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3-Hydroxyphenylurea

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Name

3-Hydroxyphenylurea

EINECS 211-860-3
CAS No. 701-82-6 Density 1.407 g/cm3
PSA 75.35000 LogP 1.65610
Solubility N/A Melting Point 182-184 °C
Formula C7H8N2O2 Boiling Point 313.1 °C at 760 mmHg
Molecular Weight 152.153 Flash Point 143.2 °C
Transport Information N/A Appearance beige fine crystalline powder
Safety 26-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 701-82-6 (3-Hydroxyphenylurea) Hazard Symbols IrritantXi
Synonyms

Urea,(3-hydroxyphenyl)- (9CI);Urea, (m-hydroxyphenyl)- (6CI,7CI,8CI);(3-Hydroxyphenyl)urea;1-(3-Hydroxyphenyl)urea;3-Ureidophenol;N-(3-Hydroxyphenyl)urea;NSC 14672;NSC 60733;m-Hydroxyphenylurea;

Article Data 7

3-Hydroxyphenylurea Synthetic route

917-61-3

sodium isocyanate

591-27-5

m-Hydroxyaniline

701-82-6

1-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
With acetic acid In water at 20℃; for 1h;92%
With acetic acid In water at 20 - 25℃;85%
590-28-3

potassium cyanate

591-27-5

m-Hydroxyaniline

701-82-6

1-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
With hydrogenchloride In water at 20℃; for 12h; Inert atmosphere;67%
590-28-3

potassium cyanate

3-amino-phenol hydrochloride

3-amino-phenol hydrochloride

701-82-6

1-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
With water
590-28-3

potassium cyanate

51-81-0

3-aminophenol hydrochloride

701-82-6

1-(3-hydroxyphenyl)urea

99-06-9

3-Carboxyphenol

701-82-6

1-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / toluene / 0.08 h / 0 °C / Inert atmosphere
2: sodium azide; dmap / toluene; N,N-dimethyl-formamide / Inert atmosphere
3: ammonium hydroxide / toluene; N,N-dimethyl-formamide; water / 90 °C / Inert atmosphere
View Scheme

C19H15O4P

701-82-6

1-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium azide; dmap / toluene; N,N-dimethyl-formamide / Inert atmosphere
2: ammonium hydroxide / toluene; N,N-dimethyl-formamide; water / 90 °C / Inert atmosphere
View Scheme
89975-51-9

3-hydroxy-benzoyl azide

701-82-6

1-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
With ammonium hydroxide In water; N,N-dimethyl-formamide; toluene at 90℃; Curtius Rearrangement; Inert atmosphere;107 mg
701-82-6

1-(3-hydroxyphenyl)urea

5985-89-7

4-amino-2-hydroxybenzamide

Conditions
ConditionsYield
With aluminium trichloride for 0.075h; Fries rearrangement; microwave irradiation;94%
111-25-1

1-bromo-hexane

701-82-6

1-(3-hydroxyphenyl)urea

N-carbamoyl-m-aminohexyloxybenzene

Conditions
ConditionsYield
With potassium carbonate In methanol for 48h; Heating;85%
701-82-6

1-(3-hydroxyphenyl)urea

173200-35-6

1-benzyl-3,5-dichloro-6-methylpyrazin-2(1H)-one

1-(4-benzyl-6-chloro-5-methyl-3-oxo-3,4-dihydropyrazin-2-yl)-3-(3-hydroxyphenyl)urea

Conditions
ConditionsYield
With palladium diacetate; caesium carbonate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,2-dimethoxyethane at 80 - 100℃; Microwave irradiation;84%

3-Hydroxyphenylurea Specification

The Urea,N-(3-hydroxyphenyl)-, with the CAS registry number 701-82-6, is also known as m-Hydroxyphenylurea. Its EINECS registry number is 211-860-3. This chemical's molecular formula is C7H8N2O2 and molecular weight is 152.15. What's more, its systematic name is called 1-(3-Hydroxyphenyl)urea. It is beige fine crystalline powder. This chemical should be kept in a cold, airtight and dry place.

Physical properties about Urea,N-(3-hydroxyphenyl)- are: (1) ACD/LogP: 0.36; (2) # of Rule of 5 Violations: 0; (3) ACD/LogD (pH 5.5): 0.36; (4) ACD/LogD (pH 7.4): 0.36; (5) ACD/BCF (pH 5.5): 1.11; (6) ACD/BCF (pH 7.4): 1.11; (7) ACD/KOC (pH 5.5): 37.57; (8) ACD/KOC (pH 7.4): 37.39; (9)#H bond acceptors: 4; (10) #H bond donors: 4 ; (11) #Freely Rotating Bonds: 2; (12) Polar Surface Area: 32.78 Å2; (13) Index of Refraction: 1.689; (14) Molar Refractivity: 41.3 cm3; (15) Molar Volume: 108.1 cm3; (16) Surface Tension: 72.3 dyne/cm; (17) Density: 1.407 g/cm3; (18) Flash Point: 143.2 °C; (19) Enthalpy of Vaporization: 57.62 kJ/mol; (20) Boiling Point: 313.1 °C at 760 mmHg; (21) Vapour Pressure: 0.000276 mmHg at 25 °C; (22) Melting Point: 182-184 °C.

Uses of Urea,N-(3-hydroxyphenyl)-: it is used to produce other chemicals. For example, it is used to produce Phosphorous acid tris-(3-ureido-phenyl) ester. This reaction needs reagents PCl3, Et3N and solvents Dimethylformamide, CHCl3 at temperature of 0-20 °C. The yield is 30 %.

When you are dealing with this chemical, you should be very careful. This chemical is irritating to eyes, respiratory system and skin. Therefore, you should wear suitable gloves and eye/face protection. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: O=C(Nc1cccc(O)c1)N
(2) InChI: InChI=1/C7H8N2O2/c8-7(11)9-5-2-1-3-6(10)4-5/h1-4,10H,(H3,8,9,11)
(3) InChIKey: IPRCBIWIPMJXIK-UHFFFAOYAH

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