4618-99-9

Basic information

• Product Name: (R*,R*)-()-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide
• Synonyms: (R*,R*)-(1)-N-(2-Hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl)acetamide; N-[1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide; N-[(1R,2R)-1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl]acetamide
• CAS NO: 4618-99-9
• Molecular Formula: C₁₁H₁₄N₂O₅
• Molecular Weight: 254.2393
• EINECS: 225-030-3
• Mol File: 4618-99-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 572.6°C at 760 mmHg
• Flash Point: 300.1°C
• Density: 1.369g/cm³
• Vapor Pressure: 5.94E-14mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: (R*,R*)-()-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: (R*,R*)-()-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide(4618-99-9)
• EPA Substance Registry System: (R*,R*)-()-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide(4618-99-9)

Safety Data

• Hazardous Substances Data: 4618-99-9(Hazardous Substances Data)

Usage

General Description

The chemical (R*,R*)-()-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide is a compound with a complex structure, containing a hydroxyethyl group, a hydroxymethyl group, and a nitrophenyl group. (R*,R*)-()-N-[2-hydroxy-1-(hydroxymethyl)-2-(4-nitrophenyl)ethyl]acetamide is classified as an amide, which is a functional group containing a carbonyl group bonded to a nitrogen atom. It also contains a secondary amine and an acetyl group, making it a versatile molecule with potential applications in various fields, such as pharmaceuticals, organic synthesis, and materials science. The specific stereochemical arrangement of the molecule, denoted by the (R*,R*) designation, indicates its chirality, or handedness, which can have significant effects on its reactivity and biological activity. Overall, this compound represents a unique and potentially valuable building block for the development of new chemical compounds and materials.

Upstream product

• 3123-13-5 N-[1-hydroxymethyl-2-(4-nitro-phenyl)-2-oxo-ethyl]-acetamide 
• 1885-08-1 (1RS,2RS)-2-acetylamino-1-(4-nitro-phenyl)-propane-1,3-diol 
• 40958-11-0 (1RS,2RS)-3-acetoxy-2-acetylamino-1-(4-nitro-phenyl)-propan-1-ol 
• 5872-73-1 (2RS,3SR)-2-acetylamino-3-hydroxy-3-(4-nitro-phenyl)-propionic acid ethyl ester 
• 33485-02-8 (1RS,2RS)-1,3-diacetoxy-2-acetylamino-1-(4-nitro-phenyl)-propane 
• 18735-12-1 (+/-)-3-acetoxy-2-acetylamino-1-(4-nitro-phenyl)-propan-1-one 
• 88407-25-4 (2RS,3RS)-3-acetoxy-2-amino-3-(4-nitro-phenyl)-propan-1-ol; hydrochloride 
• 119-62-0 (+/-)-threo-1-(4-nitro-phenyl)-2-amino-1,3-propanediol 
• 108-24-7 acetic anhydride 
• 64-19-7 acetic acid 
• 7647-01-0 hydrogenchloride 
• 52183-38-7 (+/-)-[2-methyl-5t-(4-nitro-phenyl)-4,5-dihydro-oxazol-4r-yl]-methanol 
• 7732-18-5 water 
• 64-18-6 formic acid 

Downstream Products

• 19934-66-8 threo-(1S,2S)-2-acetamino-1-(4-nitrophenyl)-1,3-propanediol 
• 4423-58-9 N-(1,3-dihydroxy-1-(4-nitrophenyl)propan-2-yl)acetamide 
• 35742-52-0 N-[(1RS,2RS)-2-(4-amino-phenyl)-2-hydroxy-1-hydroxymethyl-ethyl]-acetamide 
• 119-62-0 (+/-)-threo-1-(4-nitro-phenyl)-2-amino-1,3-propanediol 
• 50961-69-8 (1RS,2RS)-2-acetylamino-1-(4-dimethylamino-phenyl)-propane-1,3-diol 
• 110461-00-2 N-[4t-(4-nitro-phenyl)-2ξ-oxo-2λ⁴-[1,3,2]dioxathian-5r-yl]-acetamide 
• 110461-00-2 N-[4c-(4-nitro-phenyl)-2ξ-oxo-2λ⁴-[1,3,2]dioxathian-5r-yl]-acetamide 
• 88407-25-4 (2RS,3RS)-3-acetoxy-2-amino-3-(4-nitro-phenyl)-propan-1-ol; hydrochloride 
• 40958-11-0 (1RS,2RS)-3-acetoxy-2-acetylamino-1-(4-nitro-phenyl)-propan-1-ol 
• 119-62-0 (1R,2R)-2-Amino-1-(4-nitrophenyl)-1,3-propanediol 
• 99860-58-9 (1R,2R)-2-amino-3-dichloroacetoxy-1-(4-nitro-phenyl)-propan-1-ol 
• 15935-03-2 4-((1RS.2RS)-2-acetylamino-1,3-dihydroxy-propyl)-benzonitrile 
• 23885-61-2 4-[(1RS.2RS)-2-(2,2-dichloro-acetylamino)-1,3-dihydroxy-propyl]-benzonitrile 
• 1885-08-1 (1RS,2RS)-2-acetylamino-1-(4-nitro-phenyl)-propane-1,3-diol 

Relevant articles and documents

Reversed-phase liquid chromatographic separation of enantiomeric and diastereomeric bases related to chloramphenicol and thiamphenicol.

The important antimicrobial agents chloramphenicol and thiamphenicol are N-acylated amines whose chemical structures include two chiral centers. Each drug is the single enantiomer of R,R configuration. The N-deacylated bases of the drugs are important intermediates in their synthesis and optical resolution. In this report, reversed-phase HPLC methods are described for the separation of enantiomeric and diastereomeric bases of the two drugs and of two closely related bases used in some syntheses of the drugs. The stereoisomeric bases were derivatized with a homochiral isothiocyanate and the resulting diastereomeric thioureas were separated on C18 columns with methanol:water mixtures as mobile phases and detection at 254 nm. The four stereoisomeric bases of chloramphenicol and those of its unnitrated analogue were thus separable after derivatization with 2,3,4,6-tetra-O-acetyl-beta-D-glucopyranosyl isothiocyanate. This reagent also allowed the separation of the D-threo isomer of the p-mercaptomethyl analogue of thiamphenicol base from its stereoisomers. The stereoisomers of thiamphenicol base were similarly separated with (R)-alpha-methylbenzyl isothiocyanate as the derivatizing agent. The diastereomers of chloramphenicol base and of thiamphenicol base were chromatographically separable after derivatization with the nonchiral reagent benzyl isothiocyanate. The procedures developed may be useful in the determination of the stereoisomeric composition of the drugs in research and in quality control, and may be applicable to other similar agents whose chemistry and pharmacology are receiving considerable attention.