3422-01-3

Basic information

• Product Name: N-BOC ANILINE
• Synonyms: N-Phenyl-carbaMic Acid 1,1-DiMethylethyl Ester;N-Boc-aniline 97%;Carbanilic acidtert-butyl ester≥ 98% (GC);TIMTEC-BB SBB008371;TERT-BUTYL CARBANILATE;TERT-BUTYL N-PHENYLCARBAMATE;TERT-BUTYL PHENYLCARBAMATE;N-BOC ANILINE
• CAS NO: 3422-01-3
• Molecular Formula: C₁₁H₁₅NO₂
• Molecular Weight: 193.24
• Product Categories: Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Protected Amines;amine|carboxylic ester;N-BOC;Amines;Aromatics;Miscellaneous Reagents;Building Blocks
• Mol File: 3422-01-3.mol
• Article Data: 202

Chemical Properties

• Melting Point: 133-137 °C(lit.)
• Boiling Point: 235.3 °C at 760 mmHg
• Flash Point: 96.1 °C
• Appearance: White to pale brown/Solid
• Density: 1.082 g/cm³
• Vapor Pressure: 0.0505mmHg at 25°C
• Refractive Index: 1.541
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 13.86±0.70(Predicted)
• CAS DataBase Reference: N-BOC ANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-BOC ANILINE(3422-01-3)
• EPA Substance Registry System: N-BOC ANILINE(3422-01-3)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 3422-01-3(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

Protected Aniline.

Synthesis Reference(s)

Journal of the American Chemical Society, 87, p. 1141, 1965 DOI: 10.1021/ja01083a042The Journal of Organic Chemistry, 43, p. 2609, 1978

InChI:InChI=1/C11H15NO2/c1-11(2,3)14-10(13)12-9-7-5-4-6-8-9/h4-8H,1-3H3,(H,12,13)

Upstream product

• 103-71-9 phenyl isocyanate 
• 75-65-0 tert-butyl alcohol 
• 110-05-4 di-tert-butyl peroxide 
• 108-90-7 chlorobenzene 
• 103-70-8 Formanilid 
• 64-10-8 phenyl carbamate 
• 1907-33-1 lithium tert-butoxide 
• 507-19-7 t-butyl bromide 
• 124-38-9 carbon dioxide 
• 62-53-3 aniline 
• 507-20-0 tertiary butyl chloride 
• 250296-58-3 N-tert-Butoxycarbonyl-N-trifluoromethylsulfonyl-4-trifluoromethylanilide 
• 57114-54-2 N-phenyl P-trimethyl-λ⁵-phosphazene 
• 74651-77-7 2-(tert-butoxycarbonyloxyimino)-2-phenylacetonitrile 

Downstream Products

• 10264-18-3 N-phenylpentanamide 
• 35282-60-1 N-(1,1-dibutylpentyl)benzeneamine 
• 144304-01-8 2-(methylthio)-N-phenylpentanamide 
• 144303-96-8 <2-(methylthio)phenyl>carbamic acid 1,1-dimethylethyl ester 
• 491-35-0 C₆H₄NCH₂CHCCH₂ 
• 68790-38-5 2-(tert-butyloxycarbonylamino)benzoic acid 
• 109774-56-3 N,N-di-(tert-butoxycarbonyl)aniline 
• 115378-00-2 [2-(6-Methoxy-naphthalen-2-yl)-phenyl]-carbamic acid tert-butyl ester 
• 91-22-5 quinoline 
• 1666-96-2 3-phenylquinoline 
• 117269-80-4 (S)-4-[2-(2-tert-Butoxycarbonylamino-phenyl)-2-oxo-ethyl]-5-oxo-oxazolidine-3-carboxylic acid benzyl ester 
• 103-71-9 phenyl isocyanate 
• 75-65-0 tert-butyl alcohol 
• 603-23-6 3-phenyl-2,4-(1H,3H)-quinazolinedione 

Relevant articles and documents

Using hydrogen bonding to control carbamate C-N rotamer equilibria

In chloroform solution, the syn/anti rotamer ratios for AT-(2-pyridyl)carbamates, 3, and JV-phenylcarbamates, 4, are close to 0.05. Addition of the double hydrogen bonding acetic acid moderately stabilizes the syn rotamer of 4, but has no measurable effec

Copper-Catalyzed Coupling of Amines with Carbazates: An Approach to Carbamates

A new approach for the preparation of carbamatesviathe copper-catalyzed cross-coupling reaction of amines with alkoxycarbonyl radicals generated from carbazates is described. This environmentally friendly protocol takes place under mild conditions and is compatible with a wide range of amines, including aromatic/aliphatic and primary/secondary substrates.

Interrupted aza-Wittig reactions using iminophosphoranes to synthesize 11C-carbonyls

A direct CO2-fixation methodology couples structurally diverse iminophosphoranes with various nucleophiles to synthesize ureas, carbamates, thiocarbamates, and amides, and is amenable for 11C radiolabeling. This methodology is practical, as demonstrated by the synthesis of >35 products and isolation of the molecular imaging radiopharmaceuticals [11C]URB694 and [11C]glibenclamide. This journal is