2-Chloro-3-methylthiophene supplier

Name
2-Chloro-3-methylthiophene
EINECS 238-296-0
CAS No. 14345-97-2
Density 1.237 g/cm³
Solubility
Melting Point 153-157 °C
Formula C₅H₅ClS
Boiling Point 150 °C at 760 mmHg
Molecular Weight 132.614
Flash Point 49.9 °C
Transport Information UN 1993 3/PG 3
Appearance clear yellow to yellow-brown liquid
Safety 16-26-39-37/39
Risk Codes 10-22-41-36/37/38
Molecular Structure
Hazard Symbols Xn,Xi
Synonyms 2-Chloro-3-methyl thiophene;2-chloro-3-methyl-thiophene;
PSA 28.24000
LogP 2.70990

Synthetic route

: 128-09-6
N-chloro-succinimide

: 616-44-4
3-Methylthiophene

: 14345-97-2
2-chloro-3-methylthiophene

: 128-09-6
N-chloro-succinimide

: 616-44-4
3-Methylthiophene

A: 14345-97-2
2-chloro-3-methylthiophene

B: 2746-23-8
3-(chloromethyl)thiophene

Conditions

Conditions	Yield
With tetrachloromethane; dibenzoyl peroxide

...Expand

: 616-44-4
3-Methylthiophene

: 14345-97-2
2-chloro-3-methylthiophene

Conditions

Conditions	Yield
With sulfuryl dichloride
With aluminium trichloride; benzeneseleninyl chloride In chloroform for 3h; Ambient temperature;	78 % Chromat.
With sulfuryl dichloride at 15℃; for 1h;

: 616-44-4
3-Methylthiophene

: sodium thiosulfate

: 14345-97-2
2-chloro-3-methylthiophene

Conditions

Conditions	Yield
With sulfuryl dichloride In acetonitrile

: 616-44-4
3-Methylthiophene

SO2 Cl2: SO2 Cl2

: 14345-97-2
2-chloro-3-methylthiophene

Conditions

Conditions	Yield
	35,3 g (52%)

: 14345-97-2
2-chloro-3-methylthiophene

: 78-59-1
3,5,5-Trimethylcyclohex-2-en-1-one

: 5,5-dimethyl-3-((3-methylthiophen-2-yl)methyl)cyclohex-2-enone

Conditions

Conditions	Yield
With 2-(2,6-dimethoxyphenyl)-1-methyl-3-(diphenylphosphino)-1H-indole; palladium diacetate; lithium tert-butoxide In 1,4-dioxane at 100℃; for 1h; Schlenk technique; Inert atmosphere;	99%

: 14345-97-2
2-chloro-3-methylthiophene

: 15878-00-9
4-chloro-1H-pyrazole

: 4-chloro-1-(5-chloro-4-methylthiophen-2-yl)-1H-pyrazole

Conditions

Conditions	Yield
With tert.-butylnitrite; 2,3-dicyano-5,6-dichloro-p-benzoquinone In 1,2-dichloro-ethane at 20℃; for 4h; Irradiation; Schlenk technique;	95%

: 14345-97-2
2-chloro-3-methylthiophene

: 124-38-9
carbon dioxide

: 74598-03-1
5-chloro-4-methylthiophen-2-carboxylic acid

Conditions

Conditions	Yield
With n-butyllithium In diethyl ether 1.) reflux, 2 h, 2.) - 70 deg C;	89%

: 14345-97-2
2-chloro-3-methylthiophene

: 140-88-5
ethyl acrylate

: ethyl (E)-3-(5-chloro-4-methylthiophen-2-yl)acrylate

Conditions

Conditions	Yield
With dimethyl 2-((6-methylpyridin-3-yl)methylene)malonate; palladium diacetate; silver fluoride; acetic acid In N,N-dimethyl-formamide at 50℃; for 48h; Schlenk technique; Inert atmosphere; Sealed tube; regioselective reaction;	87%

