18437-68-8

Basic information

• Product Name: TERT-BUTYL-4-METHOXYCARBANILATE
• Synonyms: TERT-BUTYL-4-METHOXYCARBANILATE;tert-butyl 4-methoxyphenylcarbamate;N-Boc-4-Methoxyaniline;1-(Boc-amino)-4-methoxybenzene;N-(tert-Butoxycarbonyl)-4-methoxyaniline;N-Boc-p-anisidine;tert-Butyl N-(4-methoxyphenyl)carbamate;tert-Butyl (4-methoxyphenyl)
• CAS NO: 18437-68-8
• Molecular Formula: C₁₂H₁₇NO₃
• Molecular Weight: 223.27
• Mol File: 18437-68-8.mol
• Article Data: 101

Chemical Properties

• Melting Point: 93-98°C
• Boiling Point: 278.5°Cat760mmHg
• Flash Point: 122.3°C
• Appearance: /
• Density: 1.102g/cm³
• Vapor Pressure: 0.00424mmHg at 25°C
• Refractive Index: 1.532
• Storage Temp.: 2-8°C
• CAS DataBase Reference: TERT-BUTYL-4-METHOXYCARBANILATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL-4-METHOXYCARBANILATE(18437-68-8)
• EPA Substance Registry System: TERT-BUTYL-4-METHOXYCARBANILATE(18437-68-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-52
• WGK Germany: 3
• Hazardous Substances Data: 18437-68-8(Hazardous Substances Data)

Usage

General Description

Tert-Butyl-4-Methoxycarbanilate, often synonymously referred to as Boc-Anisidine, is a chemical compound that has the molecular formula C13H21NO3. It is primarily utilized in the pharmaceutical industry, where it is predominantly used as an intermediate in organic synthesis and during the production of certain types of drugs. This organic compound is documented to be presented as either a solid or as a thick oil-like substance and is distinguished by its distinctive color, which can range from translucent to pale-yellow. As with any chemical, safety measures would need to be in place during its use, as exposure can cause skin irritation and serious eye damage.

InChI:InChI=1/C12H17NO3/c1-12(2,3)16-11(14)13-9-5-7-10(15-4)8-6-9/h5-8H,1-4H3,(H,13,14)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 104-94-9 4-methoxy-aniline 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 4248-19-5 tert-butyl carbazate 
• 3532-17-0 4-methoxybenzoyl azide 
• 75-65-0 tert-butyl alcohol 
• 36016-38-3 tert-Butyl N-hydroxycarbamate 
• 5720-07-0 4-methoxyphenylboronic acid 
• 201230-82-2 carbon monoxide 
• 2101-87-3 p-methoxy-phenylazide 
• 67-56-1 methanol 
• 131818-17-2 tert-butyl (4-bromophenyl)carbamate 
• 10364-93-9 1-(4-methoxybenzoyl)-imidazole 
• 100-09-4 4-methoxybenzoic acid 

Downstream Products

• 438580-16-6 tert-butyl (2-[3'-N-acetylaminopropargyl]-4-methoxyphenyl)carbamate 
• 52450-38-1 N¹-acetyl-N²-formyl-5-methoxykynurenine 
• 404871-34-7 N-benzyl-4-hydroxy-N-(2-iodo-4-methoxyphenyl)-2-phenylsulfanylmethylbutyramide 
• 404871-49-4 N-benzyl-N-(2-iodo-4-methoxyphenyl)-3-phenylsulfanylmethylsuccinamic acid methyl ester 
• 404871-50-7 2-(2-azidoethyl)-N-benzyl-N-(2-iodo-4-methoxyphenyl)acrylamide 
• 404871-46-1 3-[benzyl(2-iodo-4-methoxyphenyl)carbamoyl]but-3-enoic acid methyl ester 
• 404871-47-2 N-benzyl-2-(2-hydroxyethyl)-N-(2-iodo-4-methoxyphenyl)acrylamide 
• 404871-45-0 benzyl(2-iodo-4-methoxyphenyl)amine 
• 191348-14-8 2-iodo-4-methoxylaniline 
• 289906-69-0 1-benzyl-5-methoxy-1'-methyl-1H-spiro[indole-3,3'-pyrrolidin]-2-one 
• 404871-51-8 1-benzyl-5-methoxy-1H-spiro[indole-3,3'-pyrrolidin]-2-one 
• 873000-79-4 (4-Methoxy-phenyl)-((E)-(S)-5-methyl-hept-2-enyl)-carbamic acid tert-butyl ester 
• 862121-70-8 N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-5-phenyl-(E,E)-2,4-pentadien-1-amine 
• 862121-71-9 N-(t-butoxycarbonyl)-N-(4-methoxyphenyl)-2-methyl-3-phenyl-(E)-2-propen-1-amine 

Relevant articles and documents

Integrating Hydrogen Production and Transfer Hydrogenation with Selenite Promoted Electrooxidation of α-Nitrotoluenes to E-Nitroethenes

Developing an electrochemical carbon-added reaction with accelerated kinetics to replace the low-value and sluggish oxygen evolution reaction (OER) is markedly significant to pure hydrogen production. Regulating the critical steps to precisely design electrode materials to selectively synthesize targeted compounds is highly desirable. Here, inspired by the surfaced adsorbed SeOx2? promoting OER, NiSe is demonstrated to be an efficient anode enabling α-nitrotoluene electrooxidation to E-nitroethene with up to 99 % E selectivity, 89 % Faradaic efficiency, and the reaction rate of 0.25 mmol cm?2 h?1 via inhibiting side reactions for energy-saving hydrogen generation. The high performance can be associated with its in situ formed NiOOH surface layer and absorbed SeOx2? via Se leaching-oxidation during electrooxidation, and the preferential adsorption of two -NO2 groups of intermediate on NiOOH. A self-coupling of α-carbon radicals and subsequent elimination of a nitrite molecule pathway is proposed. Wide substrate scope, scale-up synthesis of E-nitroethene, and paired productions of E-nitroethene and hydrogen or N-protected aminoarenes over a bifunctional NiSe electrode highlight the promising potential. Gold also displays a similar promoting effect for α-nitrotoluene transformation like SeOx2?, rationalizing the strategy of designing materials to suppress side reactions.

Nanoceria as an efficient and green catalyst for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions

Nanocerium oxide mediated an efficient and green protocol has been described for the chemoselective N-tert-butyloxycarbonylation of amines under the solvent-free conditions at ambient temperature. Various aliphatic, aromatic and heteroaromatic amines were protected using developed protocol and several functional groups such as alcohol, phenol and ester were well tolerated under these conditions. The rapid reaction rate, mild conditions, very good functional group tolerance, excellent yield, solvent-free, easy recovery products and excellent catalyst recyclability are the advantages of this protocol. This makes the protocol feasible, economical and environmentally benign.

Thiamine hydrochloride as a recyclable organocatalyst for the efficient and chemoselective N-tert-butyloxycarbonylation of amines

Thiamin hydrochloride promoted highly efficient and ecofriendly approach has been described for the chemoselective N-tert-butyloxycarbonylation of amines under solvent-free conditions at ambient temperature. The demonstrated approach has been applicable for the N-Boc protection of variety of aliphatic, aryl, heteroaryl amines. The chemoselective protection of amino group occurs in chiral amines and amino alcohol without racemization in high yield. Thiamin hydrochloride is stable, economical, easy to handle and environmentally friendly.