Benzo[b]thiophene,4-methyl- supplier

Name
4-METHYLBENZOTHIOPHENE
EINECS
CAS No. 14315-11-8
Article Data14
CAS DataBase
Density 1.146 g/cm³
Solubility
Melting Point -6--4 °C
Formula C₉H₈S
Boiling Point 243 °C at 760 mmHg
Molecular Weight 148.229
Flash Point 72.4 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4-Methylbenzo(b)thiophene;
PSA 56.48000
LogP 6.41940

Synthetic route

: 1735-13-3
4-methylbenzo[b]thiophene-2-carboxylic acid

: 14315-11-8
4-methylbenzo[b]thiophene

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In N,N-dimethyl acetamide at 200℃; for 1h; microwave irradiation;	100%

: 6007-83-6
2,3-thiophenedicarboxylic acid anhydride

: 542-92-7
cyclopenta-1,3-diene

A: 16587-47-6
6-methylbenzo[b]thiophene

B: 14315-14-1
5-methylthianaphthene

C: 14315-15-2
7-methyl-benzo[b]thiophene

D: 14315-11-8
4-methylbenzo[b]thiophene

Conditions

Conditions	Yield
at 500℃; Further byproducts given. Title compound not separated from byproducts;	A n/a B n/a C 5.8% D 6.8%
at 500℃; under 1 - 5 Torr; Further byproducts given. Title compound not separated from byproducts;	A n/a B n/a C 5.8% D 6.8%
at 500℃; under 1 - 5 Torr; Further byproducts given;	A n/a B n/a C 5.8% D 6.8%

...Expand

: 611-15-4
1-methyl-2-vinyl-benzene

: 14315-11-8
4-methylbenzo[b]thiophene

Conditions

Conditions	Yield
With iron oxide-aluminium oxide; hydrogen sulfide at 600℃;

: 51830-51-4
m-tolylsulfanyl-acetaldehyde diethylacetal

A: 16587-47-6
6-methylbenzo[b]thiophene

B: 14315-11-8
4-methylbenzo[b]thiophene

Conditions

Conditions	Yield
K10-ZnCl2 In gas at 300℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With K10-ZnCl2 at 300℃; under 0.03 Torr; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With phosphoric acid

(+-)-4-methyl-4,5,6,7-tetrahydro-benzo<b>thiophen-4-ol: (+-)-4-methyl-4,5,6,7-tetrahydro-benzo<b>thiophen-4-ol

: 14315-11-8
4-methylbenzo[b]thiophene

Conditions

Conditions	Yield
With sulfur at 250℃;

: 86119-84-8, 7664-38-2
phosphoric acid

: 51830-51-4
m-tolylsulfanyl-acetaldehyde diethylacetal

P2O5: P2O5

A: 16587-47-6
6-methylbenzo[b]thiophene

B: 14315-11-8
4-methylbenzo[b]thiophene

...Expand

: 2-mercapto-3-o-tolyl-acrylic acid

: 14315-11-8
4-methylbenzo[b]thiophene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 80 percent / iodine / dioxane / 0.13 h / 180 °C / microwave irradiation 2: 100 percent / DBU / N,N-dimethyl-acetamide / 1 h / 200 °C / microwave irradiation View Scheme

: 4-methylene-4,5,6,7-tetrahydro-benzo[b]thiophene

: 14315-11-8
4-methylbenzo[b]thiophene

Conditions

Conditions	Yield
palladium In toluene

: 16587-47-6
6-methylbenzo[b]thiophene

: 14315-11-8
4-methylbenzo[b]thiophene

: 14450-24-9
6-methyl-2,3-dihydrobenzo[b]thiophene

A: 6-methyl-benzo[b]thiophene-4,7-quinone

B: 6-methyl-2,3-dihydro-benzo[b]thiophene-1,1-dioxide

Conditions

Conditions	Yield
mit Chrom(VI)-oxid und wasserhaltiger Essigsaeure;

