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| 3-Bromothiophene Basic information |
| 3-Bromothiophene Chemical Properties |
| Melting point | | Boiling point | 150 °C (lit.) | | density | 1.74 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.591(lit.) | | Fp | 140 °F | | storage temp. | Keep in dark place,Sealed in dry,2-8°C | | solubility | Chloroform (Slightly), Methanol (Slightly) | | form | Liquid | | Specific Gravity | 1.740 | | color | Clear colorless to slightly yellow | | Water Solubility | IMMISCIBLE | | Sensitive | Light Sensitive/Stench | | BRN | 105338 | | CAS DataBase Reference | 872-31-1(CAS DataBase Reference) | | NIST Chemistry Reference | Thiophene, 3-bromo-(872-31-1) | | EPA Substance Registry System | 3-Bromothiophene (872-31-1) |
| 3-Bromothiophene Usage And Synthesis |
| Chemical Properties | clear colourless to slightly yellow liquid | | Uses | 3-Bromothiophene is used in the preparation of derivatives such as thienylenic alpha, μ-diformyl-alpha-oligothiophenes and 3-lithiothiophene. It is also used in the synthesis of 3-lithiothiophene by reacting with n-butyllithium. | | Uses | 3-Bromothiophene can be used as a reactant to synthesize:3,3-Bithiophene via borylation followed by Suzuki coupling.3-Alkylthiophenes by NiDPPP++ catalyzed cross-coupling with Grignard reagents.3-Lithiothiophene by treating with n-butyllithium in hexane.Derivatives of thienylenic α, ω?diformyl?α?oligothiophenes.N-(2-(3-bromothiophen-2-yl)phenyl)methanesulfonamides by coupling at the 2-position with N-arylmethanesulfonamides, mediated by iodobenzene diacetate (178721). | | Preparation | Preparation of 3-bromothiophene using 2,5-dibromothiophene2,5-Dibromothiophene (121g, 0.5 moles), tris (3,6-dioxaheptyl) amine (1.0g, 0.003 mole), thiophene (500 cm3) and sodium amide (58.5g, 1.5 mole) were successively charged to a flask which had previously been purged with nitrogen. The reaction mixture was stirred and heated under nitrogen at 50-60°C for 6 hours. The product, after work up as described in Example 3, was found to contain 138.5g 3-bromothiophene and 2.6g 2-bromothiophene. The yield of 3-bromothiophene was 85% and the monobromothiophenes were in the ratio of 2 parts 2-bromothiophene to 98 parts 3-bromothiophene. | | Synthesis Reference(s) | Journal of the American Chemical Society, 74, p. 2965, 1952 DOI: 10.1021/ja01132a004Synthetic Communications, 11, p. 25, 1981 DOI: 10.1080/00397918108064278 |
| 3-Bromothiophene Preparation Products And Raw materials |
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