
  • thiophen-2-carboxaldehyde
  • Thiphene-2-aldehyde
  • Thiophene-2-carboxaldehyde, 98+%
  • 2-FORMYLTHIOPHEN
  • α-Thiophenealdehyde
  • Thiophene-2-carboxaldehyde 97%
  • 2-Thiophenecarboxaldehyde 98%
  • 2 - thiophene forMaldehyde
  • 2-THENALDEHYDE
  • 2-THIOPHENALDEHYDE
  • 2-THIOPHENEALDEHYDE
  • 2-THIOPHENECARBALDEHYDE
  • 2-THIOPHENECARBOXALDEHYDE
  • 2-FORMYL THIOPHENE
  • Thenaldehyde 2-Thiophenaldehyde Thiophene-2-carbaldehyde
  • 2-Theldehyde
  • AKOS BBS-00003201
  • THENALDEHYDE
  • THIENYL-2-ALDEHYDE
  • THIOPHENE-2-CARBALDEHYDE
  • THIOPHENE-2-CARBOXALDEHYDE
  • THIOPHENE-2-ALDEHYDE
  • TIMTEC-BB SBB004321
  • 2-Thienal
  • 2-thienaldehyde
  • 2-Thienylaldehyde
  • thiophene carbinal
  • thiophenemethanal
  • 2-Thiophenaldehyde (stabilized with HQ)
  • formylthiophene
  • 2-ThiophenecarboxaL
  • 2-Thiophenecarboxaldehyde (stabilized with HQ)&gt
  • Pyrantel EP Impurity D
  • Pyrantel EP Impurity C
  • Pyrantel Impurity C
  • 2-Thenaldehyde ISO 9001：2015 REACH
  • S0508
  • Pyrantel Impurity C (2-Thenaldehyde)
  • Pyrantel impurity C (Y0002158)
  • 2-Thenaldehyde - TIANFU-CHEM
  • 2-Thiophenecarboxaldehyde pure, 98%
  • 2-Thiophenecarboxaldehyde (7CI, 8CI, 9CI, ACI)
  • Thiophen-2-carbaldehyd
  • Thiophene-2-carboxaldehyde (2-TC)