...Expand

: 14315-11-8
4-methylbenzo[b]thiophene

: 79-35-6
1,1'-dichloro-2,2'-difluoroethene

: 2-(2,2-dichloro-1-fluoroethenyl)-4-methylbenzothiophene

Conditions

Conditions	Yield
With n-butyllithium 1.) n-hexane, diethyl ether, from 0 deg C to RT, 2.) n-hexane, diethyl ether, from 0 deg C to RT; Multistep reaction;

: 14315-11-8
4-methylbenzo[b]thiophene

: 106-95-6
allyl bromide

: 89816-54-6
2-allyl-4-methylbenzothiophene

Conditions

Conditions	Yield
With n-butyllithium 1. ether, -50 - -70 degC, 30min; 2. ether, r.t., overnight; Yield given. Multistep reaction;

: 14315-11-8
4-methylbenzo[b]thiophene

: 10133-19-4
4-Bromomethyl-benzo[b]thiophene

Conditions

Conditions	Yield
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane Heating;

: 14315-11-8
4-methylbenzo[b]thiophene

2-chloro-4-methylbenzothiophene: 2-chloro-4-methylbenzothiophene

Conditions

Conditions	Yield
With n-butyllithium; chlorine 1.) ether, hexane, 0 deg C, 1 h, 2.) RT, 1 h; Multistep reaction;

: 14315-11-8
4-methylbenzo[b]thiophene

: 130220-07-4
2,3-dichloro-4-methylbenzothiophene

Conditions

Conditions	Yield
With chlorine In tetrachloromethane for 3h; Ambient temperature;

: 14315-11-8
4-methylbenzo[b]thiophene

: 108-88-3
toluene

A: 80823-89-8
4-methyl-2-phenyl-2,3-dihydrobenzothiophen

B: 80823-99-0
4-methyl-3-phenyl-2,3-dihydrobenzothiophen

C: 4,4'-Dimethyl-2',3'-dihydro-[2,3']bi[benzo[b]thiophenyl]

D: 4,4'-Dimethyl-2,3-dihydro-[3,3']bi[benzo[b]thiophenyl]

Conditions

Conditions	Yield
With aluminium trichloride at 20℃; for 0.5h; Further byproducts given. Title compound not separated from byproducts;

...Expand

: 14315-11-8
4-methylbenzo[b]thiophene

: 108-88-3
toluene

A: 80823-84-3
4-methyl-2-(p-tolyl)-2,3-dihydrobenzothiophen

B: 80823-94-5
4-methyl-3-(p-tolyl)-2,3-dihydrobenzothiophen

C: 4,4'-Dimethyl-2',3'-dihydro-[2,3']bi[benzo[b]thiophenyl]

D: 4,4'-Dimethyl-2,3-dihydro-[3,3']bi[benzo[b]thiophenyl]

Conditions

Conditions	Yield
With aluminium trichloride at 20℃; for 0.5h; Further byproducts given. Title compound not separated from byproducts;

...Expand

: 14315-11-8
4-methylbenzo[b]thiophene

: 108-88-3
toluene

A: 80823-94-5
4-methyl-3-(p-tolyl)-2,3-dihydrobenzothiophen

B: 4,4'-Dimethyl-2',3'-dihydro-[2,3']bi[benzo[b]thiophenyl]

C: 4,4'-Dimethyl-2,3-dihydro-[3,3']bi[benzo[b]thiophenyl]

Conditions

Conditions	Yield
With aluminium trichloride at 20℃; for 0.5h; Product distribution; other reagent (benzene);

...Expand

: 14315-11-8
4-methylbenzo[b]thiophene

: 71-43-2
benzene

A: 80823-89-8
4-methyl-2-phenyl-2,3-dihydrobenzothiophen

B: 80823-99-0
4-methyl-3-phenyl-2,3-dihydrobenzothiophen

C: 4,4'-Dimethyl-2',3'-dihydro-[2,3']bi[benzo[b]thiophenyl]

D: 4,4'-Dimethyl-2,3-dihydro-[3,3']bi[benzo[b]thiophenyl]

Conditions

Conditions	Yield
With aluminium trichloride at 20℃; for 0.5h; Further byproducts given. Title compound not separated from byproducts;

