1-Bromo-2-naphthaldehyde

Base Information

• Chemical Name: 1-Bromo-2-naphthaldehyde
• CAS No.: 3378-82-3
• Molecular Formula: C11H7BrO
• Molecular Weight: 235.08
• Hs Code.: 29130000
• European Community (EC) Number: 222-180-1
• DSSTox Substance ID: DTXSID60187442
• Nikkaji Number: J205.466C
• Mol file: 3378-82-3.mol

Synonyms:1-bromo-2-naphthaldehyde;3378-82-3;1-Bromonaphthalene-2-carbaldehyde;C11H7BrO;2-Naphthalenecarboxaldehyde, 1-bromo-;EINECS 222-180-1;MFCD00046368;1-bromo-2-naphtaldehyde;SCHEMBL950436;C11-H7-Br-O;DTXSID60187442;1-bromo-naphthalene-2-carbaldehyde;1-bromonaphthalene-2-carboxaldehyde;AM9906;AKOS015898956;CS-W004895;SB66995;AC-27834;AS-18640;SY052201;B1647;FT-0634812;1-Bromo-2-naphthaldehyde, >=96.0% (HPLC);EN300-266648;F10408;A854502;AE-641/03232057;Z1269163342

Chemical Property of 1-Bromo-2-naphthaldehyde

Chemical Property:

• Vapor Pressure: 5.45E-05mmHg at 25°C
• Melting Point: 118°C
• Refractive Index: 1.7
• Boiling Point: 347.3 °C at 760 mmHg
• Flash Point: 119.8 °C
• PSA: 17.07000
• Density: 1.552 g/cm³
• LogP: 3.41480
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 233.96803
• Heavy Atom Count: 13
• Complexity: 193

Purity/Quality:

99.0% ^*data from raw suppliers

1-Bromo-2-naphthaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC(=C2Br)C=O
• Uses: 1-Bromo-2-naphthaldehyde is used as a reagent in the synthesis of Hoveyda-Grubbs type metathesis catalysts which are used in cross olefin metathesis. 1-Bromo-2-naphthaldehyde is also used in the preparation of novel (-)-cercosporamide derivatives as potent selective PPARγ modulators.

Technology Process of 1-Bromo-2-naphthaldehyde

There total 13 articles about 1-Bromo-2-naphthaldehyde 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%

1-bromo-2-(dibromomethyl)naphthalene (127349-02-4) → 1-bromo-2-naphthaldehyde (3378-82-3)

Guidance literature:

With water; silver nitrate; In ethanol; for 1.25h;

DOI:10.1016/j.tet.2004.03.016

Reference yield: 97.0%

1-bromo-2-(bromomethyl)naphthalene (37763-43-2) → 1-bromo-2-naphthaldehyde (3378-82-3)

Guidance literature:

With 2-nitropropane; sodium ethanolate; In ethanol; at 21 - 24 ℃; for 18h;

DOI:10.1021/acs.orglett.9b01585

Reference yield: 97.0%

(1-bromo-2-naphthyl)methanol (76635-70-6) → 1-bromo-2-naphthaldehyde (3378-82-3)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; for 1h;

DOI:10.1021/jo00104a053

upstream raw materials:

1-bromo-2-(bromomethyl)naphthalene

1-bromo-2-(methoxymethyl)naphthalene

benzenesulfinic acid cyclohexylamide

(1-bromo-2-naphthyl)methanol

Downstream raw materials:

3-(1-bromo-[2]naphthyl)-2-phenyl-acrylic acid

1-bromo-2-naphthoic acid

1-bromo-2-(2-methyl-benzyl)-naphthalene

2-benzyl-1-bromonaphthalene

Refernces

• 1、 Peez, Theodor,Schmalz, Veronika,Harms, Klaus,Koert, Ulrich. "Synthesis of Naphthocyclobutenes from α-Naphthyl Acrylates by Visible-Light Energy-Transfer Catalysis". . p. 4365 - 4369. Retrieved 2019.
• 2、 Tolba, Amal Hassan,Vávra, Franti?ek,Chudoba, Josef,Cibulka, Radek. "Tuning Flavin-Based Photocatalytic Systems for Application in the Mild Chemoselective Aerobic Oxidation of Benzylic Substrates". supporting information. p. 1579 - 1585. Retrieved 2019/12/24.