4-Bromophenol
Synonym(s):p-Bromophenol;1-Bromo-4-hydroxybenzene
- CAS NO.:106-41-2
- Empirical Formula: C6H5BrO
- Molecular Weight: 173.01
- MDL number: MFCD00002313
- EINECS: 203-394-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-01-27 09:38:02
What is 4-Bromophenol?
Chemical properties
4-Bromophenol is a pinkish-brown crystalline solid. four-sided biconical crystal precipitated from ether or chloroform. The melting point is 66.4 ℃, and a small amount of water can reduce the melting point a lot. Soluble in water, chloroform, easily soluble in ethanol, ether and glacial acetic acid, soluble in 7 parts of water.
The Uses of 4-Bromophenol
4-Bromophenol is used as an intermediate in medicine grade. It is also used as a phenol that is used in Stille reactions. It is used in the intermediate of organic synthesis, flame retardant and pharmaceutical industry.
What are the applications of Application
4-Bromophenol is a phenol that is used in Stille reactions
What are the applications of Application
4-Bromophenol is a phenolic derivative that It can used as a reagent in Stille reactions or Intermediates of Liquid Crystals.
Preparation
4-Bromophenol is synthesized by bromination of phenol. The bromine and carbon disulfide solution was added to the phenolic carbon disulfide solution, and the addition was started below 5°C, and the addition was completed under stirring for 2 hours. Phenol and bromine are approximately equimolar ingredients. Distill the reactant to remove carbon disulfide, and then conduct fractional distillation under reduced pressure to collect fractions at 145-150°C (3.32-3.99kPa) to obtain the product. Yield 80-84%.
Definition
ChEBI: 4-bromophenol is a bromophenol containing only hydroxy and bromo substituents that are para to one another. It has a role as a mouse metabolite, a persistent organic pollutant, a human xenobiotic metabolite, a rat metabolite, a human urinary metabolite and a marine metabolite.
Synthesis Reference(s)
Tetrahedron, 45, p. 7869, 1989 DOI: 10.1016/S0040-4020(01)85800-2
The Journal of Organic Chemistry, 23, p. 280, 1958 DOI: 10.1021/jo01096a033
Purification Methods
Crystallise the phenol from CHCl3, CCl4, pet ether (b 40-60o), or water and dry it at 70o under vacuum for 2hours. [Beilstein 6 IV 1043.]
Properties of 4-Bromophenol
| Melting point: | 61-64 °C (lit.) |
| Boiling point: | 235-236 °C (lit.) |
| Density | 1.84 |
| refractive index | 1.5085 (estimate) |
| Flash point: | 235-238°C |
| storage temp. | room temp |
| solubility | 14g/l |
| form | Crystalline Solid |
| pka | 9.37(at 25℃) |
| color | Pinkish-brown |
| Water Solubility | It is insoluble in water. It is soluble in 5%ethanol. |
| λmax | 282nm(EtOH)(lit.) |
| Merck | 14,1428 |
| BRN | 1680024 |
| CAS DataBase Reference | 106-41-2(CAS DataBase Reference) |
| NIST Chemistry Reference | 4-Bromophenol(106-41-2) |
| EPA Substance Registry System | Phenol, 4-bromo- (106-41-2) |
Safety information for 4-Bromophenol
| Signal word | Warning |
| Pictogram(s) |
![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H302:Acute toxicity,oral H315:Skin corrosion/irritation |
| Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P302+P352:IF ON SKIN: wash with plenty of soap and water. P332+P313:IF SKIN irritation occurs: Get medical advice/attention. |
Computed Descriptors for 4-Bromophenol
4-Bromophenol manufacturer
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