| Identification | More | [Name]
BENZO[B]THIOPHENE-2-CARBONYL CHLORIDE | [CAS]
39827-11-7 | [Synonyms]
AKOS 92494
BENZO[B]THIOPHENE-2-CARBONYL CHLORIDE
BUTTPARK 98\04-18
1-Benzothiophene-2-carbonyl chloride
Thianaphthene-2-carbonyl chloride
Benzothiophene-2-Carbonyl Chloride
Benzo[b]thiophene-2-carbonyl chloride (6CI, 7CI, 9CI)
Benzobüthiophene-2-carbonyl chloride, 98%
1-Benzothiophene 2-carboxylic acid chloride
Benzo[b]thiophene-2-carboxylic acid chloride | [EINECS(EC#)]
679-311-4 | [Molecular Formula]
C9H5ClOS | [MDL Number]
MFCD00051635 | [Molecular Weight]
196.65 | [MOL File]
39827-11-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
85-86°C | [Boiling point ]
176°C/17mmHg(lit.) | [density ]
1.410±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2-8°C | [form ]
powder to crystal | [color ]
White to Orange to Green | [Sensitive ]
Moisture Sensitive | [Detection Methods]
HPLC | [BRN ]
125174 | [CAS DataBase Reference]
39827-11-7(CAS DataBase Reference) | [Storage Precautions]
Store under nitrogen;Moisture sensitive |
| Safety Data | Back Directory | [Hazard Codes ]
C | [Risk Statements ]
R34:Causes burns. | [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 . | [RIDADR ]
3261 | [Hazard Note ]
Corrosive | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
2934999090 |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of benz[b]thiophene-2-carboxylic acid from benz[b]thiophene-2-carboxylic acid was as follows: benz[b]thiophene-2-carboxylic acid (356.42 mg, 2 mmol) was suspended in anhydrous toluene (6 mL) and thionyl chloride (4.4 mL, 60 mmol) and N,N-dimethylformamide (DMF, 0.05 mL) were added. After stirring at room temperature, the mixture was heated to reflux for 8 hours. Upon completion of the reaction, the volatiles were removed under reduced pressure to afford benzo[b]thiophene-2-carbonyl chloride as a yellow powder. Purification by rapid chromatography on silica gel using ethyl acetate/hexane (1:9, v/v) as eluent gave the target product (393.64 mg, 94.9% yield) as a white powder. The spectral data of the product were in agreement with those reported in the literature.1H NMR (300 MHz, CDCl3): δ 8.31 (s, 1H), 7.04-7.89 (m, 2H), 7.60-7.46 (m, 2H); 13C NMR (300 MHz, CDCl3): δ 161.14, 144.07, 138.05, 136.59, 135.89, 128.75, 126.68, 125.66, 122.91. | [References]
[1] Journal of the American Chemical Society, 2011, vol. 133, # 11, p. 3764 - 3767
[2] Patent: WO2012/99785, 2012, A2. Location in patent: Page/Page column 25
[3] Tetrahedron Asymmetry, 2003, vol. 14, # 3, p. 339 - 346
[4] Organometallics, 2015, vol. 34, # 12, p. 3065 - 3071
[5] Journal of the American Chemical Society, 2005, vol. 127, # 43, p. 15010 - 15011 |
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