Benzo[b]naphtho[2,1-d]thiophene

Base Information

• Chemical Name: Benzo[b]naphtho[2,1-d]thiophene
• CAS No.: 239-35-0
• Molecular Formula: C16H10 S
• Molecular Weight: 234.321
• Hs Code.: 2934999090
• European Community (EC) Number: 205-948-0
• NSC Number: 89259
• UNII: TSV456A44D
• DSSTox Substance ID: DTXSID8075205
• Nikkaji Number: J193.685I
• Wikidata: Q27290290
• Mol file: 239-35-0.mol

Synonyms:2,1-BNT;benzo(b)naphtho(2,1-d)thiophene

Chemical Property of Benzo[b]naphtho[2,1-d]thiophene

Chemical Property:

• Vapor Pressure: 2.44E-07mmHg at 25°C
• Melting Point: 188-190 °C(lit.)
• Boiling Point: 434.3°Cat760mmHg
• Flash Point: 163°C
• PSA: 28.24000
• Density: 1.292g/cm³
• LogP: 5.20770
• Solubility.: chloroform: soluble2.5%, clear to very slightly hazy, colorless
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 234.05032149
• Heavy Atom Count: 17
• Complexity: 287

Purity/Quality:

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

1,2-Benzodiphenylene sulfide ^*data from reagent suppliers

Safty Information:

• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2SC4=CC=CC=C34
• Uses: 1,2-Benzodiphenylene sulfide has been used in direct screening of sediment samples for polycyclic aromatic hydrocarbons by flow manifold coupled on-line to a fluorimetric detector.

Technology Process of Benzo[b]naphtho[2,1-d]thiophene

There total 48 articles about Benzo[b]naphtho[2,1-d]thiophene 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%

1-Naphthalenethiol (529-36-2) + 1-Bromo-2-iodobenzene (583-55-1) → 11-thiabenzo[a]fluorene (239-35-0)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); cesium pivalate; bis[2-(diphenylphosphino)phenyl] ether; In N,N-dimethyl acetamide; at 140 ℃; for 24h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1039/c8ob00235e

Reference yield: 92.0%

2-[2-(1-chloro-vinyl)-phenyl]-benzo[b]thiophene → 11-thiabenzo[a]fluorene (239-35-0)

Guidance literature:

at 800 ℃; under 0.1 Torr; Pyrolysis;

DOI:10.1016/S0040-4039(99)00295-6

Reference yield: 90.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + naphtho[1,2-b]thiophene (234-41-3) → 11-thiabenzo[a]fluorene (239-35-0)

Guidance literature:

With trifluorormethanesulfonic acid; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol501006t

upstream raw materials:

3-(2-methylbenzoyl)benzothiophene

7,8,9,10-tetrahydrobenzonaphtho<2,1-d>thiophene

1-chloro-7,8,9,10-tetrahydro-benzo[b]naphtho[2,1-d]thiophene

benzo[b]naphtho[2,1-d]thiophene-1,4-quinone

Downstream raw materials:

2-phenylnaphthalene

(+)-(1R,2S)-1,2-dihydroxy-1,2-dihydrobenzonaphtho<2,1-d>thiophene

5-methylbenzonaphtho<2,1-d>thiophene

5-benzoylaminobenzonaphtho<2,1-d>thiophene

Refernces

• 1、 -. "Palladium catalysis based one-pot synthesis method for DBTs (dibenzothiophenes)". Paragraph 0033-0038. . Retrieved 2020/05/12.
• 2、 -. "METHOD FOR SYNTHESIS OF POLYHETEROAROMATIC COMPOUNDS BY USING VISIBLE LIGHT AND REGIOSELECTIVE POYHETEROAROMATIC COMPOUNDS". Paragraph 0055-0057. . Retrieved 2017/10/05.