1-Naphthalenol, 3-(4'-bromo[1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydro-

Base Information

• Chemical Name: 1-Naphthalenol, 3-(4'-bromo[1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydro-
• CAS No.: 56181-82-9
• Molecular Formula: C22H19BrO
• Molecular Weight: 379.296
• European Community (EC) Number: 260-038-0
• DSSTox Substance ID: DTXSID60884707
• Nikkaji Number: J296.601H
• Mol file: 56181-82-9.mol

Synonyms:56181-82-9;3-(4'-bromo[1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydro-1-naphthalenol;1-Naphthalenol, 3-(4'-bromo[1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydro-;EINECS 260-038-0;3-[4-(4-bromophenyl)phenyl]-1,2,3,4-tetrahydronaphthalen-1-ol;3-(4'-Bromo-[1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydronaphthalen-1-ol;1-Naphthalenol, 3-(4'-bromo(1,1'-biphenyl)-4-yl)-1,2,3,4-tetrahydro-;3-{4'-bromo-[1,1'-biphenyl]-4-yl}-1,2,3,4-tetrahydronaphthalen-1-ol;3-(4'-bromobiphenyl-4-yl)-1,2,3,4-tetrahydronaphthalen-1-ol;C22H19BrO;3-(4'-bromo[1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydro-1-naphthol;3-(4'-Bromo(1,1'-biphenyl)-4-yl)-1,2,3,4-tetrahydro-1-naphthol;3-[4-(4-bromophenyl)phenyl]tetralin-1-ol;SCHEMBL8519869;C22-H19-Br-O;DTXSID60884707;AMY40767;AKOS005089060;3R-0012;3-(4'-Bromo-1,1'-biphenyl-4-yl)-1,2,3,4-tetrahydro-1-naphthalenol

Chemical Property of 1-Naphthalenol, 3-(4'-bromo[1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydro-

Chemical Property:

• Appearance/Colour: Cream To Pale Solid Powder.
• Boiling Point: 512.8 °C at 760 mmHg
• PKA: 14.15±0.40(Predicted)
• Flash Point: 263.9 °C
• PSA: 20.23000
• Density: 1.359 g/cm³
• LogP: 5.87950
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slig
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 378.06193
• Heavy Atom Count: 24
• Complexity: 395

Purity/Quality:

99%, ^*data from raw suppliers

3-(4''-Bromo[1,1''-biphenyl]-4-yl)-1,2,3,4-tetrahydro-1-naphthalenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CC2=CC=CC=C2C1O)C3=CC=C(C=C3)C4=CC=C(C=C4)Br
• Uses: 3-(4''-Bromo[1,1''-biphenyl]-4-yl)-1,2,3,4-tetrahydro-1-naphthalenol is used to prepare 4-hydroxycoumarin derivatives with antitumor activities. It is also used to synthesize diphenacoum and brodifacoum (B677900) as the rodenticides.

Technology Process of 1-Naphthalenol, 3-(4'-bromo[1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydro-

There total 7 articles about 1-Naphthalenol, 3-(4'-bromo[1,1'-biphenyl]-4-yl)-1,2,3,4-tetrahydro- 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: 85.0%

3-(4''-Bromobiphenyl-4'-yl)-1,2,3,4-tetrahydronaphthalen-1-one (60313-01-1) → (+/-)-cis/trans-3-(4''-Bromobiphenyl-4'-yl)-1,2,3,4-tetrahydronaphthalen-1-ol (56181-82-9)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2004.09.009

Reference yield:

4-bromo-1,1'-biphenyl (92-66-0) → (+/-)-cis/trans-3-(4''-Bromobiphenyl-4'-yl)-1,2,3,4-tetrahydronaphthalen-1-ol (56181-82-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 88 percent / AlCl₃ / CH₂Cl₂ / 16 h / -10 °C

2: 95 percent / Zn; I₂ / benzene / 1 h / Heating

3: 85 percent / Et₃SiH; TFA; BF₃*Et₂O / CH₂Cl₂ / 8 h / Heating

4: 93 percent / aq. KOH / 8 h / Heating

5: 80 percent / polyphosphoric acid / 1 h / 80 °C

6: 85 percent / NaBH₄ / ethanol / 2 h / 20 °C

With triethylsilane; potassium hydroxide; sodium tetrahydroborate; aluminium trichloride; PPA; boron trifluoride diethyl etherate; iodine; trifluoroacetic acid; zinc; In ethanol; dichloromethane; benzene; 1: Friedel-Crafts acylation / 2: Reformatsky reaction;

DOI:10.1016/j.bmcl.2004.09.009

Reference yield:

1-[4'-bromo(1,1'-biphenyl)-4-yl]-2-phenylethan-1-one (60312-95-0) → (+/-)-cis/trans-3-(4''-Bromobiphenyl-4'-yl)-1,2,3,4-tetrahydronaphthalen-1-ol (56181-82-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / Zn; I₂ / benzene / 1 h / Heating

2: 85 percent / Et₃SiH; TFA; BF₃*Et₂O / CH₂Cl₂ / 8 h / Heating

3: 93 percent / aq. KOH / 8 h / Heating

4: 80 percent / polyphosphoric acid / 1 h / 80 °C

5: 85 percent / NaBH₄ / ethanol / 2 h / 20 °C

With triethylsilane; potassium hydroxide; sodium tetrahydroborate; PPA; boron trifluoride diethyl etherate; iodine; trifluoroacetic acid; zinc; In ethanol; dichloromethane; benzene; 1: Reformatsky reaction;

DOI:10.1016/j.bmcl.2004.09.009

upstream raw materials:

3-(4''-Bromobiphenyl-4'-yl)-1,2,3,4-tetrahydronaphthalen-1-one

4-bromo-1,1'-biphenyl

1-[4'-bromo(1,1'-biphenyl)-4-yl]-2-phenylethan-1-one

phenylacetyl chloride

Downstream raw materials:

(3-[(1R,3S)-3-[4-(4-bromophenyl)phenyl]-1,2,3,4-tetrahydronaphthalen-1-yl]-4-hydroxychromen-2-one)

1-Bromo-3-(4'-bromo-biphenyl-4-yl)-1,2,3,4-tetrahydro-naphthalene

(3-[(1R,3R)-3-[4-(4-bromophenyl)phenyl]-1,2,3,4-tetrahydronaphthalen-1-yl]-4-hydroxychromen-2-one)

Refernces