Production Method 1

92-69-3

885-82-5

Reaction Conditions

1.1 Reagents: Citric acid ,  Sodium nitrite ,  Water Solvents: Hexane ;  180 min, rt

Reference

1,3-Dihalo-5,5-dimethylhydantoin or citric acid/NaNO2 as a heterogeneous system for the selective mononitration of phenols under mild conditions

Zolfigol, Mohammad A.; Ghaemi, Ezat; Madrakian, Elaheh; Choghamarani, Arash G., Mendeleev Communications, 2006, (1), 41-42

Production Method 2

92-69-3

885-82-5

Reaction Conditions

1.1 Catalysts: Tetrabutylammonium nitrite ,  Bromodimethylsulfonium bromide Solvents: Acetonitrile ;  1.5 h, rt
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  rt

Reference

Bromodimethylsulfonium bromide/tetrabutylammonium nitrite, an efficient catalyst mixture for the nitration of phenols

Akhlaghinia, Batool; Pourali, Alireza, Turkish Journal of Chemistry, 2010, 34(5), 753-759

Production Method 3

92-69-3

885-82-5

Reaction Conditions

1.1 Reagents: Bismuth nitrate Solvents: Acetone ;  2 h, 20 °C
1.2 Reagents: Sodium bicarbonate

Reference

Improved Protocol for Mononitration of Phenols with Bismuth(III) and Iron(III) Nitrates

Wasinska, Malgorzata; Korczewska, Anna; Giurg, Miroslaw; Skarzewski, Jacek, Synthetic Communications, 2015, 45(1), 143-150

Production Method 4

92-69-3

885-82-5

Reaction Conditions

1.1 Reagents: Silica ,  Sodium nitrate ,  Sodium bisulfate Solvents: Dichloromethane

Reference

Nitration of phenols under mild and heterogeneous conditions

Zolfigol, Mohammad Ali; Ghaemi, Ezat; Madrakian, Elahe, Molecules [online computer file], 2001, 6(7), 614-620

Production Method 5

92-69-3

885-82-5

Reaction Conditions

1.1 Reagents: Silica (chlorinated) ,  Sodium nitrite ,  Water Solvents: Dichloromethane ;  30 min, rt

Reference

Silica chloride/NaNO2 as a novel heterogeneous system for the nitration of phenols under mild conditions

Zolfigol, Mohammad Ali; Shirini, Farhad; Chogamarani, Arash Ghorbani, Phosphorus, 2003, 178(9), 2019-2025

Production Method 6

98-80-6

7693-52-9

885-82-5

Reaction Conditions

1.1 Reagents: Potassium carbonate Catalysts: Palladium diacetate ,  Triphenylphosphonium bromide (PEG-800 supported) Solvents: Water ;  1.5 h, 80 °C

Reference

The Suzuki cross-coupling reaction in pure water catalyzed by ligandless palladium using polyethylene glycol derivatives as surfactant

Xiang, Liu; Xiaohua, Zhao; Ming, Lu, Applied Organometallic Chemistry, 2013, 27(10), 615-618

Production Method 7

92-69-3

885-82-5

Reaction Conditions

1.1 Reagents: Tetrabutylammonium bromide ,  Nitric acid Solvents: 1,2-Dichloroethane ,  Water ;  3 h, 20 °C

Reference

Nitration of Phenol and Substituted Phenols with Dilute Nitric Acid Using Phase-Transfer Catalysts

Joshi, Ashutosh V.; Baidoosi, Mubeen; Mukhopadhyay, Sudip; Sasson, Yoel, Organic Process Research & Development, 2003, 7(1), 95-97

Production Method 8

92-69-3

885-82-5

Reaction Conditions

1.1 Reagents: 1,3,5-Triazine-2,4,6-triamine, nitrate (1:?) Catalysts: p-Toluenesulfonic acid Solvents: Acetone ;  1.5 h, rt

Reference

Melamine nitrate, a novel and efficient reagent for regioselective nitration of phenols

Chen, Yong-Qiang ; Jiang, Hong, Organic Chemistry International, 2011, 753142,

Production Method 9

92-69-3

885-82-5

Reaction Conditions

1.1 Reagents: Silica ,  Sodium nitrite ,  Sodium bisulfate ,  Water Solvents: Dichloromethane

Reference

An efficient method for chemoselective nitration of phenols under mild and heterogeneous conditions

Zolfigol, Mohammad Ali; Madrakian, Elahe; Ghaemi, Ezat, Indian Journal of Chemistry, 2001, (12), 1191-1195

