| Identification | More | [Name]
4'-Bromoacetanilide | [CAS]
103-88-8 | [Synonyms]
4'-BROMOACETANILIDE
4-BROMOACETANILIDE
4-BROMOACETOANILIDE
ANTISEPSIN
BROMOANILIDE
N-(4-BROMO-PHENYL)-ACETAMIDE
N-ACETYL-4-BROMOANILINE
N-ACETYL-P-BROMOANILINE
P-ACETAMIDOPHENYL BROMIDE
P-BROMOACETANILIDE
1-(N-Acetylamino)-4-bromobenzene
1-Bromo-4-acetamidobenzene
4’-bromo-acetanilid
4'-Bromoacetanilide 250
Acetamide, N-(p-bromophenyl)-
Acetanilide, 4'-bromo-
Acetanilide, p-bromo-
Aceto-p-bromoanilide
Acet-p-bromoanilide
Asepsin | [EINECS(EC#)]
203-154-9 | [Molecular Formula]
C8H8BrNO | [MDL Number]
MFCD00000092 | [Molecular Weight]
214.06 | [MOL File]
103-88-8.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light beige crystalline solid | [Melting point ]
165-169 °C(lit.) | [Boiling point ]
353.4°C (estimate) | [density ]
1.72 | [refractive index ]
1.6120 (estimate) | [storage temp. ]
Store below +30°C. | [solubility ]
alcohol: moderately soluble | [form ]
Crystalline Powder or Crystals | [pka]
14.25±0.70(Predicted) | [color ]
White to beige or light gray | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
Insoluble | [Merck ]
14,1399 | [BRN ]
2208091 | [CAS DataBase Reference]
103-88-8(CAS DataBase Reference) | [NIST Chemistry Reference]
Acetamide, N-(4-bromophenyl)-(103-88-8) | [EPA Substance Registry System]
103-88-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
2811 | [WGK Germany ]
3
| [RTECS ]
AD9625000
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29242998 |
| Hazard Information | Back Directory | [Chemical Properties]
4'-Bromoacetanilide(103-88-8) is a white to light beige crystalline solid with a melting point of 168°C and a relative density of 1.717. It is soluble in benzene, chloroform, and ethyl acetate, slightly soluble in alcohol and hot water, and insoluble in cold water. This compound can be prepared by brominating acetanilide and is commonly used as an intermediate in organic synthesis.
| [Preparation]
Preparation of 4'-Bromoacetanilide from Acetanilide.
Principle: Aromatic compounds can be conveniently brominated by the use of brominating agent, which is normally a solution of bromine in acetic acid. Bromination of activated aromatic compounds usually give 2, 4, 6-tribromo derivatives while moderately activating group like anilide give preferably the para bromo product.
Reaction:
Procedure: Dissolve 0.5 g acetanilide in 0.6 ml glacial acetic acid and add 2.5 ml bromine solution in acetic acid (25% w/v). Shake the mixture for 1 h. After 1 h, pour the mixture on to crushed ice (20 g) with stirring. Filter the separated product and wash with cold water. Dry the product, record the practical yield and re-crystallize it.
Re-crystallization: Dissolve the crude product in minimum amount of ethyl alcohol in a beaker by heating on a water bath. Filter the hot solution and cool the filtrate. The crystals of the product separate out. Filter, dry and record the melting point and TLC (using toluene as a solvent). | [Synthesis Reference(s)]
Canadian Journal of Chemistry, 50, p. 1233, 1972 DOI: 10.1139/v72-193
Synthetic Communications, 23, p. 779, 1993 DOI: 10.1080/00397919308009839 | [Purification Methods]
Crystallise the anilide from aqueous MeOH or EtOH. Purify it by zone refining. [Beilstein 12 IV 1504.] |
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