5-Bromo-2-naphthoic acid

Base Information

• Chemical Name: 5-Bromo-2-naphthoic acid
• CAS No.: 1013-83-8
• Molecular Formula: C11H7BrO2
• Molecular Weight: 251.079
• Hs Code.: 2916399090
• European Community (EC) Number: 817-863-1
• DSSTox Substance ID: DTXSID50566121
• Wikidata: Q82451583
• Mol file: 1013-83-8.mol

Synonyms:5-BROMO-2-NAPHTHOIC ACID;1013-83-8;5-Bromonaphthalene-2-carboxylic acid;2-NAPHTHALENECARBOXYLIC ACID, 5-BROMO-;MFCD08236734;5-Bromo-2-napthoicacid;5-bromo-2-napthoic acid;SCHEMBL3106132;DTXSID50566121;QPOQPJDDJJNVRY-UHFFFAOYSA-N;2-Naphthalenecarboxylicacid,5-bromo-;5-bromo-naphthalene-2-carboxylic acid;AKOS005067145;AB43882;CS-W022315;GS-3960;SY104513;5-BROMO-2-NAPHTHALENECARBOXYLIC ACID;AM20020079;EN300-114086;Cinnamic acid, a-(b-hydroxystyryl)-, g-lactone;J-516983;Z1269196269

Chemical Property of 5-Bromo-2-naphthoic acid

Chemical Property:

• Melting Point: 270°C
• Refractive Index: 1.5845 (estimate)
• Boiling Point: 387.296 °C at 760 mmHg
• PKA: 3.98±0.30(Predicted)
• Flash Point: 188.03 °C
• PSA: 37.30000
• Density: 1.648 g/cm³
• LogP: 3.30050
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 249.96294
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

5-Bromo-2-naphthoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C=CC(=C2)C(=O)O)C(=C1)Br

Technology Process of 5-Bromo-2-naphthoic acid

There total 19 articles about 5-Bromo-2-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: 53.4%

naphthalene-2-carboxylate (93-09-4) → 5-bromonaphthalene-2-carboxylic acid (1013-83-8)

Guidance literature:

With bromine; iodine; In acetic acid; for 0.5h; Heating / reflux;

Reference yield:

1,6-dibromonaphthalene (19125-84-9) → 5-bromonaphthalene-2-carboxylic acid (1013-83-8)

Guidance literature:

With diethyl ether; magnesium; benzene; Einleiten von Kohlendioxid in die Reaktionsloesung;

DOI:10.1021/ja01291a023

Reference yield:

1,6-dibromonaphthalen-2-amine (13720-04-2) → 5-bromonaphthalene-2-carboxylic acid (1013-83-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; aqueous H₂SO₄ / Diazotization_.Erwaermen der Diazoniumsalz-Loesung mit Aethanol

2: magnesium; diethyl ether; benzene / Einleiten von Kohlendioxid in die Reaktionsloesung

With pyridine; diethyl ether; sulfuric acid; magnesium; benzene;

DOI:10.1021/ja01291a023

upstream raw materials:

1,6-dibromonaphthalene

5-bromo-2-naphthonitrile

naphthalene-2-carboxylate

5-bromo-2-naphthalenecarboxylic acid methyl ester

Downstream raw materials:

1-Bromo-6-trifluoromethyl-naphthalene

5-bromo-2-naphthalenecarboxylic acid methyl ester

benzyl 5-methoxy-1,2,3,4-tetrahydronaphthalen-2-ylcarbamate

5-Methoxy-2-naphthoic acid

Refernces

• 1、 -. "BICYCLIC COMPOUNDS". Paragraph 00232. . Retrieved 2020/06/01.
• 2、 Gensini, Martina,Altamura, Maria,Dimoulas, Tula,Fedi, Valentina,Giannotti, Danilo,Giuliani, Sandro,Guidi, Antonio,Harmat, Nicholas J. S.,Meini, Stefania,Nannicini, Rossano,Pasqui, Franco,Tramontana, Manuela,Triolo, Antonio,Maggi, Carlo Alberto. "Modulation on C- and N-terminal moieties of a series of potent and selective linear tachykinin NK2 receptor antagonists". scheme or table. p. 65 - 78. Retrieved 2010/11/16.