Production Method 10

92-69-3

885-82-5

Reaction Conditions

1.1 Reagents: Sodium nitrate Catalysts: Iron oxide (Fe2O3) ;  30 min, rt

Reference

Highly efficient protocol for the aromatic compounds nitration catalyzed by magnetically recyclable core/shell nanocomposite

Maleki, Ali; Aghaei, Morteza; Paydar, Reza, Journal of the Iranian Chemical Society, 2017, 14(2), 485-490

Production Method 11

92-69-3

885-82-5

Reaction Conditions

1.1 Reagents: Nitric acid Solvents: 1,2-Dichloroethane ,  Water ;  < 30 °C; 5 h, rt

Reference

Synthetic process of acaricide bifenazate

Liu, An-chang; Zou, Xiao-dong; Du, Chang-feng; Chen, Lu, Nongyao, 2014, 53(2), 102-103

Production Method 12

14874-70-5

153766-81-5

72848-85-2

885-82-5

Reaction Conditions

1.1 Catalysts: Palladium diacetate Solvents: 1,4-Dioxane ;  10 min, 20 °C
1.2 12 h, 20 °C

Reference

Suzuki-Miyaura cross coupling reactions with phenoldiazonium salts

Schmidt, Bernd; Hoelter, Frank, Organic & Biomolecular Chemistry, 2011, 9(13), 4914-4920

Production Method 13

92-69-3

885-82-5

Reaction Conditions

1.1 Reagents: Sodium nitrite ,  1-Butanaminium, N,N,N-tributyl-, tetraoxochromate(2-) (2:1) Solvents: Dichloromethane ;  69 h, reflux

Reference

Nitration of phenolic compounds and oxidation of hydroquinones using tetrabutylammonium chromate and dichromate under aprotic conditions

Pourali, Ali Reza; Goli, Arezou, Journal of Chemical Sciences (Bangalore, 2011, 123(1), 63-67

4-Hydroxy-3-nitrobiphenyl Raw materials

• Phenylboronic acid
• Borate(1-),tetrafluoro-
• Potassium phenyltrifluoroborate
• 4-Bromo-2-nitrophenol
• 4-Hydroxy-3-nitrobenzenediazonium
• 4-Hydroxybiphenyl

4-Hydroxy-3-nitrobiphenyl Preparation Products

• 4-Hydroxy-3-nitrobiphenyl (885-82-5)

• 1. Examination of ammonia–poly(pyrrole) interactions by piezoelectric and conductivity measurements
  Analyst, 1991,116, 1125-1130
• 2. Excitation energies from ground-state density-functionals by means of generator coordinates
  A. B. F. da Silva,K. Capelle Phys. Chem. Chem. Phys., 2009,11, 4564-4569
• 3. Fate of single walled carbon nanotubes in wetland ecosystems?
  Joseph H. Bisesi,Tara Sabo-Attwood Environ. Sci.: Nano, 2014,1, 574-583
• 4. Evolutionary de novo design of phenothiazine derivatives for dye-sensitized solar cells?
  Vishwesh Venkatraman,Marco Foscato,Vidar R. Jensen,Bj?rn K?re Alsberg J. Mater. Chem. A, 2015,3, 9851-9860
• 5. Establishing new scaling relations on two-dimensional MXenes for CO2 electroreduction?
  Albertus D. Handoko,Khoong Hong Khoo,Teck Leong Tan,Hongmei Jin,Zhi Wei Seh J. Mater. Chem. A, 2018,6, 21885-21890

• Solvents and Organic Chemicals Organic Compounds Benzenoids Benzene and substituted derivatives Biphenyls and derivatives

• 13684-31-6([1,1'-Biphenyl]-4-ol,3,4',5-trinitro-)
• 66041-61-0(4,4'-Dihydroxy-3,3'-dinitrobiphenyl)
• 97851-14-4(3,3'-dinitrobiphenyl-4-ol)
• 1261899-87-9(4-(2-Methylphenyl)-2-nitrophenol)
• 18062-89-0([1,1'-Biphenyl]-3-ol,4-nitro-)
• 4097-53-4([1,1'-Biphenyl]-4-ol,3,5-dinitro-)
• 48213-06-5(3,3'',5,5''-tetranitrobiphenyl-4,4''-diol)
• 6527-55-5(Diazanium;4-(4-hydroxy-3,5-dinitrophenyl)-2,6-dinitrophenol)
• 1261897-44-2(4-(4-Ethylphenyl)-2-nitrophenol)
• 374589-63-6(4-(4-Hydroxyphenyl)-2-nitrophenol)