2-METHYL-3,5-DIBROMO-THIOPHENE

2-METHYL-3,5-DIBROMO-THIOPHENE - Names and Identifiers

Name	3,5-DIBROMO-2-METHYLTHIOPHENE
Synonyms	3,5-DIBROMO-2-METHYLTHIOPHENE 2-METHYL-3,5-DIBROMO-THIOPHENE Thiophene, 3,5-dibromo-2-methyl-
CAS	29421-73-6
EINECS	249-617-9

2-METHYL-3,5-DIBROMO-THIOPHENE - Physico-chemical Properties

Molecular Formula	C5H4Br2S
Molar Mass	255.96
Density	2
Melting Point	-15°C(lit.)
Boling Point	230°C(lit.)
Storage Condition	0-10°C
Refractive Index	1.6120-1.6160
Use	Uses 3, 5-dibromo-2-methylthiophene can be used as an intermediate in pharmaceutical synthesis.

2-METHYL-3,5-DIBROMO-THIOPHENE - Risk and Safety

Hazard Symbols

Xi - Irritant

2-METHYL-3,5-DIBROMO-THIOPHENE - Upstream Downstream Industry

Raw Materials	Carbon disulfide Iodomethane 2,3-Dibromothiophene 2-Methylthiophene 2,5-Dibromothiophene
Downstream Products	Thiophene, 2,3-dibromo-5-methyl- 2-Bromo-5-methylthiophene 4-Bromo-5-methyl-2-thiophenecarbaldehyde 2,5-Dimethylthiophene-3-boronic acid

2-METHYL-3,5-DIBROMO-THIOPHENE - Preparation

at zero temperature, dissolve the compound 2-methylthiophene (24.50g,250.00mmol) of formula 6 with 120.0mL glacial acetic acid, put it into a 250.0mL single-mouth bottle, stir quickly, slowly add 30.0mL of mixed bromine and 30.0mL glacial acetic acid through a constant pressure funnel, slowly drop it for 5h, continue the reaction for 12h, add 100.0mL of water to terminate the reaction after the reaction, and separate the organic phase from the water phase, the aqueous phase is adjusted to pH = 7 with sodium hydroxide solution, then extracted with ether, all the organic phases are combined, finally washed with saturated sodium carbonate for 3 times, added with anhydrous drying for 12 hours, and 54.20g of light yellow product is obtained by vacuum distillation with a yield of 82%.

Last Update：2024-04-10 22:29:15

2-METHYL-3,5-DIBROMO-THIOPHENE - Reference Information

Use

3, 5-dibromo-2-methylthiophene is an effective reagent for preparing arylthiophene instead of norbornadiene.
3, 5-dibromo-2-methylthiophene can be used as an intermediate in pharmaceutical synthesis.

preparation

at zero temperature, dissolve compound 2-methylthiophene (24.50g,250.00mmol) of formula 6 with 120.0mL glacial acetic acid, place it in a 250.0mL single-mouth bottle, under rapid stirring, slowly add 30.0mL of liquid bromine and 30.0mL glacial acetic acid mixture through a constant pressure funnel, slowly drop it for 5h, and then continue the reaction for 12h, after the reaction is completed, 100.0mL of water is added to stop the reaction, the organic phase is separated from the aqueous phase, the aqueous phase is adjusted to about pH = 7 with sodium hydroxide solution, then extracted with ether, all the organic phases are combined, finally washed with saturated sodium carbonate for 3 times, added anhydrous drying for 12 hours, and 54.20g of light yellow product is obtained by means of reduced pressure distillation, with a yield of 82%.

Last Update：2024-04-09 02:00:00