Caffeine, 8-bromo-

Base Information

• Chemical Name: Caffeine, 8-bromo-
• CAS No.: 10381-82-5
• Molecular Formula: C8H9 Br N4 O2
• Molecular Weight: 273.089
• Hs Code.: 2933990090
• European Community (EC) Number: 667-719-5
• NSC Number: 11255
• DSSTox Substance ID: DTXSID10146069
• Nikkaji Number: J39.666D
• Wikidata: Q83010789
• ChEMBL ID: CHEMBL91786
• Mol file: 10381-82-5.mol

Synonyms:8-bromocaffeine;8-caffeine bromide;xanthobin;xanthobine

Chemical Property of Caffeine, 8-bromo-

Chemical Property:

• Vapor Pressure: 6.04E-08mmHg at 25°C
• Melting Point: 208-210°C
• Boiling Point: 440.1°Cat760mmHg
• Flash Point: 220°C
• PSA: 61.82000
• Density: 1.87g/cm³
• LogP: -0.26680
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 271.99089
• Heavy Atom Count: 15
• Complexity: 324

Purity/Quality:

98%,99%, ^*data from raw suppliers

8-Bromo-1,3,7-trimethylxanthine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C2=C(N=C1Br)N(C(=O)N(C2=O)C)C
• Uses: 8-Bromo-1,3,7-trimethylxanthine is an intermediate in the synthesis of 1,3,7-Trimethyluric Acid (T798000) is a caffeine derivative, and a methyl derivative of uric acid. Detected as a urine marker of caffeine consumption.

Technology Process of Caffeine, 8-bromo-

There total 11 articles about Caffeine, 8-bromo- 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: 100.0%

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione (58-08-2,138455-22-8,95789-13-2) → 8-bromocaffeine (10381-82-5)

Guidance literature:

With N-Bromosuccinimide; In dichloromethane; water; for 120h;

DOI:10.1055/s-0031-129036

Reference yield: 92.0%

3-methyl-8-bromoxanthine (93703-24-3) + methyl iodide (74-88-4) → 8-bromocaffeine (10381-82-5)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 60 ℃; for 6h;

Reference yield: 85.0%

8,8'-mercuribis-caffeine (6937-66-2) → 8-bromocaffeine (10381-82-5)

Guidance literature:

With complex (KBr*BrCN)n; In water; at 60 ℃; for 2h;

upstream raw materials:

3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione

1,3,7-trimethyl-2,6-dioxo-8-nitro-1H,3H,7H-xanthine

8-bromotheophylline

methyl iodide

Downstream raw materials:

8-chlorocaffeine

triphenylmethyl alcohol

biphenyl

phenol

Refernces

• 1、 Alavianmehr, Mohamad Mehdi,Behrouz, Somayeh,Mohammad-Aghaie, Delara,Parvizi, Negar,Soltani Rad, Mohammad Navid. "Shedding light on the bimolecular interactions of Cafaminol and human serum albumin: spectroscopic characterization and in-silico investigation". . . Retrieved 2020.
• 2、 Huang, Huan-Ming,Bellotti, Peter,Erchinger, Johannes E.,Paulisch, Tiffany O.,Glorius, Frank. "Radical Carbonyl Umpolung Arylation via Dual Nickel Catalysis". supporting information. p. 1899 - 1909. Retrieved 2022/02/01.
• 3、 -. "Organic semiconductor compounds comprising caffeine and Organic solar cell comprising the same". Paragraph 0120-0124. . Retrieved 2020/04/22.