2-Fluoro-4-hydroxybenzonitrile

Base Information

• Chemical Name: 2-Fluoro-4-hydroxybenzonitrile
• CAS No.: 82380-18-5
• Molecular Formula: C7H4FNO
• Molecular Weight: 137.113
• Hs Code.: 29269095
• European Community (EC) Number: 422-810-7,617-324-9
• DSSTox Substance ID: DTXSID30370440
• Nikkaji Number: J1.635.318C
• Wikidata: Q27456884
• Mol file: 82380-18-5.mol

Synonyms:2-Fluoro-4-hydroxybenzonitrile;82380-18-5;4-Cyano-3-fluorophenol;3-fluoro-4-cyanophenol;BENZONITRILE, 2-FLUORO-4-HYDROXY-;4-Hydroxy-2-fluorobenzonitrile;MFCD00192177;2-fluoro-4-benzonitrile;EC 422-810-7;2-fluoro-4-hydroxy-benzonitrile;8H8;4wh7;fluoro-4-hydroxybenzonitrile;2-fluoro4-hydroxybenzonitrile;SCHEMBL176946;4-hydroxy-2-fluoro-benzonitrile;6-fluoro-4-hydroxy benzonitrile;2-Fluoro-4-hydroxy benzonitrile;DTXSID30370440;REIVHYDACHXPNH-UHFFFAOYSA-N;2-Fluoro-4-hydroxybenzonitrile, 99%;AKOS005063965;AB04647;AC-4069;BH-0414;CS-W007999;DS-1517;BP-20210;SY016474;AM20041206;F0462;FT-0612332;FT-0641884;FT-0686391;EN300-73306;J-512485;W-200564;2-fluoro-4-hydroxybenzonitrile;Q27456884;1H-Imidazole, 2-(4-bromophenyl)-5-(trifluoromethyl)-;F9994-0496;Z1157728598;InChI=1/C7H4FNO/c8-7-3-6(10)2-1-5(7)4-9/h1-3,10

Chemical Property of 2-Fluoro-4-hydroxybenzonitrile

Chemical Property:

• Appearance/Colour: off-white crystal
• Vapor Pressure: 0.00163mmHg at 25°C
• Melting Point: 123-126 °C
• Refractive Index: 1.558
• Boiling Point: 285.4 °C at 760 mmHg
• PKA: 6.84±0.18(Predicted)
• Flash Point: 126.4 °C
• PSA: 44.02000
• Density: 1.34 g/cm³
• LogP: 1.40298
• Storage Temp.: Store below +30°C.
• Solubility.: 4.7g/l
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 137.027691913
• Heavy Atom Count: 10
• Complexity: 162

Purity/Quality:

99% ^*data from raw suppliers

2-Fluoro-4-hydroxybenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, Xn, T
• Hazard Codes: Xn,Xi,T
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1O)F)C#N
• Uses: 2-Fluoro-4-hydroxybenzonitrile may be used in the synthesis of 4-cyano-3-fluorophenyl 4-(hexadecyloxy) benzoate. Intermediates of Liquid Crystals

Technology Process of 2-Fluoro-4-hydroxybenzonitrile

There total 14 articles about 2-Fluoro-4-hydroxybenzonitrile 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: 82.0%

4-bromo-6-fluorobenzonitrile (105942-08-3) → 2-fluoro-4-hydroxybenzonitrile (82380-18-5)

Guidance literature:

With formic acid; oxygen; triethylamine; copper(ll) bromide; In acetonitrile; at 20 ℃; for 48h; Irradiation;

DOI:10.1021/acs.orglett.7b03840

Reference yield: 61.0%

2-fluoro-4-methoxyphenyl nitrile (94610-82-9) → 2-fluoro-4-hydroxybenzonitrile (82380-18-5)

Guidance literature:

With aluminium trichloride; sodium chloride; In melt; at 195 ℃; for 0.75h;

DOI:10.1002/hlca.19840670623

Reference yield:

2,4-difluorobenzonitrile (3939-09-1,103496-86-2) → 2-fluoro-4-hydroxybenzonitrile (82380-18-5)

Guidance literature:

2,4-difluorobenzonitrile; With β‐cyclodextrin; sodium t-butanolate; In tetrahydrofuran; at 10 ℃; for 3h;

With hydrogenchloride; In water; toluene; at 30 ℃; Reagent/catalyst; Solvent;

upstream raw materials:

2-fluoro-4-methoxyphenyl nitrile

4-bromo-3-fluorophenol

3-fluorophenol

1-fluoro-2-methoxybenzene

Downstream raw materials:

3-fluoro-4-cyanophenyl-4'-n-pentylbenzoate

3-fluoro-4-cyanophenyl-4'-n-heptylbenzoate

(4-cyano-3-fluorophenyl)-4-<4'-(2-n-pentyl)phenyl>-benzoate

3-fluoro-4-cyanophenyl-4'-ethylbenzoate

Refernces

• 1、 Chen, Qingqing,Han, Hongwei,Lin, Hongyan,Ma, Xiaopeng,Qi, Jinliang,Wang, Xiaoming,Yang, Yonghua,Zhou, Ziling. "One pot synthesis of aryl nitriles from aromatic aldehydes in a water environment". . p. 24232 - 24237. Retrieved 2021/07/29.
• 2、 Zhang, Xin,Wu, Ge,Gao, Wenxia,Ding, Jinchang,Huang, Xiaobo,Liu, Miaochang,Wu, Huayue. "Synergistic Photo-Copper-Catalyzed Hydroxylation of (Hetero)aryl Halides with Molecular Oxygen". supporting information. p. 708 - 711. Retrieved 2018/02/09.