523-06-8

Basic information

• Product Name: Yohimban
• Synonyms: 1,2,3,4,4aα,5,7,8,13,13bβ,14,14aβ-Dodecahydrobenz[g]indolo[2,3-a]quinolizine;Yohimban
• CAS NO: 523-06-8
• Molecular Formula: C19H24N2
• Molecular Weight: 280.41
• Mol File: 523-06-8.mol
• Article Data: 10

Chemical Properties

• Melting Point: 149 °C(Solv: methanol (67-56-1))
• Boiling Point: 454.1°C at 760 mmHg
• Flash Point: 228.4°C
• Appearance: /
• Density: 1.19g/cm³
• Vapor Pressure: 1.95E-08mmHg at 25°C
• Refractive Index: 1.66
• PKA: 18.28±0.20(Predicted)
• CAS DataBase Reference: Yohimban(CAS DataBase Reference)
• NIST Chemistry Reference: Yohimban(523-06-8)
• EPA Substance Registry System: Yohimban(523-06-8)

Safety Data

• Hazardous Substances Data: 523-06-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 78, p. 4628, 1956 DOI: 10.1021/ja01599a028

InChI:InChI=1/C19H24N2/c1-2-6-14-12-21-10-9-16-15-7-3-4-8-17(15)20-19(16)18(21)11-13(14)5-1/h3-4,7-8,13-14,18,20H,1-2,5-6,9-12H2/t13-,14-,18-/m0/s1

Upstream product

• 525-41-7 1-methyl-4,9-dihydro-3H-β-carboline 
• 36278-22-5 1-cyclohexenoyl chloride 
• 81750-83-6 16,17,19,20-tetradehydroyohimban 
• 24731-17-7 ethyl 2-(2-oxocyclohexyl)acetate 
• 53544-45-9 ethyl (2-methylidenylcyclohexyl)acetate 
• 10035-10-6 hydrogen bromide 
• 64-19-7 acetic acid 
• 69349-93-5 (+/-)-alloyahimbane 
• 107-21-1 ethylene glycol 
• 111-46-6 diethylene glycol 
• 47136-65-2 sempervirine 
• 111066-55-8 2-(2-indol-3-yl-ethyl)-5,6,7,8-tetrahydro-isoquinolinium; bromide 
• 6247-13-8 (S)-2,3,4,4a,7,8,13,14a-Octahydro-1H-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-5-one 
• 81750-81-4 16,17,18,19-tetrahydroyohimban-21-one 

Downstream Products

• 3277-59-6 1-Methyl-yohimban 

Relevant articles and documents

-

-

-

-

A Chiral Pentenolide-Based Unified Strategy toward Dihydrocorynantheal, Dihydrocorynantheol, Protoemetine, Protoemetinol, and Yohimbane

An organocatalytic cross-aldol reaction of formaldehyde (formalin) with alkyl aldehydes, followed by the Z-selective Horner-Wadsworth-Emmons (HWE) reaction and immediate lactonization, afforded γ-alkylated pentenolides in good overall yields and excellent

Rhodium-catalyzed hydrocarbonylation of a homoallylamine via n-h activation and application for synthesis of yohimbane alkaloids

We describe syntheses of n-yohimbane and alloyohimbane using Rh-catalyzed hydrocarbonylation, which provides a practical methodology to synthesize a δ-lactam from a secondary homoallyl amine. We have also observed an unexpected transformation where the am