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Biphenyl-4-Ethanol

Product Name
Biphenyl-4-Ethanol
CAS No.
37729-18-3
Chemical Name
Biphenyl-4-Ethanol
Synonyms
Biphenyl-4-Ethanol;[1,1biphenyl]-4-ethanol;2-(4-Biphenylyl)ethanol;2-(biphenyl-4-yl)ethanol;2-([1,1'-Biphenyl]-4-yl);2-(4-phenylphenyl)ethanol;4-(2-Hydroxyethyl)biphenyl;2-([1,1'-Biphenyl]-4-yl)ethanol;2-[1,1'-Biphenyl]-4-yl-1-ethanol;2-(Biphenyl-4-yl)ethan-1-ol, 4-Phenylphenethyl alcohol
CBNumber
CB01178122
Molecular Formula
C14H14O
Formula Weight
198.26
MOL File
37729-18-3.mol
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Biphenyl-4-Ethanol Property

Melting point:
93-94 °C
Boiling point:
203-207 °C(Press: 17 Torr)
Density 
1.071±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Room Temperature
pka
14.83±0.10(Predicted)
Appearance
Off-white to light yellow Solid
InChI
InChI=1S/C14H14O/c15-11-10-12-6-8-14(9-7-12)13-4-2-1-3-5-13/h1-9,15H,10-11H2
InChIKey
CLGLKAAXNFFWON-UHFFFAOYSA-N
SMILES
C1(C2=CC=CC=C2)=CC=C(CCO)C=C1
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Safety

HazardClass 
IRRITANT
HS Code 
2906290090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Matrix Scientific
Product number
048295
Product name
2-[1,1'-Biphenyl]-4-yl-1-ethanol
Purity
>95%
Packaging
500mg
Price
$112
Updated
2021/12/16
Apolloscientific
Product number
OR16854
Product name
4-(2-Hydroxyethyl)biphenyl
Packaging
500mg
Price
$160
Updated
2021/12/16
SynQuest Laboratories
Product number
2701-1-15
Product name
4-(2-Hydroxyethyl)biphenyl
Packaging
500mg
Price
$176
Updated
2021/12/16
Matrix Scientific
Product number
048295
Product name
2-[1,1'-Biphenyl]-4-yl-1-ethanol
Purity
>95%
Packaging
1g
Price
$200
Updated
2021/12/16
Apolloscientific
Product number
OR16854
Product name
4-(2-Hydroxyethyl)biphenyl
Packaging
1g
Price
$211
Updated
2021/12/16
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Biphenyl-4-Ethanol Chemical Properties,Usage,Production

Synthesis

5728-52-9

37729-18-3

Method 2: Sodium borohydride (1.2 g, 31.7 mmol) was added to a flask containing tetrahydrofuran (THF) (40 mL) under nitrogen protection and stirring was initiated. Subsequently, 4-biphenylacetic acid (5.0 g, 23.6 mmol) was added slowly over 20 min, maintaining the temperature of the reaction mixture at 20-30 °C. After adding THF rinse solution (5 mL), stirring was continued for 20 min. Next, a THF (10 mL) solution of iodine (2.9 g, 11.4 mmol) was added slowly and dropwise over about 1 hour while maintaining the reaction temperature at 20-30 °C. The reaction mixture continued to be stirred at this temperature for about 1 h until thin layer chromatography (TLC) analysis confirmed complete conversion of 4-biphenylacetic acid. Reaction quenching was achieved by addition of 5 wt% aqueous sodium hydroxide solution (26 mL). After thorough mixing, the solution was allowed to partition and the lower aqueous phase was discarded. The aqueous phase was extracted with isopropyl acetate (2 x 25 mL) and the organic phases were combined and washed with deionized water (4 x 20 mL). The organic phase was evaporated under reduced pressure to give 2-(biphenyl-4'-yl)ethanol as a light yellow crystalline solid (4.6 g, 98.5% yield). The product can also be purified by crystallization via solvent exchange of isopropyl acetate with heptane as described in Method 1.

References

[1] Bioorganic and Medicinal Chemistry, 2005, vol. 13, # 15, p. 4740 - 4749
[2] Patent: WO2008/48609, 2008, A1. Location in patent: Page/Page column 86
[3] Patent: WO2008/5338, 2008, A1. Location in patent: Page/Page column 101
[4] Patent: WO2008/48609, 2008, A1. Location in patent: Page/Page column 55
[5] Patent: WO2014/144836, 2014, A2. Location in patent: Paragraph 0519; 0520

Biphenyl-4-Ethanol Preparation Products And Raw materials

Raw materials

Preparation Products

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37729-18-3, Biphenyl-4-EthanolRelated Search:


  • Biphenyl-4-Ethanol
  • [1,1biphenyl]-4-ethanol
  • 2-[1,1'-Biphenyl]-4-yl-1-ethanol
  • 4-(2-Hydroxyethyl)biphenyl
  • 2-(Biphenyl-4-yl)ethan-1-ol, 4-Phenylphenethyl alcohol
  • 2-([1,1'-Biphenyl]-4-yl)
  • 2-(biphenyl-4-yl)ethanol
  • 2-([1,1'-Biphenyl]-4-yl)ethanol
  • 2-(4-phenylphenyl)ethanol
  • 2-(4-Biphenylyl)ethanol
  • 37729-18-3
  • Benzene derivatives