478-95-5

Basic information

• Product Name: isolysergic acid
• Synonyms: isolysergic acid;D-Isolysergic acid;(8alpha)-9,10-Didehydro-6-methyl-ergoline-8-carboxylic acid
• CAS NO: 478-95-5
• Molecular Formula: C₁₆H₁₆N₂O₂
• Molecular Weight: 268.31044
• Mol File: 478-95-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 218° (dec)
• Boiling Point: 411.48°C (rough estimate)
• Flash Point: 278.1°C
• Appearance: /
• Density: 1.1028 (rough estimate)
• Vapor Pressure: 2.51E-12mmHg at 25°C
• Refractive Index: 1.6240 (estimate)
• PKA: 3.44, pKb 8.61(at 25℃)
• CAS DataBase Reference: isolysergic acid(CAS DataBase Reference)
• NIST Chemistry Reference: isolysergic acid(478-95-5)
• EPA Substance Registry System: isolysergic acid(478-95-5)

Safety Data

• Hazardous Substances Data: 478-95-5(Hazardous Substances Data)

Usage

Purification Methods

It crystallises from water as the dihydrate. The methyl ester has m 172-174o (from MeOH or *C6H6) and [] 20 +179o (c 0.5 CHCl3). [Smith & Timmis J Chem Soc 1440 1936, Craig et al. JBiochem 125 289 1938, Stenlake J Chem Soc 1626 1955, Leemann & Fabbri Helv Chim Acta 4 2696 1959, Beilstein 25 III/IV 935.]

InChI:InChI=1/C16H16N2O2/c1-18-8-10(16(19)20)5-12-11-3-2-4-13-15(11)9(7-17-13)6-14(12)18/h2-5,7,10,14,17H,6,8H2,1H3,(H,19,20)

Upstream product

• 764710-82-9 N-[(7-methyl-6,6a,7,8-tetrahydro-4H-indolo[4,3-fg]quinolin-9-ylidene)-(toluene-4-sulfonyl)-methyl]-formamide 
• 88133-12-4 lysergic acid sulfate 

Downstream Products

• 82-58-6 D-lysergic acid 
• 1268723-40-5 C₆₄H₈₂FN₁₃O₁₁S 
• 1268723-11-0 C₅₇H₇₈N₁₂O₁₀S 
• 1268723-30-3 C₆₂H₇₉FN₁₂O₁₀S 
• 1268723-18-7 C₅₉H₈₁N₁₃O₁₁S 
• 1752-45-0 rac-6-methyl-ergoline-8α-carboxylic acid hydrazide 
• 1752-45-0 rac-6-methyl-ergoline-8β-carboxylic acid hydrazide 
• 2481-70-1 rac-9,10-dihydrolysergic acid 
• 5878-43-3 9,10-dihydrolysergic acid 
• 2481-70-1 9,10-Dihydrolysergsaeure 
• 3006-19-7 methyl (6aRS,9RS,10aSR)-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo<4,3-fg>quinoline-9-carboxylate 
• 3006-19-7 methyl (6aRS,9SS,10aSR)-7-methyl-4,6,6a,7,8,9,10,10a-octahydroindolo<4,3-fg>quinoline-9-carboxylate 
• 5256-60-0 (+/-)-isolysergic acid hydrazide 

Relevant articles and documents

PROCESS FOR THE MANUFACTURE OF LYSERGIC ACID

Lysergic acid is formed in high yields and high quality by isomerizing paspalic acid in a phase separated mixture formed by paspalic acid and a concentrated aqueous metal hydroxide solution.