24853-83-6

Basic information

• Product Name: 1BnDIQ
• Synonyms: 1-Benzyl-3,4-dihydroisoquinoline;1BnDIQ
• CAS NO: 24853-83-6
• Molecular Formula: C₁₆H₁₅N
• Molecular Weight: 221.297
• Mol File: 24853-83-6.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 360.3°C at 760 mmHg
• Flash Point: 164°C
• Appearance: /
• Density: 1.05g/cm³
• Vapor Pressure: 4.63E-05mmHg at 25°C
• Refractive Index: 1.6
• CAS DataBase Reference: 1BnDIQ(CAS DataBase Reference)
• NIST Chemistry Reference: 1BnDIQ(24853-83-6)
• EPA Substance Registry System: 1BnDIQ(24853-83-6)

Safety Data

• Hazardous Substances Data: 24853-83-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 13, p. 674, 1948 DOI: 10.1021/jo01163a010Tetrahedron Letters, 26, p. 4633, 1985 DOI: 10.1016/S0040-4039(00)98771-9

InChI:InChI=1/C16H15N/c1-2-6-13(7-3-1)12-16-15-9-5-4-8-14(15)10-11-17-16/h1-9H,10-12H2

Upstream product

• 56-23-5 tetrachloromethane 
• 5460-60-6 N-phenethyl-2-phenylacetamide 
• 101-97-3 Ethyl 2-phenylethanoate 
• 103-82-2 phenylacetic acid 
• 64-04-0 phenethylamine 
• 103-80-0 phenylacetyl chloride 
• 100-46-9 benzylamine 
• 96625-08-0 {1-[1-Phenyl-meth-(Z)-ylidene]-3,4-dihydro-1H-isoquinoline-2-carbonyl}-carbamic acid ethyl ester 
• 102739-93-5 1-benzyl-2-hydroxy-1,2,3,4-tetrahydroisoquinoline 
• 77988-86-4 N-(2-phenethyl)phenacetimidoyl chloride 

Downstream Products

• 19716-56-4 1-benzyl-1,2,3,4-tetrahydroisoquinoline 
• 16576-23-1 1-benzoylisoquinoline 
• 100732-16-9 C₁₆H₁₃NBC₆H₅ 
• 40721-58-2 1-Phenyl-6,7-dihydro-pyrimido[6,1-a]isoquinoline-2,4-dione 
• 110229-21-5 4-Dicyanomethylen-1,2,3-triphenyl-4H-6,7-dihydropyridno<2.1-a>isochinolin 
• 174784-48-6 1,2-dibenzyl-1-ethyl-1,2,3,4-tetrahydroisoquinoline 
• 138399-18-5 1,2-dibenzyl-1-methyl-1,2,3,4-tetrahydroisoquinoline 
• 81763-86-2 1-benzyl-1-methyl-1,2,3,4-tetrahydroisoquinoline 
• 6907-59-1 1-benzylisoquinoline 
• 75397-65-8 C₁₆H₁₃⁽²⁾H₂N 
• 63023-79-0 1-benzoyl-3,4-dihydroisoquinoline 
• 71611-97-7 10b-Benzyl-2,3-diphenyl-1-thioxo-1,5,6,10b-tetrahydropyrrolo<2.1-a>isochinolin 
• 71612-02-7 11b-Isopropyl-2-methoxy-3,4-diphenyl-7,11b-dihydro-2H,6H-<1.3>thiazino<2.3-a>isochinolin 

Relevant articles and documents

Enhancement of the carbamate activation rate enabled syntheses of tetracyclic benzolactams: 8-oxoberbines and their 5- And 7-membered C-ring homologues

A route to the direct amidation of aromatic-ring-tetheredN-carbamoyl tetrahydroisoquinoline substrates was developed. This route enabled general access to 8-oxoberberines and their 5- and 7- membered C-ring homologues. It overcomes the undesired tandem side-reactions that result in the destruction of the isoquinoline backbone, which inevitably occurred under our previously reported superacidic carbamate activation method.

Additive-free pd-catalyzed α-allylation of imine-containing heterocycles

An additive-free Pd-catalyzed α-allylation of different imino-group-ontaining heterocycles is reported. The activation of α-CH pronucleophiles (pKa (DMSO) > 25) occurs without the addition of strong bases or Lewis acids using only the Pd/Xantphos catalyst system. The reaction scope has been studied for various 5- and 6-membered nitrogen-containing heterocycles (yields up to 96%). Mechanistic investigations suggest an initial allylation of the imine-N followed by a Pd-catalyzed formal aza-Claisen rearrangement.

A one-pot procedure for the synthesis of α-amino phosphonates from alkynes

A new and highly flexible procedure for the synthesis of α,α-disubstituted α-amino phosphonates is described with disubstituted alkynes, primary amines and diethyl or dimethyl phosphite as starting materials. The reaction sequence, which is performed as a