2-Methoxyphenanthrene

Base Information

• Chemical Name: 2-Methoxyphenanthrene
• CAS No.: 13837-48-4
• Molecular Formula: C15H12O
• Molecular Weight: 208.26
• Hs Code.: 2909309090
• NSC Number: 131293
• DSSTox Substance ID: DTXSID70299545
• Nikkaji Number: J133.556A
• Wikidata: Q82042007
• Mol file: 13837-48-4.mol

Synonyms:2-Methoxyphenanthrene;Phenanthrene, 2-methoxy-;13837-48-4;NSC131293;2-Methoxyphenanthrene #;SCHEMBL9040087;DTXSID70299545;YADAXXOIUVJLTH-UHFFFAOYSA-N;AKOS024328911;NSC-131293

Chemical Property of 2-Methoxyphenanthrene

Chemical Property:

• Vapor Pressure: 1.67E-05mmHg at 25°C
• Boiling Point: 375.5°Cat760mmHg
• Flash Point: 150.8°C
• PSA: 9.23000
• Density: 1.146g/cm³
• LogP: 4.00160
• XLogP3: 4.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 208.088815002
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C3=CC=CC=C3C=C2

Technology Process of 2-Methoxyphenanthrene

There total 54 articles about 2-Methoxyphenanthrene 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%

(4'-methoxybiphenyl-2-yl)acetaldehyde → 2-methoxyphenanthrene (13837-48-4)

Guidance literature:

With trifluorormethanesulfonic acid; at 0 ℃; for 0.333333h;

DOI:10.1002/ejoc.201601406

Reference yield: 99.0%

4-methoxy-2′-styryl-[1,1′-biphenyl]-2-carbaldehyde → 2-methoxyphenanthrene (13837-48-4)

Guidance literature:

With phosphomolybdic acid; In 1,2-dichloro-ethane; at 25 ℃; for 12h; Sealed tube;

DOI:10.1021/acs.joc.1c02385

Reference yield: 93.0%

C15H14O2 → 2-methoxyphenanthrene (13837-48-4)

Guidance literature:

With 5,10,15,20-tetraphenylporphyrinatochromium(III) hexafluoroantimonate; In 1,2-dichloro-ethane; at 100 ℃; for 2h; Inert atmosphere; Sealed tube;

DOI:10.1055/s-0033-1339710

upstream raw materials:

7-methoxy-1,2,3,4-tetrahydrophenanthrene

3-(2-cyclohex-1-enyl-ethyl)-anisole

phenanthren-2-ol

dimethyl sulfate

Downstream raw materials:

phenanthren-2-ol

naphth[1,2-e]acephenanthrylene

naphtho[1,2-k]fluoranthene

2-Phenyl-1-phenanthren-carbonsaeure-phenylester

Refernces

• 1、 Fu, Wai Chung,Wang, Zheng,Chan, Wesley Ting Kwok,Lin, Zhenyang,Kwong, Fuk Yee. "Regioselective Synthesis of Polycyclic and Heptagon-embedded Aromatic Compounds through a Versatile π-Extension of Aryl Halides". . p. 7166 - 7170. Retrieved 2017.
• 2、 Jana, Rathin,Biswas, Anup,Samanta, Shubhankar,Ray, Jayanta K.. "Synthesis of phenanthrene and alkyl phenanthrenes by palladium(0)-catalyzed pericyclic reactions". . p. 2092 - 2100. Retrieved 2010.
• 3、 Mallory,F.B.,Mallory,C.W.. "-". . p. 6041 - 6048. Retrieved 1972.
• 4、 Ghosal. "-". . p. 1856,1859. Retrieved 1960.
• 5、 Chen, Yi,Liu, Di,Wang, Rui,Xu, Li,Tan, Jingyao,Shu, Mao,Tian, Lingfeng,Jin, Yuan,Zhang, Xiaoke,Lin, Zhihua. "Br?nsted Acid-Catalyzed Carbonyl-Olefin Metathesis: Synthesis of Phenanthrenes via Phosphomolybdic Acid as a Catalyst". . p. 351 - 362. Retrieved 2022/01/03.
• 6、 Fujita, Takeshi,Takahashi, Ikko,Hayashi, Masaki,Wang, Jingchen,Fuchibe, Kohei,Ichikawa, Junji. "Facile Synthesis of Polycyclic Aromatic Hydrocarbons: Br?nsted Acid Catalyzed Dehydrative Cycloaromatization of Carbonyl Compounds in 1,1,1,3,3,3-Hexafluoropropan-2-ol". supporting information. p. 262 - 265. Retrieved 2017/01/24.