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N-(4-Hydroxyphenyl)glycine

HCID 67149
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
122-87-2
Standard SMILES
O=C(O)CNc1ccc(O)cc1
InChIKey
WRUZLCLJULHLEY-UHFFFAOYSA-N
Molecular formula
C8H9NO3
Average molar mass
167.16 g/mol
Monoisotopic mass
167.05824315

Overview

N-(p-hydroxyphenyl)glycine is a phenol that is the N-(4-hydroxyphenyl) derivative of glycine. Synthesised by reaction of p-aminophenol with chloracetic acid, it is used as a photographic developing agent. It has a role as an allergen. It is a glycine derivative, a member of phenols and a non-proteinogenic alpha-amino acid.

Names & identifiers

Preferred name
N-(4-Hydroxyphenyl)glycine
IUPAC
2-(4-hydroxyanilino)acetic acid
English name
N-(4-Hydroxyphenyl)glycine
Molecular formula
C8H9NO3
Molecular weight
167.16

Names & synonyms

N-(4-Hydroxyphenyl)glycineGlycinGlycine, N-(4-hydroxyphenyl)-N-(p-Hydroxyphenyl)glycineIconylMonazolGlitsinNPHPGGlyconylN-p-hydroxyphenylglycineN-PHPGGlycine, N-(p-hydroxyphenyl)-
Show more names
p-hydroxyphenylglycineGLYCIN, PHOTOPhotoglycine.TIMTEC-BB SBB003884PARA-GLYCINYLPHENOLGlycine-Glycine98%MinGlycine [photographic]LABOTEST-BB LT00452650HYDROXY-N-PHENYLGLYCINE
N-4-hydroxyphenylglycineUNII-3ET7L3AG0VNSC 92673ET7L3AG0VD,L-(4-hydroxyphenyl)glycineCHEBI:55443NSC-9267para-hydroxyphenyl glycine

Database identifiers

CAS
122-87-2
PubChem CID
67149
DTXSID
DTXSID9059547
ChEBI
CHEBI:55443
UNII

Properties

Computed structural propertiesFilling in

XLogP
0.3
Topological polar surface area
69.6 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
4
Rotatable bonds
3
Heavy atoms
12
Formal charge
0
Complexity
152

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Other Aromatics (Nitrogen)
Physical DescriptionShiny solid; [Merck Index] White or light brown powder; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
244 °C · 244 °C (dec.)(lit.)
Boiling point
295.73 °C · 295.73°C (rough estimate)
Density
1.2917 · 1.2917 (rough estimate)
refractive index
1.581 · 1.5810 (estimate)
storage temp.
Keep in dark place,Inert atmosphere,Room temperature
solubility
1 · almost transparency in HCl1+1
form
Powder
pka
2.17 · 2.17±0.10(Predicted)
color
White to beige-brown or brown-gray
Merck
14 · 14,4837

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory InformationChemical: Glycine, N-(4-hydroxyphenyl)-
Hazards SummaryA skin and strong eye irritant; [Alfa Aesar MSDS]
Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
3
tsca
TSCA listed
hs_code
29225000
risk_code
36/37/38-R36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi
safety_code
26-36-S36-S26
Storage Class
11 - Combustible Solids
target organs
Respiratory system
Hazard statements

Chemistry & industry

Uses & manufacturing

Uses · 2 items

Used as a photographic developer, acid indicator in bacteriology, and reagent (determination of iron, phosphorus, and silicon); [Merck Index]

Photographic Processing [Category: Other]

General Manufacturing InformationGlycine, N-(4-hydroxyphenyl)-: ACTIVE

Applications

UsesPhotographic developer. In determination of iron; detection and determination of phosphorus and silicon. Acid indicator in bacteriology.

Additional notes

DefinitionChEBI: A phenol that is the N-(4-hydroxyphenyl) derivative of glycine. Synthesised by reaction of p-aminophenol with chloracetic acid, it is used as a photographic developing agent.

Related reactions

27 records
New reaction record
HRID 37461 reaction equation
HRID 37461As reactantuspto-grants-1995_05
HRID 67699 reaction equation
HRID 67699As reactantuspto-grants-1982_08
HRID 176419 reaction equation
HRID 176419As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)
HRID 398023 reaction equation
HRID 398023As reactantuspto-grants-2003_08
HRID 398273 reaction equation
HRID 398273As reactantuspto-grants-2003_08
HRID 484645 reaction equation
HRID 484645As productuspto-grants-1985_08
HRID 613364 reaction equation
HRID 613364As reactantuspto-grants-1999_12
HRID 640043 reaction equation
HRID 640043As reactantuspto-grants-2010_04
Page 1 of 4

Compound notes

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3ET7L3AG0V
EC Number
204-580-8
Nikkaji
J59.963H
Major Application
peptide synthesis
InChI
1S/C8H9NO3/c10-7-3-1-6(2-4-7)9-5-8(11)12/h1-4,9-10H,5H2,(H,11,12)
InChIKey
WRUZLCLJULHLEY-UHFFFAOYSA-N
SMILES
OC(=O)CNc1ccc(O)cc1
CAS DataBase Reference
122 · 122-87-2(CAS DataBase Reference)
FDA UNII
3 ET7L3AG0V · 3ET7L3AG0V
EPA Substance Registry System
Glycine, N-(4-hydroxyphenyl)- (122-87-2)
UNSPSC Code
12352209 · 12352209
NACRES
22 · NA.22
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
315 · H315-H319-H335
Precautionary statements
261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs
Respiratory system
PPE
95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes
Xi
Risk Statements
36 · 36/37/38-R36/37/38
Safety Statements
26 · 26-36-S36-S26
WGK Germany
3 · 3
TSCA
TSCA listed
HS Code
29225000 · 29225000
Storage Class
11 · 11 - Combustible Solids
Hazard Classifications
2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3
H315-H319-H335
Hazard Classifications
Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements
P261-P264-P271-P280-P302+P352-P305+P351+P338