132873-57-5

Basic information

• Product Name: (S)-ALPHA-METHYL-4-NITROBENZYLAMINE HYDROCHLORIDE
• Synonyms: (S)-(+)-α-Methyl-p-nitrobenzylamine Hydrochloride;(S)-alpha-methyl-4-nitrobenzenemethanamine;(s)-alpha-Methyl-4-nitroitrobenzylaMine Hydrochloride;(S)-1-(4-Nitrophenyl)ethanaMine hydrochloride;(S)-Nitresolve (S)-1-(4-Nitrophenyl)ethylamine Hydrochloride;(S)-alpha-Methyl-4-nitrobenzeneMethanaMine HCL;(S)-alpha-Methyl-4-nitrobenzylamine hydrochloride 97%;(S)-(+)-1-(4-NITROPHENYL)-ETHYLAMINE HCL
• CAS NO: 132873-57-5
• Molecular Formula: C8H11ClN2O2
• Molecular Weight: 202.64
• Product Categories: chiral;for Resolution of Acids;Optical Resolution;Synthetic Organic Chemistry
• Mol File: 132873-57-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 248-250 °C(lit.)
• Boiling Point: 321.3°Cat760mmHg
• Flash Point: 148.1°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.000219mmHg at 25°C
• Refractive Index: -7.2 ° (C=1, 0.05mol/L NaOH)
• Storage Temp.: Store below +30°C.
• Water Solubility: faint turbidity
• CAS DataBase Reference: (S)-ALPHA-METHYL-4-NITROBENZYLAMINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-ALPHA-METHYL-4-NITROBENZYLAMINE HYDROCHLORIDE(132873-57-5)
• EPA Substance Registry System: (S)-ALPHA-METHYL-4-NITROBENZYLAMINE HYDROCHLORIDE(132873-57-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• F: 3-10
• Hazardous Substances Data: 132873-57-5(Hazardous Substances Data)

Usage

Uses

(S)-α-Methyl-4-nitrobenzylamine hydrochloride can be used as:A fluorescence-quenching guest in the determination of chiral recognition capabilities of binaphthocrown ether and polythiophene complex.A starting material in the synthesis of chiral cyclopalladated complexes with applications in the resolution of racemic compounds.

Purification Methods

To ensure dryness, the hydrochloride (ca 175 g) is extracted with EtOH (3x100mL) and evaporated to dryness (any residual H2O increases the solubility in EtOH and lowers the yield). The hydrochloride residue is triturated with absolute EtOH and dried in vacuo. The product is further purified by refluxing with absolute EtOH (200 mL for 83g) for 1hour, and cool to 10o to give 76.6g of hydrochloride m 243-245o(dec). The free base is prepared by dissolving in N NaOH, extracting with CH2Cl2 (3 x 500mL), drying (Na2CO3), filtering, evaporating and distilling it. It has m 27o, b 119-120o/0.5mm (105-107o/0.5mm, 157-159o/9mm, d 1.1764, n 1.5688, [] ±17.7o (neat) [Perry et al. Synthesis 492 1977,ORD: Nerdel & Liebig Justus Liebigs Ann Chem 621 142 1959]. [Beilstein 12 IV 2451.]

InChI:InChI=1/C8H10N2O2.ClH/c1-6(9)7-2-4-8(5-3-7)10(11)12;/h2-6H,9H2,1H3;1H/t6-;/m0./s1

Upstream product

• 132873-57-5 (-)-p-nitro-α-methylbenzylamine hydrochloride 
• 110-71-4 1,2-dimethoxyethane 
• 2627-86-3 (S)-1-phenyl-ethylamine 

Downstream Products

• 1569819-30-2 (R)-4-(1-((3,3-diphenylallyl)nitro)ethyl)aniline 
• 824937-62-4 N-[(2R)-3-phenyl-1-pivaloyloxy-2-propyl]-N'-[(R)-α-methyl-4-aminobenzyl]thiourea 
• 1039736-62-3 (S)-tert-butyl 1-(4-(6-chloronicotinamido)phenyl)ethylcarbamate 
• 1039736-63-4 (S)-N-(4-(1-aminoethyl)phenyl)-6-chloronicotinamide 
• 1437318-11-0 (R)-2-{acetyl-[(S)-1-(4-nitro-phenyl)-ethyl]-amino}-N-benzyl-3-methoxy-propionamide 
• 1437318-12-1 (S)-2-{acetyl-[(S)-1-(4-nitro-phenyl)-ethyl]-amino}-N-benzyl-3-methoxy-propionamide 

Relevant articles and documents

Synthesis and pKa determination of new enantiopure dimethyl-substituted acridino-crown ethers containing a carboxyl group: Useful candidates for enantiomeric recognition studies

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