6320-96-3

Basic information

• Product Name: 3-BROMOPROPIONAMIDE
• Synonyms: 3-BROMOPROPIONAMIDE;3-Bromopropanamide;bromopropionamide;Propanamide, 3-bromo-;3-BROMOPROPIONAMIDE 98+%;NSC 32255
• CAS NO: 6320-96-3
• Molecular Formula: C₃H₆BrNO
• Molecular Weight: 151.99
• Mol File: 6320-96-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 113°C
• Boiling Point: 303.1 ºC at 760 mmHg
• Flash Point: 137.1 ºC
• Appearance: /
• Density: 1.651
• Storage Temp.: 2-8°C
• PKA: 15.95±0.40(Predicted)
• Water Solubility: almost transparency
• CAS DataBase Reference: 3-BROMOPROPIONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMOPROPIONAMIDE(6320-96-3)
• EPA Substance Registry System: 3-BROMOPROPIONAMIDE(6320-96-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22-51
• Safety Statements: 24/25
• Hazardous Substances Data: 6320-96-3(Hazardous Substances Data)

Usage

General Description

3-Bromopropionamide is a chemical compound that belongs to the class of organic compounds known as bromoalkanes and derivatives. It appears as a crystalline solid that is soluble in water at room temperature. Its molecular formula is C3H6BrNO and its molecular weight is 152.99 g/mol. Primarily, 3-Bromopropionamide is used in the synthesis of other chemical compounds in laboratory settings. The compound is produced through the bromination of propionamide. It can undergo various chemical reactions, notably nucleophilic substitutions and additions, given its reactive bromine and amide groups. Although it's not classified as hazardous, it's advisable to handle it with basic laboratory precautions.

Upstream product

• 18926-24-4 3-bromopropanoyl isocyanate 
• 15486-96-1 3-Bromopropionyl chloride 
• 744137-21-1 3-Bromo-propionimidic acid ethyl ester 
• 5875-24-1 3-chloropropionamide 
• 128-08-5 N-Bromosuccinimide 
• 71-43-2 benzene 

Downstream Products

• 787494-77-3 [4-(2-carbamoyl-ethylamino)-phenyl]-arsonic acid 
• 70011-71-1 α-(1-phenylpyrazolo<3,4-d>pyrimidin-4-ylthio)propionamide 
• 134896-38-1 α-(4-mercapto-1-phenylpyrazolo<3,4-d>pyrimidin-6-ylthio)propionamide 
• 137296-23-2 3-[7-(4-Methoxy-benzyl)-2,6-dioxo-3-propyl-2,3,6,7-tetrahydro-purin-1-yl]-propionamide 
• 79-05-0 Propionamid 
• 188727-04-0 3'-(4-mercapto-1-phenylpyrazolo[3,4-d]pyrimidin-6-ylthio)propanamide 
• 352306-56-0 4-Nitrobenzyl (1S,5R,6S)-2-[6-(2-carbamoyl-ethyl)-7-methylthioimidazo[5,1-b]thiazolium-2-yl]-6-((1R)-1-hydroxyethyl)-1-methyl-1-carbapen-2-em-3-carboxylate iodide 
• 1082740-05-3 C₂₂H₂₇N₅O₂ 
• 4269-30-1 3-(1-piperidinyl)-propionamide 
• 24438-88-8 3-(pyrrolidin-1-yl)propanamide 
• 1093307-34-6 3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl)propanamide 
• 1245751-48-7 3-{2-(3-methyl-butyl)-6-[2-methyl-3-(3-methyl-butyl)-phenyl]-pyridin-3-yloxy}-propionic acid amide 
• 1245751-52-3 5-{2-(2-cyclopropyl-ethyl)-6-[2-methyl-3-(3-methyl-butyl)-phenyl]-pyridin-3-yloxy}-propanoic acid amide 
• 1245751-60-3 (R,S)-3-{2-(1-hydroxy-pentyl)-6-[2-methyl-3-(3-methyl-butyl)-phenyl]-pyridin-3-yloxy}-propionamide 

Relevant articles and documents

The Presence of Two Reactive Intermediates in the Photolysis of N-Bromosuccinimide: Kinetic Proofs

The direct photolysis of N-bromosuccinimide in the presence of an olefin (to scavenge bromine and its atoms) was shown to products the ring-opened product β-bromopropionamide from two reactive intermediates as confirmed by kinetic analysis of competing reactions of the ring opening and addition to benzene.The reactive intermediates were assigned to the succinimidyl radical and the precursor in agreement with the previous publication.The plots of relative quantum efficiencies of β-bromopropionamide against benzene concentrations were shown to be consistent with mathematical predictions derived from the proposed reaction scheme.These established that while both the precursor and succinimidyl radical underwent the ring-openning reaction, only the latter showed the reactivity of attacking benzene.The precursor can be either another state of the succinimidyl radical or an excited state of NBS; evidence to distinguish between these is not available.It is surmised that failure to recognize the presence of the precursor in the direct photolysis of N-bromosuccinimide has contributed to the protracted controversy in the current literatures.

A convenient and practical method for conversion of primary alkyl chlorides to highly pure bromides (≥99%)

Repeated treatment (second after the aqueous work-up) of primary alkyl chlorides with ten equivalents (each) of lithium bromide in 3-pentanone at 120 °C for a total of five hours gave the corresponding bromides in excellent yield (86-96%) and with high chemical purity (≥99%).

Electrochemical studies on haloamides. Part II. Electrochemical reduction of N-(1-acetoxy-2,2,2-trichloroethyl)-ω-bromoalkanamides

The electrochemical reduction of haloamides Br(CH2)nCONHCH(OCOCH3)CCl3 2 - 5 in N,N-dimethylformamide solutions containing tetraethylammonium perchlorate as supporting electrolyte has been investigated at a mercury cathode.Acrylamide 2a, acetoxy- and chloro-amides 3a,b - 5a,b and lactames 3d - 5d were isolated after macroscale electrolysis carried out at a potential corresponding to the first voltammetric peak.The electron exchange between electrode and substrate produces a two-electron cleavage of a C-Cl bond in the CCl3 group, followed by β-elimination of acetate ion.The formation of substituted amides 3a,b - 5a,b was related to the reactivity of acetate and chloride ions as nucleophiles, that of acrylamide 2a and lactams 3d - 5d to the reactivity of acetate ion as a base.