1-Hydroxy-6-nitronaphthalene

Base Information

• Chemical Name: 1-Hydroxy-6-nitronaphthalene
• CAS No.: 38397-06-7
• Molecular Formula: C10H7NO3
• Molecular Weight: 189.17
• DSSTox Substance ID: DTXSID40528859
• Nikkaji Number: J909.586A
• Wikidata: Q82398802
• Mol file: 38397-06-7.mol

Synonyms:38397-06-7;6-Nitronaphthalen-1-ol;1-Hydroxy-6-nitronaphthalene;SCHEMBL774702;DTXSID40528859

Chemical Property of 1-Hydroxy-6-nitronaphthalene

Chemical Property:

• PSA: 66.05000
• LogP: 2.97680
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 189.042593085
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2)[N+](=O)[O-])C(=C1)O

Technology Process of 1-Hydroxy-6-nitronaphthalene

There total 18 articles about 1-Hydroxy-6-nitronaphthalene 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: 37.0%

2-{2-[(2-allyl-4-nitrobenzoyl)thio]ethyl}benzenediazonium tetrafluoroborate → 6-nitro-1-naphthalenol (38397-06-7) + 2-Methylene-5-nitro-indan-1-one + 3-Iodomethyl-6-nitro-isochroman-1-one

Guidance literature:

With sodium iodide; In acetone; for 6h; Ambient temperature;

DOI:10.1021/jo970500j

Reference yield:

1,4-dihydro-7-nitro-1,4-epoxynaphthalene (784210-36-2) → 7-nitronaphthalen-1-ol (19256-82-7) + 6-nitro-1-naphthalenol (38397-06-7)

Guidance literature:

With hydrogenchloride; In methanol; Yield given. Title compound not separated from byproducts; Heating;

DOI:10.1016/S0040-4020(01)87413-5

Reference yield:

2-furanoic acid (88-14-2) + 5-nitro-2-iodosobenzoic acid (23330-00-9) → 7-nitronaphthalen-1-ol (19256-82-7) + 6-nitro-1-naphthalenol (38397-06-7)

Guidance literature:

Multistep reaction;

DOI:10.1016/S0040-4039(01)80025-3

upstream raw materials:

1-hydroxy-6-nitro-naphthalene-2-diazonium-betaine

1-Fluoro-6-nitronaphthalin

1,6-dinitronaphthalene

2-furanoic acid

Downstream raw materials:

6-aminonaphthalen-1-ol

6-Amino-5-ethoxy-α-naphthol

2,4,6-Trinitro-[1]naphthol

1-methoxy-6-nitronaphthalene

Refernces

• 1、 Crich, David,Hao, Xiaolin. "Generation and Cyclization of Acyl Radicals from Thiol Esters under Nonreducing, Tin-Free Conditions". . p. 5982 - 5987. Retrieved 2007/10/03.
• 2、 Gavina, F.,Luis, S.V.,Gil, P.,Costero, A.M.. "GENERATION OF MONOSUBSTITUTED o-BENZYNES FROM POLYMERIC REAGENTS VIA HETEROLYTIC FRAGMENTATIONS". . p. 779 - 782. Retrieved 2007/10/02.