Caffeine, 8-(hydroxymethyl)-

Base Information

• Chemical Name: Caffeine, 8-(hydroxymethyl)-
• CAS No.: 4921-51-1
• Molecular Formula: C₉H₁₂N₄O₃
• Molecular Weight: 224.219
• NSC Number: 36528
• DSSTox Substance ID: DTXSID60284283
• Nikkaji Number: J121.963D
• Wikidata: Q82019169
• ChEMBL ID: CHEMBL1893808
• Mol file: 4921-51-1.mol

Synonyms:Caffeine, 8-(hydroxymethyl)-;4921-51-1;1H-Purine-2,6-dione, 3,7-dihydro-8-(hydroxymethyl)-1,3,7-trimethyl-;NSC36528;8-hydroxymethylcaffeine;Oprea1_477527;MLS001018632;CHEMBL1893808;DTXSID60284283;JHHAZAUOIYATAT-UHFFFAOYSA-N;HMS2642K20;NSC-36528;AKOS001031466;SMR000354835;SR-01000025826;SR-01000025826-1;Z56763551;1H-Purine-2, 3,7-dihydro-8-(hydroxymethyl)-1,3,7-trimethyl-;8-(Hydroxymethyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione #

Chemical Property of Caffeine, 8-(hydroxymethyl)-

Chemical Property:

• Vapor Pressure: 1.42E-09mmHg at 25°C
• Boiling Point: 468.3°Cat760mmHg
• Flash Point: 237°C
• PSA: 82.05000
• Density: 1.52g/cm³
• LogP: -1.53700
• XLogP3: -0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 224.09094026
• Heavy Atom Count: 16
• Complexity: 335

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=NC2=C1C(=O)N(C(=O)N2C)C)CO

Technology Process of Caffeine, 8-(hydroxymethyl)-

There total 8 articles about Caffeine, 8-(hydroxymethyl)- which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 91.0%

methanol (67-56-1) + 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione (58-08-2,138455-22-8,95789-13-2) → 8-(hydroxymethyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione (4921-51-1)

Guidance literature:

With tert.-butylhydroperoxide; In decane; at 120 ℃; for 0.333333h; Microwave irradiation; Green chemistry;

DOI:10.1016/j.fitote.2020.104533

Reference yield: 78.0%

8-hydroxymethyltheophylline (2879-16-5) + methyl iodide (74-88-4) → 8-(hydroxymethyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione (4921-51-1)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 3h; Ambient temperature;

DOI:10.1002/ardp.19973300606

Reference yield:

ethanol (64-17-5) + 3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione (58-08-2,138455-22-8,95789-13-2) → 8-(hydroxymethyl)-1,3,7-trimethyl-3,7-dihydro-1H-purine-2,6-dione (4921-51-1)

Guidance literature:

With di-tert-butyl peroxide; In water; at 20 ℃; Inert atmosphere; UV-irradiation;

DOI:10.1002/pola.27756

upstream raw materials:

caffeine-8-carbaldehyde

8-chloromethyl-1,3,7-trimethyl-3,7-dihydro-purine-2,6-dione

8-hydroxymethyltheophylline

methyl iodide