...Expand

: 14315-11-8
4-methylbenzo[b]thiophene

A: 80824-38-0
2,3-Dihydro-4-methylbenzothiophene

B: 80823-89-8
4-methyl-2-phenyl-2,3-dihydrobenzothiophen

C: 80823-99-0
4-methyl-3-phenyl-2,3-dihydrobenzothiophen

D: 4,4'-Dimethyl-2',3'-dihydro-[2,3']bi[benzo[b]thiophenyl]

Conditions

Conditions	Yield
With aluminium trichloride; benzene at 20℃; for 0.5h; Further byproducts given;

...Expand

: 14315-11-8
4-methylbenzo[b]thiophene

A: 80823-84-3
4-methyl-2-(p-tolyl)-2,3-dihydrobenzothiophen

B: 80823-94-5
4-methyl-3-(p-tolyl)-2,3-dihydrobenzothiophen

C: 4,4'-Dimethyl-2,3-dihydro-[2,3']bi[benzo[b]thiophenyl]

D: 4,4'-Dimethyl-2',3'-dihydro-[2,3']bi[benzo[b]thiophenyl]

Conditions

Conditions	Yield
With aluminium trichloride; toluene at 20℃; for 0.5h; Further byproducts given. Title compound not separated from byproducts;

...Expand

: 14315-11-8
4-methylbenzo[b]thiophene

A: 80823-84-3
4-methyl-2-(p-tolyl)-2,3-dihydrobenzothiophen

B: 80823-94-5
4-methyl-3-(p-tolyl)-2,3-dihydrobenzothiophen

C: 4,4'-Dimethyl-2',3'-dihydro-[2,3']bi[benzo[b]thiophenyl]

D: 4,4'-Dimethyl-2,3-dihydro-[3,3']bi[benzo[b]thiophenyl]

Conditions

Conditions	Yield
With aluminium trichloride; toluene at 20℃; for 0.5h; Further byproducts given. Title compound not separated from byproducts;

...Expand

: 14315-11-8
4-methylbenzo[b]thiophene

A: 80823-84-3
4-methyl-2-(p-tolyl)-2,3-dihydrobenzothiophen

B: 4,4'-Dimethyl-2,3-dihydro-[2,2']bi[benzo[b]thiophenyl]

C: 4,4'-Dimethyl-2',3'-dihydro-[2,3']bi[benzo[b]thiophenyl]

D: 4,4'-Dimethyl-2,3-dihydro-[3,3']bi[benzo[b]thiophenyl]

Conditions

Conditions	Yield
With aluminium trichloride; toluene at 20℃; for 0.5h; Further byproducts given. Title compound not separated from byproducts;

...Expand

: 14315-11-8
4-methylbenzo[b]thiophene

: 79099-07-3
N-tert-butyloxycarbonylpiperidin-4-one

: 4-hydroxy-4-(4-methyl-benzo[b]thiophen-2-yl)-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
With n-butyllithium In tetrahydrofuran at -78℃;

: 14315-11-8
4-methylbenzo[b]thiophene

: 190906-92-4
tert-butyl 2-methyl-4-oxopiperidine-1-carboxylate

: 4-hydroxy-2-methyl-4-(4-methyl-benzo[b]thiophen-2-yl)-piperidine-1-carboxylic acid tert-butyl ester

Conditions

Conditions	Yield
Stage #1: 4-methylbenzo[b]thiophene With n-butyllithium In tetrahydrofuran at -78℃; Stage #2: tert-butyl 2-methyl-4-oxopiperidine-1-carboxylate In tetrahydrofuran

: 14315-11-8
4-methylbenzo[b]thiophene

: 2-methyl-4-(4-methyl-benzo[b]thiophen-2-yl)-piperidine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: n-BuLi / tetrahydrofuran / -78 °C 1.2: tetrahydrofuran 2.1: TFA / CH2Cl2 2.2: H2 / Pd/C / ethanol; 2,2,2-trifluoro-ethanol View Scheme

