3-Methylnaphthalene-1-carboxaldehyde

Base Information

• Chemical Name: 3-Methylnaphthalene-1-carboxaldehyde
• CAS No.: 63409-02-9
• Molecular Formula: C12H10O
• Molecular Weight: 170.211
• DSSTox Substance ID: DTXSID40472085
• Nikkaji Number: J955.765B
• Wikidata: Q82300863
• Mol file: 63409-02-9.mol

Synonyms:63409-02-9;3-Methylnaphthalene-1-carboxaldehyde;3-Methyl-naphthalene-1-carbaldehyde;3-methylnaphthalene-1-carbaldehyde;3-methyl-1-naphthaldehyde;SCHEMBL3271938;DTXSID40472085;BLPPGOSJVGMEEV-UHFFFAOYSA-N;MFCD17012358;SB38046;CS-0311906;FT-0765033

Chemical Property of 3-Methylnaphthalene-1-carboxaldehyde

Chemical Property:

• PSA: 17.07000
• LogP: 2.96070
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 170.073164938
• Heavy Atom Count: 13
• Complexity: 188

Purity/Quality:

97% ^*data from raw suppliers

3-Methyl-naphthalene-1-carbaldehyde 96% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=CC=CC=C2C(=C1)C=O

Technology Process of 3-Methylnaphthalene-1-carboxaldehyde

There total 15 articles about 3-Methylnaphthalene-1-carboxaldehyde 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: 79.0%

1,3-dimethylnaphthalene (575-41-7) + acetic acid (64-19-7,77671-22-8) → 3-methylnaphthalene-1-carbaldehyde (63409-02-9) + 4-methyl-naphthalene-2-carbaldehyde (102606-07-5) + Acetic acid 3-methyl-naphthalen-1-ylmethyl ester (102606-08-6)

Guidance literature:

With ammonium cerium(IV) nitrate; In water; at 85 ℃; for 2h;

DOI:10.1016/S0040-4020(01)96768-7

Reference yield: 77.0%

2,2-dichloro-1-[2-(2-methylprop-1-en-1-yl)phenyl]ethanone (1413394-06-5) → 3-methylnaphthalene-1-carbaldehyde (63409-02-9)

Guidance literature:

With copper(II) bis(trifluoromethanesulfonate); In 1,2-dichloro-ethane; at 82 ℃; for 1h; Inert atmosphere;

DOI:10.1002/hlca.201200396 DOI:10.1002/hlca.201200396

Reference yield: 41.0%

1,3-dimethylnaphthalene (575-41-7) → 3-methylnaphthalene-1-carbaldehyde (63409-02-9)

Guidance literature:

With ammonium cerium(IV) nitrate; acetic acid; at 80 ℃; for 1h;

DOI:10.1021/jo972214d

upstream raw materials:

1,3-dimethylnaphthalene

acetic acid

2-(2,4-dinitrophenyl)-isoquinolinium chloride

1-[2-(2-methylprop-1-en-1-yl)phenyl]ethanone

Refernces

• 1、 Franck, Richard W.,Gupta, Ram B.. "Cycloaddition of Cyclic Vinyl Ethers to an Isoquinolinium Salt: Application to the Preparation of a Model C-Naphthylglycoside". . p. 761 - 762. Retrieved 1984.
• 2、 Liu, Wei-Min,Tnay, Ya Lin,Gan, Kian Ping,Liu, Zhen-Hong,Tyan, Wan Huei,Narasaka, Koichi. "Cyclization of (2-alkenylphenyl)carbonyl compounds to polycyclic arenes catalyzed by copper(II) trifluoromethanesulfonate or trifluoromethanesulfuric acid". . p. 1953 - 1969,17. Retrieved 2012/12/12.