4'-Bromoacetanilide

4'-Bromoacetanilide Structure
CAS No.
103-88-8
Chemical Name:
4'-Bromoacetanilide
Synonyms
Asepsin;usafdo-40;USAF do-40;ANTISEPSIN;Bromanilide;Bromoanalide;BROMOANILIDE;Bromcantifebrin;Bromoantifebrin;Bromoacetanilide
CBNumber:
CB6483098
Molecular Formula:
C8H8BrNO
Molecular Weight:
214.06
MOL File:
103-88-8.mol
MSDS File:
SDS
Modify Date:
2023/4/23 13:52:06

4'-Bromoacetanilide Properties

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
Water Solubility Insoluble
Merck 14,1399
BRN 2208091
Stability Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 103-88-8(CAS DataBase Reference)
NIST Chemistry Reference Acetamide, N-(4-bromophenyl)-(103-88-8)
EPA Substance Registry System Acetamide, N-(4-bromophenyl)- (103-88-8)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H335-H315-H319
Precautionary statements  P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P280g-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
RIDADR  2811
WGK Germany  3
RTECS  AD9625000
Hazard Note  Irritant
TSCA  Yes
HazardClass  6.1(b)
PackingGroup  III
HS Code  29242998
Toxicity mouse,LD50,intraperitoneal,250mg/kg (250mg/kg),National Technical Information Service. Vol. AD277-689,
NFPA 704
1
2 0

4'-Bromoacetanilide price More Price(11)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 161659 4-Bromoacetanilide 98% 103-88-8 25G ₹7869.78 2022-06-14 Buy
Sigma-Aldrich(India) 161659 4-Bromoacetanilide 98% 103-88-8 100G ₹18499.93 2022-06-14 Buy
ALFA India ALF-L02924-30 4'-Bromoacetanilide, 98% 103-88-8 250g ₹19058 2022-05-26 Buy
TCI Chemicals (India) B0534 4'-Bromoacetanilide min. 98.0 % 103-88-8 25G ₹3000 2022-05-26 Buy
ALFA India ALF-L02924-18 4'-Bromoacetanilide, 98% 103-88-8 50g ₹4894 2022-05-26 Buy
Product number Packaging Price Buy
161659 25G ₹7869.78 Buy
161659 100G ₹18499.93 Buy
ALF-L02924-30 250g ₹19058 Buy
B0534 25G ₹3000 Buy
ALF-L02924-18 50g ₹4894 Buy

4'-Bromoacetanilide Chemical Properties,Uses,Production

Chemical Properties

4'-Bromoacetanilide 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.

Uses

4'-Bromoacetanilide is used as an internal standard for phenylurea and the respective metabolic products in oysters. It has also been used as a reagent in the production of a new ligand to form a coordination compex between gadolinium(III) and T=titanium(IV) oxide. It was used in the synthesis of new ligand for anchoring Gd(III) chelates onto TiO2 surface.

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:
Preparation of 4'-Bromoacetanilide from Acetanilide
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).

Purification Methods

Crystallise the anilide from aqueous MeOH or EtOH. Purify it by zone refining. [Beilstein 12 IV 1504.]

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