: 14315-11-8
4-methylbenzo[b]thiophene

: 4-(4-methyl-benzo[b]thiophen-2-yl)-1,2,3,6-tetrahydro-pyridine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: n-BuLi / tetrahydrofuran / -78 °C 2: TFA / CH2Cl2 View Scheme

: 14315-11-8
4-methylbenzo[b]thiophene

: 346592-96-9
4-(4-methylbenzo[b]thiophen-2-yl)piperidine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: n-BuLi / tetrahydrofuran / -78 °C 2: TFA / CH2Cl2 3: H2 / 10 percent Pd/C / ethanol; 2,2,2-trifluoro-ethanol View Scheme

: 14315-11-8
4-methylbenzo[b]thiophene

: 574706-08-4
1-(1H-indol-4-yloxy)-3-[4-(4-methyl-benzo[b]thiophen-2-yl)-piperidin-1-yl]-propan-2-ol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: n-BuLi / tetrahydrofuran / -78 °C 2: TFA / CH2Cl2 3: H2 / 10 percent Pd/C / ethanol; 2,2,2-trifluoro-ethanol 4: methanol / Heating View Scheme

: 14315-11-8
4-methylbenzo[b]thiophene

: 346589-06-8
(2S)-1-(1H-indol-4-yl)oxy-3-[(2S,4R)-4-(4-methylbenzo[b]thiophen-2-yl)-2-methylpiperidinyl]-2-propanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-BuLi / tetrahydrofuran / -78 °C 1.2: tetrahydrofuran 2.1: TFA / CH2Cl2 2.2: H2 / Pd/C / ethanol; 2,2,2-trifluoro-ethanol 3.1: methanol / Heating View Scheme

: 14315-11-8
4-methylbenzo[b]thiophene

: 346591-10-4
(2S)-(-)-1-(1H-indol-4-yl)oxy-3-[(2R,4S)-4-(4-methylbenzo[b]thiophen-2-yl)-2-methylpiperidinyl]-2-propanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: n-BuLi / tetrahydrofuran / -78 °C 1.2: tetrahydrofuran 2.1: TFA / CH2Cl2 2.2: H2 / Pd/C / ethanol; 2,2,2-trifluoro-ethanol 3.1: methanol / Heating View Scheme

Benzo[b]thiophene,4-methyl- Specification

The Benzo[b]thiophene,4-methyl-, with the CAS registry number 14315-11-8, is also known as 4-Methylbenzo(b)thiophene. This chemical's molecular formula is C₉H₈S and molecular weight is 148.2248. What's more, its systematic name is called 4-Methyl-1-benzothiophene.

Physical properties about Benzo[b]thiophene,4-methyl- are: (1)ACD/LogP: 4.84; (2)#of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 4.84; (4)ACD/LogD (pH 7.4): 4.84; (5)ACD/BCF (pH 5.5): 2808.4; (6)ACD/BCF (pH 7.4): 2808.4; (7)ACD/KOC (pH 5.5): 10232.97; (8)ACD/KOC (pH 7.4): 10232.97; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 0; (12)Polar Surface Area: 28.24 Å²; (13)Index of Refraction: 1.652; (14)Molar Refractivity: 47.3 cm³; (15)Molar Volume: 129.3 cm³; (16)Polarizability: 18.75×10^-24 cm³; (17)Surface Tension: 43.4 dyne/cm; (18)Density: 1.146 g/cm³; (19)Flash Point: 72.4 °C; (20)Enthalpy of Vaporization: 46.05 kJ/mol; (21)Boiling Point: 243 °C at 760 mmHg; (22)Vapour Pressure: 0.0514 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1) SMILES: s2c1cccc(c1cc2)C
(2) InChI: InChI=1/C9H8S/c1-7-3-2-4-9-8(7)5-6-10-9/h2-6H,1H3
(3) InChIKey: RPKWIZPGQZKQKY-UHFFFAOYAA

Product Name

4-METHYLBENZOTHIOPHENE

Synthetic route

Benzo[b]thiophene,4-methyl- Specification

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