1-(3-Bromo-1-propynyl)naphthalene

Base Information

• Chemical Name: 1-(3-Bromo-1-propynyl)naphthalene
• CAS No.: 352035-98-4
• Molecular Formula: C13H9Br
• Molecular Weight: 245.118
• Hs Code.: 2903999090
• European Community (EC) Number: 624-449-2
• DSSTox Substance ID: DTXSID50568180
• Nikkaji Number: J2.377.789D
• Wikidata: Q82454354
• Mol file: 352035-98-4.mol

Synonyms:1-(3-Bromo-1-propynyl)naphthalene;352035-98-4;1-(3-bromoprop-1-ynyl)naphthalene;1-(3-Bromoprop-1-yn-1-yl)naphthalene;1-(3-Bromo-prop-1-ynyl)-naphthalene;SCHEMBL1858300;3-(a-naphthyl)propargyl bromide;DTXSID50568180;MFCD09265171;AKOS025295202;1-(3-Bromo-1-propynyl)naphthalene, 97%;J-019999

Chemical Property of 1-(3-Bromo-1-propynyl)naphthalene

Chemical Property:

• Melting Point: 43-47 °C
• PSA: 0.00000
• LogP: 3.58620
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 243.98876
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

1-(3-BROMO-1-PROPYNYL)NAPHTHALENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,N
• Hazard Codes: Xi,N
• Statements: 37/38-41-50
• Safety Statements: 26-39-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C#CCBr
• Uses: Reagent for the protection of alcohols in the form of a 1-naphthylpropargyl ether that can be cleaved with DDQ.

Technology Process of 1-(3-Bromo-1-propynyl)naphthalene

There total 4 articles about 1-(3-Bromo-1-propynyl)naphthalene 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: 93.0%

3-(naphthalene-1-yl)prop-2-yn-1-ol (16176-22-0) → 3-(α-Naphthyl)propargyl bromide (352035-98-4)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 ℃; for 0.333333h;

DOI:10.1021/ol061938l

Reference yield: 82.0%

→ 3-(α-Naphthyl)propargyl bromide (352035-98-4)

Guidance literature:

Reference yield:

1-Bromonaphthalene (90-11-9) → 3-(α-Naphthyl)propargyl bromide (352035-98-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / Pd(PPh₃)2Cl₂; CuI; Et₃N / 9 h / 50 - 55 °C

2: PBr₃; pyridine / diethyl ether

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; phosphorus tribromide; triethylamine; In diethyl ether; 1: Sonogashira coupling;

DOI:10.1021/ol0493352

upstream raw materials:

3-(naphthalene-1-yl)prop-2-yn-1-ol

1-Bromonaphthalene

1-Iodonaphthalene

Downstream raw materials:

2-methylene-4-phenylpent-4-enyl 3-(1-naphthyl)prop-2-ynyl ether

7-phenylphenanthro[2,3-c]furan-8(10H)-one

4-(naphthalen-1-yl)-naphtho[2,3-c]furan-1(3H)-one