1,2-Anthracenediol, 1,2-dihydro-, trans-

Base Information

• Chemical Name: 1,2-Anthracenediol, 1,2-dihydro-, trans-
• CAS No.: 4841-37-6
• Molecular Formula: C₁₄H₁₂O₂
• Molecular Weight: 212.248
• DSSTox Substance ID: DTXSID90964066
• Wikidata: Q82945984
• Mol file: 4841-37-6.mol

Synonyms:1,2-Anthracenediol, 1,2-dihydro-, trans-;trans-1,2-Dihydro-1,2-antracenediol;4841-37-6;C9H16N6O7S;1,2-dihydroanthracene-1,2-diol;DTXSID90964066;C9-H16-N6-O7-S;1,2-Anthracenediol, 1,2-dihydro-, (1R,2R)-rel-

Chemical Property of 1,2-Anthracenediol, 1,2-dihydro-, trans-

Chemical Property:

• Vapor Pressure: 2.46E-08mmHg at 25°C
• Boiling Point: 435°Cat760mmHg
• Flash Point: 217.5°C
• Density: 1.346g/cm³
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 212.083729621
• Heavy Atom Count: 16
• Complexity: 287

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C3C(C(C=CC3=CC2=C1)O)O
• Isomeric SMILES: C1=CC=C2C=C3[C@@H]([C@H](C=CC3=CC2=C1)O)O

Technology Process of 1,2-Anthracenediol, 1,2-dihydro-, trans-

There total 18 articles about 1,2-Anthracenediol, 1,2-dihydro-, trans- 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: 92.0%

(+)-trans-1,2-diacetoxy-1,2-dihydro-anthracene (60890-33-7,60934-12-5,82311-47-5,130062-29-2) → trans-1,2-dihydroxy-1,2-dihydroanthracene (4841-37-6)

Guidance literature:

With methanol; ammonia; at 0 - 10 ℃; for 3h;

DOI:10.1021/ja00176a062

Reference yield: 80.0%

1,2-diacetoxy-anthracene (74877-26-2) → trans-1,2-dihydroxy-1,2-dihydroanthracene (4841-37-6)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 24h; Ambient temperature;

DOI:10.1021/jo00150a027

Reference yield: 72.0%

1,2-anthraquinone (655-04-9) → trans-1,2-dihydroxy-1,2-dihydroanthracene (4841-37-6)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 20h; Ambient temperature;

DOI:10.1021/jo00150a027

upstream raw materials:

1,2-anthraquinone

(+)-trans-1,2-diacetoxy-1,2-dihydro-anthracene

1,2-diacetoxy-anthracene

2,3-dibromonaphthalene

Downstream raw materials:

(1aR,2S,3R,9bS)-1a,2,3,9b-Tetrahydro-1-oxa-cyclopropa[a]anthracene-2,3-diol

1-hydroxyanthracene

naphthalene-2,3-dicarboxylic acid

Refernces

• 1、 Koreeda, Masato,Jung, Kee-Yong,Hirota, Mitsuru. "A Novel Regio- and Stereocontrolled Synthesis of Diol Epoxide and trans-Dihydrodiol Metabolites of Polycyclic Aromatic Hydrocarbons. An Application to the Synthesis of the Bay-Region syn- and anti-Diol Epoxides of the Carcinogen 1,4-Dimethylphenanthrene". . p. 7413 - 7414. Retrieved 2007/10/02.
• 2、 Sukumaran, K.B.,Harvey, Ronald G.. "Synthesis of the o-Quinones and Dihydro Diols of Polycyclic Aromatic Hydrocarbons from the Corresponding Phenols". . p. 4407 - 4413. Retrieved 2007/10/02.