: 14345-97-2
2-chloro-3-methylthiophene

: 557-21-1
dicyanozinc

: 55406-13-8
3-methylthiophene-2-carbonitrile

Conditions

Conditions	Yield
bis(tri-t-butylphosphine)palladium(0); zinc In N,N-dimethyl acetamide at 95℃; for 6h;	86.4%

: 14345-97-2
2-chloro-3-methylthiophene

: 877-99-6
1-methoxy-4-(2-methyl-1-propenyl)benzene

: 2-chloro-5-(1-(4-methoxyphenyl)-2-methylpropyl)-3-methylthiophene

Conditions

Conditions	Yield
With silver hexafluoroantimonate; 2,2':5',2''-terthiophene In dichloromethane at 20℃; Glovebox; Schlenk technique; regioselective reaction;	83%

: 14345-97-2
2-chloro-3-methylthiophene

: 1008-89-5
2-phenylpyridine

2-(2-(3-methylthien-2-yl)phenyl)pyridine: 2-(2-(3-methylthien-2-yl)phenyl)pyridine

Conditions

Conditions	Yield
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 1-methyl-2-phenyl-3-(diphenylphosphino)-1H-indole; potassium carbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;	80%

: 14345-97-2
2-chloro-3-methylthiophene

: 69249-61-2
3-hexyl-2-bromothiophene

: 2-chloro-3-methyl-5-(3-hexylthiophen-2-yl)thiophene

Conditions

Conditions	Yield
Stage #1: 2-chloro-3-methylthiophene With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex In tetrahydrofuran at 25℃; for 3h; Inert atmosphere; Schlenk technique; Stage #2: 3-hexyl-2-bromothiophene With Pd-PEPPSI-SIPr In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; Schlenk technique;	79%

: 14345-97-2
2-chloro-3-methylthiophene

: 1663-39-4
tert-Butyl acrylate

: tert-butyl (E)-3-(5-chloro-4-methylthiophen-2-yl)acrylate

Conditions

Conditions	Yield
With 4-(ethylthio)-N,N-dimethylaniline; palladium diacetate; acetic acid; hydroquinone at 60℃; for 3h;	78%

: 14345-97-2
2-chloro-3-methylthiophene

: 930-68-7
cyclohexenone

: 3-(5-chloro-4-methylthiophen-2-yl)cyclohexan-1-one

Conditions

Conditions	Yield
With 4,5-Diazafluoren-9-one; palladium diacetate; acetic acid In acetonitrile at 50℃; for 36h;	78%
With 4,5-Diazafluoren-9-one; palladium diacetate; acetic acid In acetonitrile at 50℃; for 36h; Heck Reaction; Green chemistry;	78%

: 14345-97-2
2-chloro-3-methylthiophene

: 100379-00-8
2,6-dimethylbenzene boronic acid

: 1308652-76-7
2-(2,6-dimethylphenyl)-3-methylthiophene

Conditions

Conditions	Yield
With potassium phosphate; 9-(2-(dicyclohexylphosphino)phenyl)-9H-carbazole; palladium diacetate; phenylboronic acid In 1,4-dioxane at 120℃; for 24h; Suzuki coupling; Inert atmosphere;	75%

: 14345-97-2
2-chloro-3-methylthiophene

: 2-bromo-3-(4-bistrimethylsiloxysilylbutan-1-yl)thiophene

: 2-chloro-3-methyl-5-(3-(4-(bis(trimethylsiloxy)(methyl)silyl)butan-1-yl)thiophen-2-yl)thiophene

Conditions

Conditions	Yield
Stage #1: 2-chloro-3-methylthiophene With (2,2,6,6-tetramethylpiperidin-1-yl)magnesium halide Stage #2: 2-bromo-3-(4-bistrimethylsiloxysilylbutan-1-yl)thiophene With palladium catalyst	74%

: 14345-97-2
2-chloro-3-methylthiophene

: 1130728-55-0
2,4-dimethyl-3,6-dioxocyclohexa-1,4-dienylboronic acid

: 1262865-00-8
6-(5-chloro-4-methylthiophen-2-yl)-2,6-dimethylcyclohex-2-ene-1,4-dione

