N,N′-Bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Edward Balmond; Eoghan McGarrigle; Carmen Galan

doi:10.1002/047084289X.rn01642

N,N′-Bis[3,5-bis(trifluoromethyl)phenyl]thiourea

Edward Balmond
, Eoghan McGarrigle
, Carmen Galan

School of Chemistry

Research output: Chapter in Book/Report/Conference proceeding › Entry for encyclopedia/dictionary

Abstract

(used as hydrogen-bonding organocatalyst in a wide variety of reactions)

Alternate Name: Schreiner's thiourea.

Physical Data: mp 172–173 °C,¹ pK_a (DMSO) 8.4/8.5.^{2, 3}

Solubility: soluble in methanol, ethanol, Et₂O, CH₂Cl₂, EtOAc, MeCN, DMSO, and toluene; insoluble in H₂O and hexane.

Form Supplied in: commercially available as a white solid.

Purification: recrystallization from CHCl₃ then either hexane/Et₂O¹ or hexane/EtOAc.⁴

Handling, Storage, and Precautions: bench stable; keep container tightly closed and store in a cool and dark place, away from incompatible materials such as oxidizing agents.

Original language	English
Title of host publication	e-EROS Encyclopedia of Reagents for Organic Synthesis
Publisher	Wiley
Pages	1-4
Number of pages	4
ISBN (Print)	9780470842898
DOIs	https://doi.org/10.1002/047084289X.rn01642
Publication status	Published - 27 May 2014

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Organic & Biological

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@inbook{4fa68dcfa4ed4fb799db8bc70a839859,

title = "N,N′-Bis[3,5-bis(trifluoromethyl)phenyl]thiourea",

abstract = "(used as hydrogen-bonding organocatalyst in a wide variety of reactions)Alternate Name: Schreiner's thiourea.Physical Data: mp 172{\textendash}173 °C,1 pKa (DMSO) 8.4/8.5.2, 3Solubility: soluble in methanol, ethanol, Et2O, CH2Cl2, EtOAc, MeCN, DMSO, and toluene; insoluble in H2O and hexane.Form Supplied in: commercially available as a white solid.Purification: recrystallization from CHCl3 then either hexane/Et2O1 or hexane/EtOAc.4Handling, Storage, and Precautions: bench stable; keep container tightly closed and store in a cool and dark place, away from incompatible materials such as oxidizing agents.",

author = "Edward Balmond and Eoghan McGarrigle and Carmen Galan",

year = "2014",

month = may,

day = "27",

doi = "10.1002/047084289X.rn01642",

language = "English",

isbn = "9780470842898",

pages = "1--4",

booktitle = "e-EROS Encyclopedia of Reagents for Organic Synthesis",

publisher = "Wiley",

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TY - CHAP

T1 - N,N′-Bis[3,5-bis(trifluoromethyl)phenyl]thiourea

AU - Balmond, Edward

AU - McGarrigle, Eoghan

AU - Galan, Carmen

PY - 2014/5/27

Y1 - 2014/5/27

N2 - (used as hydrogen-bonding organocatalyst in a wide variety of reactions)Alternate Name: Schreiner's thiourea.Physical Data: mp 172–173 °C,1 pKa (DMSO) 8.4/8.5.2, 3Solubility: soluble in methanol, ethanol, Et2O, CH2Cl2, EtOAc, MeCN, DMSO, and toluene; insoluble in H2O and hexane.Form Supplied in: commercially available as a white solid.Purification: recrystallization from CHCl3 then either hexane/Et2O1 or hexane/EtOAc.4Handling, Storage, and Precautions: bench stable; keep container tightly closed and store in a cool and dark place, away from incompatible materials such as oxidizing agents.

AB - (used as hydrogen-bonding organocatalyst in a wide variety of reactions)Alternate Name: Schreiner's thiourea.Physical Data: mp 172–173 °C,1 pKa (DMSO) 8.4/8.5.2, 3Solubility: soluble in methanol, ethanol, Et2O, CH2Cl2, EtOAc, MeCN, DMSO, and toluene; insoluble in H2O and hexane.Form Supplied in: commercially available as a white solid.Purification: recrystallization from CHCl3 then either hexane/Et2O1 or hexane/EtOAc.4Handling, Storage, and Precautions: bench stable; keep container tightly closed and store in a cool and dark place, away from incompatible materials such as oxidizing agents.

U2 - 10.1002/047084289X.rn01642

DO - 10.1002/047084289X.rn01642

M3 - Entry for encyclopedia/dictionary

SN - 9780470842898

SP - 1

EP - 4

BT - e-EROS Encyclopedia of Reagents for Organic Synthesis

PB - Wiley

ER -

N,N′-Bis[3,5-bis(trifluoromethyl)phenyl]thiourea

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