- 4-Bromophenylacetylene
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- $100.00 / 1KG
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2025-09-25
- CAS:766-96-1
- Min. Order: 1KG
- Purity: 99%
- Supply Ability: g-kg-tons, free sample is available
- 4-Bromophenylacetylene
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- $0.00 / 500g/Bag
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2021-09-23
- CAS:766-96-1
- Min. Order: 100g
- Purity: 99%
- Supply Ability: 25kg, 50kg
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| | 4-Bromophenylacetylene Basic information |
| | 4-Bromophenylacetylene Chemical Properties |
| Melting point | 64-67 °C(lit.) | | Boiling point | 88-90°C 16mm | | density | 1.4255 (rough estimate) | | refractive index | 1.6411 (estimate) | | Fp | 88-90°C/16mm | | storage temp. | Sealed in dry,Store in freezer, under -20°C | | solubility | Soluble in chloroform, diethyl ether and ethanol. | | form | Powder, Crystalline Powder or Solid | | color | White to yellow | | BRN | 1209726 | | InChI | InChI=1S/C8H5Br/c1-2-7-3-5-8(9)6-4-7/h1,3-6H | | InChIKey | LTLVZQZDXQWLHU-UHFFFAOYSA-N | | SMILES | C1(Br)=CC=C(C#C)C=C1 | | CAS DataBase Reference | 766-96-1(CAS DataBase Reference) | | NIST Chemistry Reference | Benzene, 1-bromo-4-ethynyl-(766-96-1) |
| Hazard Codes | Xn,N | | Risk Statements | 22-51/53 | | Safety Statements | 61 | | RIDADR | UN 3077 9/PG 3 | | WGK Germany | 2 | | HazardClass | 9 | | PackingGroup | III | | HS Code | 29039990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Oral
Aquatic Chronic 2 |
| | 4-Bromophenylacetylene Usage And Synthesis |
| Chemical Properties | Off-White Solid | | Uses | Starting material for heterocyclotriynes, second-order nonlinear optical materials, and unsymmetrical 1,4-diarylbutadiynes | | Uses | 4-Bromophenylacetylene, is used as the starting material for second-order nonlinear optical materials, heterocyclotriynes, and unsymmetrical 1,4-diarylbutadiynes. | | Uses | 1-Bromo-4-ethynylbenzene was used in the synthesis of 1-bromo-4-(4′-tetrahydropyranyloxy-1′-ethynylphenyl)benzene. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 54, p. 3224, 1989 DOI: 10.1021/jo00274a055
Tetrahedron, 62, p. 6673, 2006 DOI: 10.1016/j.tet.2005.12.077 | | Synthesis | Under nitrogen protection, 25 mL of triethylamine, 1.415 g (5.0 mmol) of 4-bromoiodobenzene, 420 mg (5.0 mmol) of 2-methyl-3-butyn-2-ol, and 70 mg (0.1 mmol) of bis(triphenylphosphine)palladium dichloride (Pd(PPh3)2Cl2), triphenylphosphine ( PPh3) 105 mg (0.4 mmol), copper iodide (CuI) 38 mg (0.2 mmol), 35 ?? reaction until thin layer chromatography monitoring raw materials on the disappearance of bromoiodobenzene spots as the end point. Reaction solution evaporated solvent under reduced pressure, CH2Cl2 dissolved, washed sequentially with 5% dilute hydrochloric acid, saturated NaCl solution, anhydrous MgSO4 drying, filtration. After the filtrate was evaporated the solvent under reduced pressure, the crude product was purified by column chromatography (eluent: petroleum ether:ethyl acetate=10:1) to obtain 4-(4-bromophenyl)-2-methyl-3-butynyl-2-ol as white solid 1.052 g (4.4 mmol) in 90% yield.
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Under the protection of nitrogen, 30 mL of toluene, 4-(4-bromophenyl)-2-methyl-3-butynyl-2-alcohol 478 mg (2.0 mmol), NaOH 480 mg (12 mmol) and diethylene glycol monoethyl ether 8.6 mL were added to the Schlenk reaction flask, and the reaction was carried out at 75 ?? until the disappearance of spots of raw materials was monitored by thin-layer chromatography as the end point. Cooled to room temperature, washed sequentially with 5% dilute hydrochloric acid, saturated NaCl solution, anhydrous MgSO4 drying, filtration. After the filtrate was evaporated to dry the solvent under reduced pressure, the crude product was purified by column chromatography (eluent petroleum ether) to give a white solid 319 mg (1.76 mmol). NMR spectra proved that the product was (4-bromophenyl)acetylene in 80% yield.
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| | 4-Bromophenylacetylene Preparation Products And Raw materials |
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