9-Anthryldiazomethane

Base Information

• Chemical Name: 9-Anthryldiazomethane
• CAS No.: 10401-59-9
• Molecular Formula: C15H10N2
• Molecular Weight: 218.25
• Hs Code.: 2927000090
• European Community (EC) Number: 634-628-7
• DSSTox Substance ID: DTXSID40146219
• Nikkaji Number: J397.305K
• Mol file: 10401-59-9.mol

Synonyms:9-anthryldiazomethane;9-diazomethylanthracene

Chemical Property of 9-Anthryldiazomethane

Chemical Property:

• Melting Point: 65-67 °C
• PSA: 37.39000
• LogP: 3.72276
• Storage Temp.: −20°C
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 218.084398327
• Heavy Atom Count: 17
• Complexity: 297

Purity/Quality:

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

9-Anthryldiazomethane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C3C=CC=CC3=C2C=[N+]=[N-]
• Uses: Fluorescent probe for direct carboxylic acid modification. 9-Anthryldiazomethane (ADAM) is a fluorescent diazomethane analog used to identify bile acids, amino acids, fatty acids, steroid acids, and prostaglandins. In addition, derivatives of 9-Anthryldiazomethane can be detected using liquid chromatography-mass spectrometry. Furthermore, the fluorescence of these analogs can be detected at 254nm and 412 nm. Alternate studies indicate that 9-Anthryldiazomethane can be used to identify prostaglandins in plasma assays using HPLC.

Technology Process of 9-Anthryldiazomethane

There total 2 articles about 9-Anthryldiazomethane 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: 65.0%

anthracen-9-ylmethylene-hydrazone (7512-18-7) → 9-anthryldiazomethane (10401-59-9)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1021/jo971589w

Reference yield:

(E)‐(anthracen‐9‐ylmethylene)hydrazine → 9-anthryldiazomethane (10401-59-9)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1021/ol070515w

Reference yield: 38.0%

dibenzo-24-crown ether (14174-09-5) + 9-anthryldiazomethane (10401-59-9) + C19H23NO2*F6P(1-)*H(1+) → C34H33NO2*C24H32O8*F6P(1-)*H(1+)

Guidance literature:

dibenzo-24-crown ether; C₁₉H₂₃NO₂*F₆P^(1-)*H⁽¹⁺⁾; In chloroform; acetonitrile;

9-anthryldiazomethane; In chloroform; acetonitrile; at 4 ℃; for 48h;

DOI:10.1246/cl.2002.810

upstream raw materials:

anthracen-9-ylmethylene-hydrazone

Downstream raw materials:

okadaic acid 9-anthrylmethylester

9-(phenoxymethyl)anthracene

Benzoesaeure(anthr-9-ylmethylester)

Refernces

• 1、 Hoer, Katja,Gimple, Olaf,Schreier, Peter,Humpf, Hans-Ulrich. "Absolute Configurational Assignment of Acyclic Hydroxy Carboxylic Acids: A New Strategy in Exciton-Coupled Circular Dichroism". . p. 322 - 325. Retrieved 1998.
• 2、 Javed, Muhammad I.,Brewer, Matthias. "Diazo preparation via dehydrogenation of hydrazones with "activated" DMSO". . p. 1789 - 1792. Retrieved 2008/02/02.