(E)-2-Naphthalenecarbaldehyde oxime

Base Information

• Chemical Name: (E)-2-Naphthalenecarbaldehyde oxime
• CAS No.: 51873-98-4
• Molecular Formula: C11H9NO
• Molecular Weight: 171.199
• Mol file: 51873-98-4.mol

Synonyms:2-naphthaldehyde-E-oxime;Naphthalene-2-carbaldehyde oxime;2-Naphtaldehyde oxime;2-naphthaldehyde oxime;(E)-isoquinoline-6-carbaldehyde oxime;(E)-2-naphthaldoxime;syn-2-Naphthaldoxim;

Chemical Property of (E)-2-Naphthalenecarbaldehyde oxime

Chemical Property:

• PSA: 32.59000
• LogP: 2.64790

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (E)-2-Naphthalenecarbaldehyde oxime

There total 6 articles about (E)-2-Naphthalenecarbaldehyde oxime 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: 91.0%

β-naphthaldehyde (66-99-9) → 2-naphthaldoxime (51873-98-4,57207-34-8,24091-02-9)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In ethanol; water; at 0 - 20 ℃;

DOI:10.1021/ol101978h

Reference yield:

β-naphthaldehyde (66-99-9) → 2-naphthalenecarbonitrile (613-46-7) + 2-naphthaldoxime (51873-98-4,57207-34-8,24091-02-9)

Guidance literature:

With aluminum oxide; hydroxylamine hydrochloride; at 100 ℃; for 0.25h; microwave irradiation;

DOI:10.1016/S0040-4020(99)00816-9

Reference yield:

2-bromonaphthalene (580-13-2) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2-naphthaldoxime (51873-98-4,57207-34-8,24091-02-9)

Guidance literature:

2-bromonaphthalene; With n-butyllithium; In tetrahydrofuran; hexane; at -50 ℃; for 0.5h; Inert atmosphere;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at -50 - 20 ℃; for 1h; Inert atmosphere;

With hydroxylamine hydrochloride; potassium carbonate; In tetrahydrofuran; hexane; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.tet.2018.06.044

upstream raw materials:

naphthalene

nitromethane

β-naphthaldehyde

2-bromonaphthalene

Downstream raw materials:

2-chloro-4-(5-isopropyl-3-naphthalen-2-ylisoxazol-4-ylmethoxy)benzaldehyde

methyl 3-{(E)-2-[2-chloro-4-(5-isopropyl-3-naphthalen-2-ylisoxazol-4-ylmethoxy)phenyl]vinyl}benzoate

N-benzylnaphthalene-2-carboxamide

(E)-N-(naphthalen-2-ylmethylene)-P,P-diphenylphosphinic amide

Refernces

• 1、 Yin, Jingwei,Straub, Matthew R.,Liao, Julian D.,Birman, Vladimir B.. "Acylative Kinetic Resolution of Cyclic Hydroxamic Acids". supporting information. p. 1546 - 1549. Retrieved 2022/03/01.
• 2、 Hsueh, Nai-Chen,Chen, Shin-Mei,Lin, Chun-Yi,Chang, Meng-Yang. "HCl-mediated cascade cyclocondensation of oxygenated arylacetic acids with arylaldehydes: one-pot synthesis of 1-arylisoquinolines". . p. 1047 - 1059. Retrieved 2021/02/16.