Conditions

Conditions	Yield
With iron(III) chloride hexahydrate In dichloromethane at 25℃; for 48h; Friedel Crafts alkylation; regioselective reaction;	72%

: 14345-97-2
2-chloro-3-methylthiophene

: 1622149-27-2
2-bromo-3-[4-(1,1,3,3,3-pentameth-yldisiloxan-1-yl)butan-1-yl]thiophene

: 2-chloro-3-methyl-5-{3-[4-(1,1,3,3,3-pentamethyldisiloxan-1-yl)butan-1-yl]thiophen-2-yl}thiophene

Conditions

Conditions	Yield
Stage #1: 2-chloro-3-methylthiophene With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex In tetrahydrofuran at 25℃; for 3h; Inert atmosphere; Schlenk technique; Stage #2: 2-bromo-3-[4-(1,1,3,3,3-pentameth-yldisiloxan-1-yl)butan-1-yl]thiophene With Pd-PEPPSI-SIPr In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; Schlenk technique;	72%
Stage #1: 2-chloro-3-methylthiophene With (2,2,6,6-tetramethylpiperidin-1-yl)magnesium halide Stage #2: 2-bromo-3-[4-(1,1,3,3,3-pentameth-yldisiloxan-1-yl)butan-1-yl]thiophene With palladium catalyst	72%

: 1003-09-4
2-bromothiophene

: 14345-97-2
2-chloro-3-methylthiophene

: 2-chloro-3-methyl-5-(thiophen-2-yl)thiophene

Conditions

Conditions	Yield
Stage #1: 2-chloro-3-methylthiophene With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex In tetrahydrofuran at 25℃; for 3h; Inert atmosphere; Schlenk technique; Stage #2: 2-bromothiophene With Pd-PEPPSI-SIPr In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; Schlenk technique;	72%

: 14345-97-2
2-chloro-3-methylthiophene

: 14282-76-9
2-bromo-3-methylthiophene

: 2-chloro-3-methyl-5-(3-methylthiophen-2-yl)thiophene

Conditions

Conditions	Yield
Stage #1: 2-chloro-3-methylthiophene With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex In tetrahydrofuran at 25℃; for 3h; Inert atmosphere; Schlenk technique; Stage #2: 2-bromo-3-methylthiophene With Pd-PEPPSI-SIPr In tetrahydrofuran at 60℃; for 24h; Inert atmosphere; Schlenk technique;	71%

: 14345-97-2
2-chloro-3-methylthiophene

: 5380-42-7
thiophene-2-carboxylic acid methyl ester

A: 1430206-20-4
C11H9ClO2S2

B: C10H8Cl2S2

Conditions

Conditions	Yield
With palladium diacetate; silver(l) oxide; 2-Biphenylcarboxylic acid In dimethyl sulfoxide at 80℃; for 8h;	A 70% B 28%

...Expand

: 14345-97-2
2-chloro-3-methylthiophene

: 4559-70-0
Diphenylphosphine oxide

: C17H14ClOPS

Conditions

Conditions	Yield
With 1,10-Phenanthroline; tetrabutylammonium tetrafluoroborate; manganese (II) acetate tetrahydrate In acetic acid at 80℃; for 4h; Electrolysis; Inert atmosphere;	69%

: 14345-97-2
2-chloro-3-methylthiophene

: 547-63-7
Methyl isobutyrate

: 1258239-40-5
2-methyl-3-(3-methyl-thiophen-2-yl)-propionic acid methyl ester

Conditions

Conditions	Yield
Stage #1: Methyl isobutyrate With lithium dicyclohexylamide In toluene at 20℃; for 0.25h; Inert atmosphere; Stage #2: With tris-(dibenzylideneacetone)dipalladium(0); DavePhos In toluene at 20℃; for 0.0833333h; Inert atmosphere; Stage #3: 2-chloro-3-methylthiophene In toluene at 50℃; for 1h; Inert atmosphere;	67%

