ChemicalBook--->CAS DataBase List--->5271-67-0

5271-67-0

5271-67-0 Structure

5271-67-0 Structure
IdentificationMore
[Name]

2-Thiophenecarbonyl chloride
[CAS]

5271-67-0
[Synonyms]

2-THENOYL CHLORIDE
2-THIENOYL CHLORIDE
2-THIOPHENECARBONYL CHLORIDE
2-THIOPHENE CARBOXYL CHLORIDE
2-THIOPHENOYL CHLORIDE
AKOS 92490
AKOS BBS-00003924
ALPHA-THENOYL CHLORIDE
A-THENOYL CHLORIDE
THIOPHENE-2-CARBONYL CHLORIDE
THIOPHENE-2-CARBOXYLIC ACID CHLORIDE
TIMTEC-BB SBB004099
2-Thiophenzoyl Chloride
2-thienylcarbonyl chloride
2-Thiophenecarboxylic acid chloride
Thiophene-2-carbonylchloride,98%
2-Thiophenecarbonyl chloride (6CI,7CI,8CI,9CI)
Thiophene-2-carbonyl chlo
2-THIOPHENECARBONYL CHLORIDE 98%
2-Theonyl Chloride
[EINECS(EC#)]

226-092-4
[Molecular Formula]

C5H3ClOS
[MDL Number]

MFCD00005428
[Molecular Weight]

146.59
[MOL File]

5271-67-0.mol
Chemical PropertiesBack Directory
[Appearance]

CLEAR COLOURLESS TO YELLOW-GREY LIQUID
[Boiling point ]

206-208 °C (lit.)
[density ]

1.371 g/mL at 25 °C(lit.)
[refractive index ]

n20/D 1.590(lit.)
[Fp ]

195 °F
[storage temp. ]

2-8°C
[solubility ]

Chloroform
[form ]

Liquid
[color ]

Clear colorless to yellow-gray
[Specific Gravity]

1.371
[Sensitive ]

Moisture Sensitive
[BRN ]

110145
[InChI]

1S/C5H3ClOS/c6-5(7)4-2-1-3-8-4/h1-3H
[InChIKey]

QIQITDHWZYEEPA-UHFFFAOYSA-N
[SMILES]

ClC(=O)c1cccs1
[CAS DataBase Reference]

5271-67-0(CAS DataBase Reference)
[NIST Chemistry Reference]

2-Thiophenecarbonyl chloride(5271-67-0)
[Storage Precautions]

Moisture sensitive;Store under inert gas
[EPA Substance Registry System]

5271-67-0(EPA Substance)
Safety DataBack Directory
[Symbol(GHS) ]

Corrosion (GHS05)
GHS05
[Signal word ]

Danger
[Hazard statements ]

H290-H314
[Precautionary statements ]

P280-P303+P361+P353-P305+P351+P338+P310
[Hazard Codes ]

C
[Risk Statements ]

R34:Causes burns.
R37:Irritating to the respiratory system.
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 3265 8/PG 2
[WGK Germany ]

3
[F ]

8
[TSCA ]

Yes
[REACH Registrations]

Inactive
[HazardClass ]

8
[PackingGroup ]

II
[HS Code ]

29349990
[Storage Class]

8A - Combustible corrosive hazardous materials
[Hazard Classifications]

Eye Dam. 1
Met. Corr. 1
Skin Corr. 1B
Raw materials And Preparation ProductsBack Directory
[Raw materials]

2-Acetylthiophene-->2-Thiophenecarboxylic acid-->Thiophene(SIV) (9CI)-->Oxalyl chloride-->Sulfuryl chloride-->4-Iodobenzoyl chloride-->Disulfur dichloride-->Pyridine-->2-Iodothiophene-->Terephthaloyl chloride
[Preparation Products]

ETHYL 2-[(2-THIENYLCARBONYL)AMINO]ACETATE-->2-Thienyl isocyanate-->Thiophene-2-carboxylic acid fluoride-->2-N-BUTYRYLTHIOPHENE-->tioxazafen-->2-BENZOYLTHIOPHENE-->BIS(2-THIENYL) KETONE-->2-(TRIFLUOROACETYL)THIOPHENE-->6,7-DIMETHOXY-2-(2-THIENYL)-4H-3,1-BENZOXAZIN-4-ONE-->ethyl 2-(thiophene-2-carboxamido)-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carboxylate
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

Thiophene-2-carbonyl chloride(5271-67-0).msds
Hazard InformationBack Directory
[Chemical Properties]

CLEAR COLOURLESS TO YELLOW-GREY LIQUID
[Uses]

2-Thiophenecarbonyl Chloride is used in the synthesis of substituted pyridines as selective and highly effective GPR119 agonists. It is also seen in the preparation of diuretics.
[General Description]

The postfunctionalization reaction of 2-thiophenecarbonyl chloride with single walled carbon nanotubes (SWCNTs) was studied.
[Synthesis]

2-Acetylthiophene

88-15-3

2-Thiophenecarbonyl chloride

5271-67-0

The general procedure for the synthesis of 2-thiophenecarbonyl chloride from 2-acetylthiophene was as follows: to a mixed solution containing 2-acetylthiophene (0.108 mL, 1.0 mmol), pyridine (0.016 mL, 0.20 mmol), and chlorobenzene (0.35 mL), disulfur dichloride (S2Cl2, 0.16 mL, 2.0 mmol) was slowly added at room temperature (S2Cl2, 0.16 mL, 2.0 mmol), while stirring continuously. After the reaction mixture was stirred for 1 hour and 45 minutes, sulfuryl chloride (SO2Cl2, 0.162 mL, 2.0 mmol) was added dropwise, followed by continued stirring for 0.5 hours at room temperature. Next, the reaction mixture was heated to 132 °C and stirred at this temperature for 14 hours. Upon completion of the reaction, the reaction mixture was diluted with deuterated chloroform (CDCl3, 2 mL) and the internal standard (tributyl phosphate, 1BU3PO4, 0.0552 mL, 0.20 mmol) was added for nuclear magnetic resonance (1H NMR) analysis. The analytical results showed that the yield of 2-thiophenecarbonyl chloride was 90%.

[References]

[1] Patent: WO2017/5606, 2017, A1. Location in patent: Page/Page column 31-32
[2] Journal of Organic Chemistry, 2015, vol. 80, # 20, p. 10370 - 10374
[3] Patent: WO2016/150937, 2016, A1. Location in patent: Page/Page column 27
[4] Patent: WO2016/202757, 2016, A1. Location in patent: Page/Page column 30; 31
[5] Patent: TW2017/36360, 2017, A
Spectrum DetailBack Directory
[Spectrum Detail]

2-Thiophenecarbonyl chloride(5271-67-0)MS
2-Thiophenecarbonyl chloride(5271-67-0)13CNMR
2-Thiophenecarbonyl chloride(5271-67-0)IR1
2-Thiophenecarbonyl chloride(5271-67-0)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

2-Thiophenecarbonyl chloride, 98%(5271-67-0)
[Alfa Aesar]

Thiophene-2-carbonyl chloride, 98%(5271-67-0)
[Sigma Aldrich]

5271-67-0(sigmaaldrich)
[TCI AMERICA]

2-Thenoyl Chloride,>99.0%(T)(5271-67-0)
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