2-(Chloromethyl)-3-nitronaphthalene

Base Information

• Chemical Name: 2-(Chloromethyl)-3-nitronaphthalene
• CAS No.: 77802-34-7
• Molecular Formula: C₁₁H₈ClNO₂
• Molecular Weight: 221.643
• Hs Code.: 2921450090
• DSSTox Substance ID: DTXSID80506479
• Wikidata: Q82362239
• Mol file: 77802-34-7.mol

Synonyms:2-(CHLOROMETHYL)-3-NITRONAPHTHALENE;77802-34-7;DTXSID80506479;3-(4-ACETOXY-PHENYL)-2-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONICACID

Chemical Property of 2-(Chloromethyl)-3-nitronaphthalene

Chemical Property:

• PSA: 45.82000
• LogP: 4.01000
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 221.0243562
• Heavy Atom Count: 15
• Complexity: 241

Purity/Quality:

97% ^*data from raw suppliers

2-(CHLOROMETHYL)-3-NITRONAPHTHALENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C(C(=CC2=C1)CCl)[N+](=O)[O-]

Technology Process of 2-(Chloromethyl)-3-nitronaphthalene

There total 4 articles about 2-(Chloromethyl)-3-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:

3-(3-nitro-2-naphthylmethoxy)-3-chloroaziridine (774197-67-0) → 2-Methyl-3-nitronaphthalene (1204-72-4) + 2-Chlormethyl-3-nitronaphthalin (77802-34-7)

Guidance literature:

With cyclohexa-1,4-diene; In chloroform; at 20 ℃; for 1h; Further Variations:; Reagents; Product distribution; UV-irradiation;

DOI:10.1021/ol0400443

Reference yield:

(3-nitronaphthalen-2-yl)methanol (73428-04-3) → 2-Chlormethyl-3-nitronaphthalin (77802-34-7)

Guidance literature:

With thionyl chloride; In tetrahydrofuran; N,N-dimethyl-formamide; at 5 ℃; for 3h;

DOI:10.1002/hlca.19800630827

Reference yield:

3-Nitro-2-naphthoesaeure (73428-03-2) → 2-Chlormethyl-3-nitronaphthalin (77802-34-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄, BF₃*Et₂O / 1,2-dimethoxy-ethane / 0.5 h / Ambient temperature

2: SOCl₂ / tetrahydrofuran; dimethylformamide / 3 h / 5 °C

With sodium tetrahydroborate; thionyl chloride; boron trifluoride diethyl etherate; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19800630827

upstream raw materials:

(3-nitronaphthalen-2-yl)methanol

3-(3-nitro-2-naphthylmethoxy)-3-chloroaziridine

3-Nitro-2-naphthoesaeure

3-Nitro-2-naphthoesaeure-aethylester