2-Methyl-1-naphthoic acid

Base Information

• Chemical Name: 2-Methyl-1-naphthoic acid
• CAS No.: 1575-96-8
• Molecular Formula: C12H10O2
• Molecular Weight: 186.21
• Hs Code.: 2916399090
• European Community (EC) Number: 216-405-2
• DSSTox Substance ID: DTXSID80166274
• Nikkaji Number: J135.426D
• Wikidata: Q83035489
• Mol file: 1575-96-8.mol

Synonyms:2-Methyl-1-naphthoic acid;1575-96-8;2-Methylnaphthalene-1-carboxylic acid;2-methylnaphthalene-1-carboxylicacid;EINECS 216-405-2;1-Naphthalenecarboxylic acid, 2-methyl-;2-METHYL-1-NAPHTHOICACID;SCHEMBL224932;2-Methylnaphthalin-1-carbonsaure;DTXSID80166274;2-Methyl-1-naphthoic acid, 97%;BAA57596;MFCD00089618;1-Naphthalenecarboxylicacid,2-methyl-;AKOS006341994;2-methyl-naphthalene-1-carboxylic acid;NS-01683;CS-0094386;FT-0633677;D70324;4-hydroxy-6-methyl-benzene-1,3-disulfonic acid;A809854;AB-131/40897192;J-009425

Chemical Property of 2-Methyl-1-naphthoic acid

Chemical Property:

• Vapor Pressure: 2.89E-06mmHg at 25°C
• Melting Point: 123-127 °C(lit.)
• Refractive Index: 1.654
• Boiling Point: 374.3 °C at 760 mmHg
• Flash Point: 169.2 °C
• PSA: 37.30000
• Density: 1.222 g/cm³
• LogP: 2.84640
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 186.068079557
• Heavy Atom Count: 14
• Complexity: 224

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-methylnaphthalene-1-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=CC=CC=C2C=C1)C(=O)O

Technology Process of 2-Methyl-1-naphthoic acid

There total 25 articles about 2-Methyl-1-naphthoic acid 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: 100.0%

carbon dioxide (124-38-9,18923-20-1) + 1-bromo-2-methylnaphtalene (2586-62-1) → 2-methyl-1-naphthoic acid (1575-96-8)

Guidance literature:

carbon dioxide; 1-bromo-2-methylnaphtalene; With n-butyllithium; In tetrahydrofuran; at -78 - 20 ℃;

With hydrogenchloride; In tetrahydrofuran; water;

DOI:10.1016/j.bmc.2010.04.041

Reference yield: 98.0%

carbon dioxide (124-38-9,18923-20-1) + 2-Methylnaphthalene (91-57-6,34468-07-0) → 2-methyl-1-naphthoic acid (1575-96-8)

Guidance literature:

With aluminum tri-bromide; Triphenylsilyl chloride; In chlorobenzene; at 20 ℃; for 3h; under 22502.3 Torr; regioselective reaction; Autoclave;

DOI:10.1021/jo101808z

Reference yield: 85.0%

carbon dioxide (124-38-9,18923-20-1) + C14H14O2Si → 2-methyl-1-naphthoic acid (1575-96-8)

Guidance literature:

With 1,3-bis-(2,6-diisopropylphenyl)-imidazol-2-ylidene; In 1,3,5-trimethyl-benzene; at 160 ℃; for 5.5h; Schlenk technique;

DOI:10.1246/cl.171211

upstream raw materials:

carbon dioxide

1-bromo-2-methylnaphtalene

(2-methylnaphthalen-1-yl)lithium

dimethyl-1,2 naphtalene

Downstream raw materials:

3(1H)-benzoisobenzofuranone

ethyl 2-methyl-1-naphthalenecarboxylate

1-bromo-2-methylnaphtalene

1-iodo-2-methylnaphthalene

Refernces

• 1、 Brune, Hans Albert,Schaefer, Wolfgang,Spohn, Karl-Heinz,Weisemann, Claus. "cis-BIS(7-METHYLNAPHTH-1-YL)BIS(TRIPHENYLPHOSPHAN)PLATIN(II)". . p. 367 - 376. Retrieved 1986.
• 2、 Newman,Dhawan,Tuncay. "An improved route for the synthesis of 1-amino-2-methylnaphthalene.". . p. 3924 - 3925. Retrieved 1976.
• 3、 Lv, Weiwei,Wen, Si,Liu, Jing,Cheng, Guolin. "Palladium-Catalyzed ortho-C-H Methylation of Benzoic Acids". . p. 9786 - 9791. Retrieved 2019/08/26.
• 4、 Rebih, Fatima,Andreini, Manuel,Moncomble, Aurlien,Harrison-Marchand, Anne,Maddaluno, Jacques,Durandetti, Muriel. "Direct Carboxylation of Aryl Tosylates by CO2 Catalyzed by in situ-Generated Ni0". supporting information. p. 3758 - 3763. Retrieved 2016/03/08.