4-Biphenylmethanol

Base Information

• Chemical Name: 4-Biphenylmethanol
• CAS No.: 3597-91-9
• Molecular Formula: C13H12O
• Molecular Weight: 184.238
• Hs Code.: 29062900
• European Community (EC) Number: 222-745-2
• NSC Number: 233860,84169
• UNII: GN8BN8XCF5
• DSSTox Substance ID: DTXSID5075234
• Nikkaji Number: J70.034G
• Wikidata: Q63391957
• ChEMBL ID: CHEMBL332299
• Mol file: 3597-91-9.mol

Synonyms:4-(hydroxymethyl)biphenyl;4-hydroxymethylbiphenyl

Chemical Property of 4-Biphenylmethanol

Chemical Property:

• Appearance/Colour: white to beige powder
• Vapor Pressure: 3.44E-05mmHg at 25°C
• Melting Point: 96-100 °C(lit.)
• Refractive Index: 1.595
• Boiling Point: 340 °C at 760 mmHg
• PKA: 14.26±0.10(Predicted)
• Flash Point: 154.9 °C
• PSA: 20.23000
• Density: 1.093 g/cm³
• LogP: 2.84590
• Storage Temp.: Store below +30°C.
• Solubility.: acetone: soluble25mg/mL
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 184.088815002
• Heavy Atom Count: 14
• Complexity: 153

Purity/Quality:

95% ^*data from raw suppliers

4-Biphenylmethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=CC=C(C=C2)CO
• Uses: Biphenyl-4-methanol was used as reagent for the rapid quantitative determination of lithium alkyls.

Technology Process of 4-Biphenylmethanol

There total 103 articles about 4-Biphenylmethanol 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: 99.0%

4-Phenylbenzaldehyde (3218-36-8) → biphenyl-4-yl methanol (3597-91-9)

Guidance literature:

4-Phenylbenzaldehyde; With zinc diacetate; In tetrahydrofuran; at 65 ℃; for 0.166667h;

With methyl-di(n-propoxy)silane; In tetrahydrofuran; at 65 ℃; for 24h;

With hydrogenchloride; water; at 0 ℃; for 1h;

DOI:10.1055/s-0028-1087663

Reference yield: 65.0%

(4-biphenylyl)acetic acid (5728-52-9) → biphenyl-4-yl methanol (3597-91-9) + 4-Phenylbenzaldehyde (3218-36-8)

Guidance literature:

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; 1-butoxy-1λ³-benzo[d][1,2]iodaoxol-3(1H)-one; In 2,2,2-trifluoroethanol; at 40 ℃; for 3h; Mechanism; UV-irradiation;

DOI:10.1002/asia.201800529

Reference yield: 64.0%

ethyl 4-phenylbenzoate (6301-56-0) → biphenyl-4-yl methanol (3597-91-9) + biphenyl-4-carboxylic acid (92-92-2)

Guidance literature:

With sodium hydride; lithium iodide; In tetrahydrofuran; mineral oil; at 85 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201600305

upstream raw materials:

4-Phenylbenzaldehyde

formaldehyd

4-biphenylylmagnesium bromide

N-methyl-N-phenyl-[1,1'-biphenyl]-4-carboxamide

Downstream raw materials:

p-phenylbenzyloxycarbonyloxysuccinimide

di-(4-phenylbenzyl) oxalate

biphenyl

4-hexanoylbiphenyl

Refernces

• 1、 Kale, Dolly,Rashinkar, Gajanan,Kumbhar, Arjun,Salunkhe, Rajashri. "Facile Suzuki-Miyaura cross coupling using ferrocene tethered N-heterocyclic carbene-Pd complex anchored on cellulose". . p. 9 - 16. Retrieved 2017.
• 2、 Sharma,Rakesh. "Development of p-phenylbenzyl as a new protecting group: Protection and deprotection of alcohols". . p. 5571 - 5573. Retrieved 2001.
• 3、 Streitwieser et al.. "". . p. 5096. Retrieved 1971.
• 4、 Tzschucke, Carl Christoph,Andrushko, Vasyl,Bannwarth, Willi. "Assessment of the reusability of Pd complexes supported on fluorous silica gel as catalysts for Suzuki couplings". . p. 5248 - 5261. Retrieved 2005.
• 5、 Girotra, Narindar N.,Ponpipom, Mitree M.. "Novel Transformations of Zaragozic Acid A Derivatives with Cesium Fluoride". . p. 2485 - 2488. Retrieved 1999.
• 6、 Xi, Zi-Wei,Yang, Lei,Wang, Dan-Yan,Feng, Chuan-Wei,Qin, Yufeng,Shen, Yong-Miao,Pu, Chaodan,Peng, Xiaogang. "Visible Light Induced Reduction and Pinacol Coupling of Aldehydes and Ketones Catalyzed by Core/Shell Quantum Dots". . p. 2474 - 2488. Retrieved 2021/02/05.
• 7、 Cheng, Dongping,Li, Xiaonian,Ren, Shujian,Xu, Xiaoliang. "Mild oxidation of benzyl alcohols to benzyl aldehydes or ketones catalyzed by visible light". supporting information. . Retrieved 2021/07/02.