Benz[a]anthracene

Base Information

• Chemical Name: Benz[a]anthracene
• CAS No.: 56-55-3
• Molecular Formula: C18H12
• Molecular Weight: 228.293
• Hs Code.: 29029000
• European Community (EC) Number: 200-280-6
• ICSC Number: 0385
• NSC Number: 30970
• UN Number: 3077
• UNII: C5PLF6152K
• DSSTox Substance ID: DTXSID5023902
• Nikkaji Number: J2.320E
• Wikipedia: Benz(a)anthracene
• Wikidata: Q2442512
• NCI Thesaurus Code: C44334
• Metabolomics Workbench ID: 52564
• ChEMBL ID: CHEMBL1873684
• Mol file: 56-55-3.mol

Synonyms:1,2-benzanthracene;benz(a)anthracene;benzanthracene;benzo(a)anthracene;benzo(b)phenanthrene;naphthanthracene

Chemical Property of Benz[a]anthracene

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 2.02E-07mmHg at 25°C
• Melting Point: 159.8
• Refractive Index: 1.7710 (estimate)
• Boiling Point: 437.6
• PKA: >15 (Christensen et al., 1975)
• Flash Point: 209.1°C
• PSA: 0.00000
• Density: 1.19g/cm³
• LogP: 5.14620
• Storage Temp.: APPROX 4°C
• Solubility.: Soluble in ethanol, ether, acetone, benzene (U.S. EPA, 1985), toluene, xylenes, and other monoaromatic hydrocarbons.
• Water Solubility.: 0.0000014 g/100 mL
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 228.093900383
• Heavy Atom Count: 18
• Complexity: 294
• Transport DOT Label: Class 9

Purity/Quality:

98% ^*data from raw suppliers

Benz[a]anthracene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Confirmed carcinogen.
• Hazard Codes: T,N,Xn,F
• Statements: 45-50/53-67-65-38-11-63-43-36/37/38-23/24/25-39/23/24/25-52/53-40-51/53-20
• Safety Statements: 53-45-60-61-62-36/37-24/25-23-26-33-25-16-9

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=CC4=CC=CC=C4C=C32
• Inhalation Risk: A nuisance-causing concentration of airborne particles can be reached quickly when dispersed.
• Effects of Long Term Exposure: This substance is probably carcinogenic to humans.
• Description: 1,2-Benzanthracene is available as colourless to yellow-brown fluorescent flakes or powder. It is stable, combustible, and incompatible with strong oxidising agents. On decomposition, 1,2-benzanthracene releases carbon monoxide, carbon dioxide, acrid smoke, and fumes. Exposures may cause irritation of the eyes, skin, and respiratory tract.
• Physical properties: Colorless leaflets or plates with a greenish-yellow fluorescence
• Uses: Benz[a]anthracene is primarily used in research. Benz[a]anthracene can be used in the synthesis of other polycyclic aromatic hydrocarbons such as tribenzo[a,c,f]tetraphene.2 It can also be used for phosphorescence applications. Benz[a]anthracene is a PAH that has carcinogenic properties. It is also used in the synthesis of anti-tumor agents.

Technology Process of Benz[a]anthracene

There total 136 articles about Benz[a]anthracene 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: 97.0%

2-((naphthalen-2-yl)methyl)benzaldehyde (1218996-93-0) → benz[a]anthracene (56-55-3)

Guidance literature:

With trifluorormethanesulfonic acid; at 0 - 20 ℃; for 1h;

DOI:10.1002/ejoc.201601406

Reference yield: 92.0%

8,9,10,11-tetrahydro-benzo[a]anthracene (67064-62-4) → benz[a]anthracene (56-55-3)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; for 0.333333h; Heating;

DOI:10.1021/jo00280a032

Reference yield: 91.0%

1,4:8,11-diepoxy-1,2,3,4,8,9,10,11-octahydrobenzanthracene (96965-69-4) → benz[a]anthracene (56-55-3)

Guidance literature:

With trifluoroacetic acid; In chloroform; for 48h; Heating;

DOI:10.1021/jo00216a025

upstream raw materials:

8-Oxo-8,9,10,11-tetrahydrobenzanthracene

(+/-)-8-hydroxy-8.9.10.11-tetrahydro-benz[a]anthracene

7,12-Dihydrobenz[a]anthracene

(2-methylnaphthalen-1-yl)(phenyl)methanone

Downstream raw materials:

7-Bromobenz[a]anthracene

benz[a]anthracene-7,12-dione

1,2,3,4,7,12-hexahydrobenzanthracene

dibenzo[a,e]fluoranthene

Refernces

• 1、 Buchta,Z?llner. "Benzo(a)pyrene and benz(a)anthracene". . p. 102 - 105. Retrieved 1968.
• 2、 Wang, Ziqi,Dong, Wendan,Sun, Bing,Yu, Qinqin,Zhang, Fang-Lin. "Cascade reaction for the synthesis of polycyclic aromatic hydrocarbons via transient directing group strategy". supporting information. p. 4031 - 4041. Retrieved 2019/07/03.
• 3、 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.