(NZ)-N-(7-methyl-3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine

Base Information

• Chemical Name: (NZ)-N-(7-methyl-3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine
• CAS No.: 5462-81-7
• Molecular Formula: C11H13 N O
• Molecular Weight: 175.23
• NSC Number: 16030
• Nikkaji Number: J693.530C
• Mol file: 5462-81-7.mol

Synonyms:5462-81-7;(NE)-N-(7-methyltetralin-1-ylidene)hydroxylamine;(NZ)-N-(7-methyl-3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine;7-methyl-3,4-dihydronaphthalen-1(2H)-one oxime;7-Methyltetralin-1-one oxime;AMY42527;NSC16030;NSC-16030;AKOS006372689;AS-67648;(Z)-7-methyl-3,4-dihydronaphthalen-1(2H)-one oxime;1(2h)-naphthalenone,3,4-dihydro-7-methyl-,oxime,(1e)-;N-[(1E)-7-methyl-1,2,3,4-tetrahydronaphthalen-1-ylidene]hydroxylamine;N-[(1Z)-7-methyl-1,2,3,4-tetrahydronaphthalen-1-ylidene]hydroxylamine;482655-32-3

Chemical Property of (NZ)-N-(7-methyl-3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 339°Cat760mmHg
• Flash Point: 210.1°C
• PSA: 32.59000
• Density: 1.14g/cm³
• LogP: 2.50960
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 175.099714038
• Heavy Atom Count: 13
• Complexity: 212

Purity/Quality:

99%min ^*data from raw suppliers

7-METHYL-1-TETRALONE OXIME Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(CCCC2=NO)C=C1
• Isomeric SMILES: CC1=CC\2=C(CCC/C2=N/O)C=C1

Technology Process of (NZ)-N-(7-methyl-3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine

There total 6 articles about (NZ)-N-(7-methyl-3,4-dihydro-2H-naphthalen-1-ylidene)hydroxylamine 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: 86.0%

7-methyl-3,4-dihydro-2H-naphthalen-1-one (22009-37-6) → 7-methyl-3,4-dihydronaphthalen-1(2H)-one oxime (5462-81-7,482655-32-3)

Guidance literature:

With pyridine; hydroxylamine hydrochloride; at 20 ℃; for 3h;

DOI:10.1016/j.ejmech.2021.113383

Reference yield:

4-(3-methylphenyl)-4-oxobutanoic acid (59618-44-9) → 7-methyl-3,4-dihydronaphthalen-1(2H)-one oxime (5462-81-7,482655-32-3)

Guidance literature:

Multi-step reaction with 3 steps

1: palladium 10% on activated carbon; hydrogen / acetic acid / 70 °C

2: polyphosphoric acid / 90 °C

3: sodium acetate; hydroxylamine hydrochloride / methanol / 2 h / 60 °C

With palladium 10% on activated carbon; hydroxylamine hydrochloride; hydrogen; sodium acetate; In methanol; acetic acid;

DOI:10.1039/c6cc01200k

Reference yield:

toluene (108-88-3,15644-74-3,16713-13-6) → 7-methyl-3,4-dihydronaphthalen-1(2H)-one oxime (5462-81-7,482655-32-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: aluminum (III) chloride / nitrobenzene / 0.5 h / 20 °C

1.2: 60 °C

2.1: palladium 10% on activated carbon; hydrogen / acetic acid / 70 °C

3.1: polyphosphoric acid / 90 °C

4.1: sodium acetate; hydroxylamine hydrochloride / methanol / 2 h / 60 °C

With aluminum (III) chloride; palladium 10% on activated carbon; hydroxylamine hydrochloride; hydrogen; sodium acetate; In methanol; acetic acid; nitrobenzene;

DOI:10.1039/c6cc01200k

upstream raw materials:

4-(3-methylphenyl)-4-oxobutanoic acid

7-methyl-3,4-dihydro-2H-naphthalen-1-one

toluene

4-(m-tolyl)but-3-enoic acid

Refernces

• 1、 Zhang, Minmin,Yu, Shuowen,Hu, Fangzhi,Liao, Yijun,Liao, Lihua,Xu, Xiaoying,Yuan, Weicheng,Zhang, Xiaomei. "Highly enantioselective [3+2] coupling of cyclic enamides with quinone monoimines promoted by a chiral phosphoric acid". . p. 8757 - 8760. Retrieved 2016/07/15.