: 14345-97-2
2-chloro-3-methylthiophene

: 75-86-5
2-hydroxy-2-methylpropanenitrile

: 55406-13-8
3-methylthiophene-2-carbonitrile

Conditions

Conditions	Yield
With [Pd(cinnamyl)Cl]2; N-ethyl-N,N-diisopropylamine; XPhos In isopropyl alcohol at 80℃; for 2h; Inert atmosphere;	67%

: 14345-97-2
2-chloro-3-methylthiophene

: 930-68-7
cyclohexenone

: 3-(5-chloro-4-methylthiophen-2-yl)cyclohex-2-en-1-one

Conditions

Conditions	Yield
With silver hexafluoroantimonate; silver carbonate; N-acetylglycine; palladium dichloride In 1,4-dioxane; dimethyl sulfoxide at 60℃; for 24h; Sealed tube;	67%
With silver hexafluoroantimonate; 1,1,1,3',3',3'-hexafluoro-propanol; silver carbonate; N-acetylglycine; palladium dichloride In 1,4-dioxane; dimethyl sulfoxide at 60℃; for 24h;	67%
With 4,5-Diazafluoren-9-one; oxygen; palladium diacetate; p-benzoquinone In acetonitrile at 80℃; for 24h; Heck Reaction; Green chemistry;	50%

: 14345-97-2
2-chloro-3-methylthiophene

: 637-69-4
4-Methoxystyrene

: C14H13ClOS

Conditions

Conditions	Yield
With p-benzoquinone In acetic acid; dimethyl sulfoxide at 60℃; for 10h;	61%

: 14345-97-2
2-chloro-3-methylthiophene

: 93-55-0
1-phenyl-propan-1-one

: 1440662-26-9
(E)-3-(5-chloro-4-methyl-2-thienyl)-1-phenyl-2-propen-1-one

Conditions

Conditions	Yield
With silver (II) carbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; lithium acetate; palladium diacetate; tricyclohexylphosphine In 1,2-dimethoxyethane at 100℃; for 24h; Schlenk technique; Inert atmosphere;	60%

: 14345-97-2
2-chloro-3-methylthiophene

: 1073-67-2
4-vinylbenzyl chloride

: C13H10Cl2S

Conditions

Conditions	Yield
With p-benzoquinone In acetic acid; dimethyl sulfoxide at 60℃; for 10h;	53%

: 14345-97-2
2-chloro-3-methylthiophene

: 610-97-9
o-iodo-methyl-benzoic acid

: 292638-85-8
acrylic acid methyl ester

: C17H15ClO4S

Conditions

Conditions	Yield
With triphenyl-arsane; C9H13NO; silver(I) acetate; palladium diacetate; acetic acid; p-benzoquinone In ethyl acetate for 48h; Heating; Sealed tube; regioselective reaction;	51%

...Expand

: 14345-97-2
2-chloro-3-methylthiophene

: 33675-49-9
1-Brom-2-(2,4,6-trimethylphenyl)acetylen

: 2-chloro-5-(mesitylethynyl)-3-methylthiophene

Conditions

Conditions	Yield
With 1,4-pyrazine; (S)-2-acetylamino-3-phenylpropanoic acid; palladium diacetate; silver(l) oxide In dimethyl sulfoxide at 60℃; for 18h; Schlenk technique; Sealed tube; regioselective reaction;	45%

: 14345-97-2
2-chloro-3-methylthiophene

: 1008-89-5
2-phenylpyridine

: 95-79-4
5-chloro-2-methyl-benzenamine

A: 4,4''-dimethyl-2'-(pyridin-2-yl)-[1,1':3',1''-terphenyl]-3,3''-diamine

B: 4-methyl-3'-(2-methylthiophen-3-yl)-2'-(pyridin-2-yl)-[1,1'-biphenyl]-3-amine

C: 4-methyl-2'-(pyridin-2-yl)biphenyl-3-amine

Conditions

Conditions	Yield
Stage #1: 2-phenylpyridine; 5-chloro-2-methyl-benzenamine With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 1-methyl-2-phenyl-3-(diphenylphosphino)-1H-indole; potassium carbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube; Stage #2: 2-chloro-3-methylthiophene In 1-methyl-pyrrolidin-2-one at 140℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;	A 16% B 41% C 28%

