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22720-75-8

Basic Information
CAS No.: 22720-75-8
Name: 2-Acetylbenzo[b]thiophene
Article Data: 37
Molecular Structure:
Molecular Structure of 22720-75-8 (2-Acetylbenzo[b]thiophene)
Formula: C10H8OS
Molecular Weight: 176.239
Synonyms: Ketone,benzo[b]thien-2-yl methyl (7CI,8CI);1-(Benzo[b]thiophen-2-yl)ethan-1-one;1-Benzo[b]thiophen-2-ylethanone;2-Acetylbenzothiophene;
EINECS: 245-177-7
Density: 1.219 g/cm3
Melting Point: 86-88 ºC
Boiling Point: 304.5 ºC at 760 mmHg
Flash Point: 138 ºC
Appearance: white to light yellow crystal powder
Hazard Symbols: HarmfulXn
Risk Codes: 20/21/22-22
Safety: 36
PSA: 45.31000
LogP: 3.10390
Synthetic route
53606-33-0

2-(ethylsulfanyl)benzenecarbaldehyde

78-95-5

chloroacetone

22720-75-8

2-acetyl benzo[b]thiophene

Conditions
ConditionsYield
With calcium oxide In acetone at 59℃;100%
With calcium oxide for 3h; Reflux;
51868-95-2

1-(benzo[b]thiophen-2-yl)ethanol

22720-75-8

2-acetyl benzo[b]thiophene

Conditions
ConditionsYield
With [bis({2‐[bis(propan‐2‐yl)phosphanyl]ethyl})amine](borohydride)(carbonyl)(hydride)iron(II); potassium tert-butylate; acetone In n-heptane at 50℃; for 24h; Schlenk technique; Inert atmosphere;98%
With chromium(VI) oxide; sulfuric acid; water In acetone at 20℃; for 24h; Inert atmosphere;94%
With pyridinium chlorochromate In dichloromethane at 20℃; for 10h;78%
685-91-6

diethylacetamide

sodium trisulfide

78-95-5

chloroacetone

22720-75-8

2-acetyl benzo[b]thiophene

Conditions
ConditionsYield
In diethyl ether; water95%
7022-45-9

2-(methylsulfanyl)benzaldehyde

78-95-5

chloroacetone

22720-75-8

2-acetyl benzo[b]thiophene

Conditions
ConditionsYield
With magnesium oxide In toluene at 120℃; for 4h; Reagent/catalyst;95%
55164-16-4

2,2'-dithiodibenzaldehyde

78-95-5

chloroacetone

123-54-6

acetylacetone

22720-75-8

2-acetyl benzo[b]thiophene

Conditions
ConditionsYield
Stage #1: 2,2'-dithiodibenzaldehyde; acetylacetone With potassium carbonate; dimethyl sulfoxide at 20℃; for 1.5h; Inert atmosphere;
Stage #2: chloroacetone at 50℃; for 1.5h; Inert atmosphere;
94%
22720-75-8

2-acetyl benzo[b]thiophene

Conditions
ConditionsYield
With ammonium chloride; zinc In ethanol at 0℃; for 1h;93%
89-98-5

2-chloro-benzaldehyde

24653-75-6

1-mercaptopropan-2-one

22720-75-8

2-acetyl benzo[b]thiophene

Conditions
ConditionsYield
With potassium carbonate In water at 90℃; for 2h; Green chemistry;84%

trans-4-(2-iodophenyl)-3-buten-2-one

22720-75-8

2-acetyl benzo[b]thiophene

Conditions
ConditionsYield
With copper diacetate; potassium ethyl xanthogenate In dimethyl sulfoxide at 100℃; for 3h;84%
135555-29-2

2-(prop-1-en-2-yl)benzo[b]thiophene

22720-75-8

2-acetyl benzo[b]thiophene

Conditions
ConditionsYield
With 1,1'-bis-(diphenylphosphino)ferrocene; oxygen; 2,5-Dimercapto-1,3,4-thiadiazole In acetonitrile at 20 - 80℃; under 760.051 Torr; for 15h; Schlenk technique;82%
130966-65-3

2-(hydroxymethyl)thiophenoxyacetone

22720-75-8

2-acetyl benzo[b]thiophene

Conditions
ConditionsYield
With pyridine-SO3 complex; triethylamine In dichloromethane; dimethyl sulfoxide79%
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  • 22720-75-8  CAS NO.22720-75-8

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    22720-75-8 CAS NO.22720-75-8

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Specification

The IUPAC name of Ethanone,1-benzo[b]thien-2-yl- is 1-(1-benzothiophen-2-yl)ethanone. With the CAS registry number 22720-75-8, it is also named as 2-Acetylbenzo[b]thiophene. The product's categories are Fluorobenzene; Thiophene & Benzothiophene. Besides, it is white to light yellow crystal powder, which should be stored in sealed container in cool and dry place. In addition, its molecular formula is C10H8OS and molecular weight is 176.23.

The other characteristics of this product can be summarized as: (1)EINECS: 245-177-7; (2)ACD/LogP: 3.83; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 3.83; (5)ACD/LogD (pH 7.4): 3.83; (6)ACD/BCF (pH 5.5): 476.71; (7)ACD/BCF (pH 7.4): 476.71; (8)ACD/KOC (pH 5.5): 2875.41; (9)ACD/KOC (pH 7.4): 2875.41; (10)#H bond acceptors: 1; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 1; (13)Polar Surface Area: 45.31 Å2; (14)Index of Refraction: 1.646; (15)Molar Refractivity: 52.5 cm3; (16)Molar Volume: 144.5 cm3; (17)Polarizability: 20.81×10-24cm3; (18)Surface Tension: 47.4 dyne/cm; (19)Density: 1.219 g/cm3; (20)Flash Point: 138 °C; (21)Melting Point: 86-88 °C; (22)Enthalpy of Vaporization: 54.49 kJ/mol; (23)Boiling Point: 304.5 °C at 760 mmHg; (24)Vapour Pressure: 0.00087 mmHg at 25 °C.

Preparation of Ethanone,1-benzo[b]thien-2-yl-: this chemical can be prepared by 1-(2-Hydroxymethyl-phenylsulfanyl)-propan-2-one.



This reaction needs Et3N, SO3*Py, CH2Cl2 and Dimethylsulfoxide. The yield is 79 %.

Uses of Ethanone,1-benzo[b]thien-2-yl-: this chemical is a novel anti-osteoporosis agent. It is also used as drug intermediates for the synthesis of zileuton. Furthermore, it can be used to produce 1-Benzo[b]thiophen-2-yl-2-bromo-ethanone.



This reaction needs (n-Bu)4NBr3, CH2Cl2 and Methanol at temperature of 22 °C for 6 hours. The yield is 95 %.

When you are using this chemical, please be cautious about it as the following: it is harmful by inhalation, in contact with skin and if swallowed. You should wear suitable protective clothing when use it.

People can use the following data to convert to the molecule structure.
(1)SMILES: O=C(c2sc1ccccc1c2)C
(2)InChI: InChI=1/C10H8OS/c1-7(11)10-6-8-4-2-3-5-9(8)12-10/h2-6H,1H3
(3)InChIKey: SGSGCQGCVKWRNM-UHFFFAOYAK
(4)Std. InChI: InChI=1S/C10H8OS/c1-7(11)10-6-8-4-2-3-5-9(8)12-10/h2-6H,1H3
(5)Std. InChIKey: SGSGCQGCVKWRNM-UHFFFAOYSA-N