Yield

Stage #1: 2-phenylpyridine; 5-chloro-2-methyl-benzenamine With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; 1-methyl-2-phenyl-3-(diphenylphosphino)-1H-indole; potassium carbonate In 1-methyl-pyrrolidin-2-one at 120℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;
Stage #2: 2-chloro-3-methylthiophene In 1-methyl-pyrrolidin-2-one at 140℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;

A 16%
B 41%
C 28%

...Expand

: 14345-97-2
2-chloro-3-methylthiophene

: 4271-27-6
diethyllaurylamine

: diethyl-dodecyl-[2]thienylmethyl-ammonium; chloride

Conditions

Conditions	Yield
With ethyl acetate
With ethanol

: 14345-97-2
2-chloro-3-methylthiophene

: 40032-81-3
2-chloro-3-bromomethylthiophene

Conditions

Conditions	Yield
With tetrachloromethane; N-Bromosuccinimide; dibenzoyl peroxide
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 0.666667h; Inert atmosphere;

2-Chloro-3-methylthiophene Specification

The 2-Chloro-3-methylthiophene is an organic compound with the formula C₅H₅ClS. The IUPAC name of this chemical is 2-chloro-3-methylthiophene. With the CAS registry number 14345-97-2, it is also named as Thiophene, 2-chloro-3-methyl-. The product's categories are Thiophenes; Thiophene & Benzothiophene; Thiophens; Functional Materials; Reagents for Conducting Polymer Research; Thiophene Derivatives (for Conduting Polymer Research); Halogenated Heterocycles; Heterocyclic Building Blocks; Thiophenes Building Blocks. Besides, it is a clear yellow to yellow-brown liquid, which should be stored in a closed dark cool and dry place. It can be used as the organic synthesis intermediates for pharmaceuticals, pesticides and synthetic photosensitive polymer.

Physical properties about 2-Chloro-3-methylthiophene are: (1)ACD/LogP: 3.00; (2)ACD/LogD (pH 5.5): 3; (3)ACD/LogD (pH 7.4): 3; (4)ACD/BCF (pH 5.5): 112.29; (5)ACD/BCF (pH 7.4): 112.29; (6)ACD/KOC (pH 5.5): 1021.51; (7)ACD/KOC (pH 7.4): 1021.51; (8)Polar Surface Area: 28.24 Å²; (9)Index of Refraction: 1.554; (10)Molar Refractivity: 34.35 cm³; (11)Molar Volume: 107.1 cm³; (12)Polarizability: 13.62×10^-24cm³; (13)Surface Tension: 36.8 dyne/cm; (14)Density: 1.237 g/cm³; (15)Flash Point: 49.9 °C; (16)Enthalpy of Vaporization: 37.1 kJ/mol; (17)Boiling Point: 150 °C at 760 mmHg; (18)Vapour Pressure: 4.99 mmHg at 25°C.

Uses of 2-Chloro-3-methylthiophene: it can be used to produce 5-chloro-4-methylthiophen-2-carboxylic acid at temperature of -70 °C. It will need reagent n-butyl-lithium and solvent diethyl ether. The yield is about 89%.

When you are using this chemical, please be cautious about it as the following:
It is flammable and harmful in contact with skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin and risk of serious damage to eyes. When you are using it, wear suitable gloves and eye/face protection and keep away from sources of ignition - No smoking.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1sccc1C
(2)InChI: InChI=1/C5H5ClS/c1-4-2-3-7-5(4)6/h2-3H,1H3
(3)InChIKey: KQFADYXPELMVHE-UHFFFAOYAK
(4)Std. InChI: InChI=1S/C5H5ClS/c1-4-2-3-7-5(4)6/h2-3H,1H3
(5)Std. InChIKey: KQFADYXPELMVHE-UHFFFAOYSA-N

Product Name

2-Chloro-3-methylthiophene

Synthetic route

2-Chloro-3-methylthiophene Specification

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