Product Name

  • Name

    N-(4-HYDROXYPHENYL)GLYCINE

  • EINECS 204-580-8
  • CAS No. 122-87-2
  • Density 1.411 g/cm3
  • Solubility
  • Melting Point 244 °C (dec.)(lit.)
  • Formula C8H9NO3
  • Boiling Point 446.3 °C at 760 mmHg
  • Molecular Weight 167.164
  • Flash Point 223.7 °C
  • Transport Information
  • Appearance white to beige-brown or brown-grey powder
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 122-87-2 (N-(4-HYDROXYPHENYL)GLYCINE)
  • Hazard Symbols IrritantXi
  • Synonyms Glycine,N-(p-hydroxyphenyl)- (6CI,7CI,8CI);4-(Carboxymethylamino)phenol;Iconyl;Monazol;N-(4-Hydroxyphenyl)glycine;N-(p-Hydroxyphenyl)glycine;NSC 9267;Photoglycine;p-Hydroxyanilinoacetic acid;p-Hydroxyphenylaminoacetic acid;p-Hydroxyphenylglycine;
  • PSA 69.56000
  • LogP 0.96170

Synthetic route

5-(P-benzyloxyphenyl) hydantoin
69489-38-9

5-(P-benzyloxyphenyl) hydantoin

(D)-p-benzyloxyphenylglycine
901188-62-3

(D)-p-benzyloxyphenylglycine

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
With acetic acid; Pd-C In conc. NaOH; hydrogen92%
2N-hydrochloric acid

2N-hydrochloric acid

2.22N-sodium hydroxide

2.22N-sodium hydroxide

DL-p-hydroxyphenylglycine methyl ester
56405-21-1

DL-p-hydroxyphenylglycine methyl ester

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
76%
2N-sodium hydroxide

2N-sodium hydroxide

4-hydroxyphenyl-glycine ethyl ester
26850-28-2

4-hydroxyphenyl-glycine ethyl ester

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
With hydrogenchloride66.5%
sodium glyoxylate
2706-75-4

sodium glyoxylate

phenol
108-95-2

phenol

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
With ammonium acetate In water50.4%
potassium glyoxylate
58645-34-4

potassium glyoxylate

phenol
108-95-2

phenol

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
With ammonium acetate In water33.6%
Glyoxilic acid
298-12-4

Glyoxilic acid

phenol
108-95-2

phenol

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
With ammonium acetate In water28.9%
2-((4-hydroxyphenyl)amino)acetonitrile
28363-27-1

2-((4-hydroxyphenyl)amino)acetonitrile

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
With sodium hydroxide
sodium monochloroacetic acid
3926-62-3

sodium monochloroacetic acid

4-amino-phenol
123-30-8

4-amino-phenol

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
With water at 85 - 90℃;
4-amino-phenol
123-30-8

4-amino-phenol

chloroacetic acid
79-11-8

chloroacetic acid

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
With water
With water; sodium acetate
4-amino-phenol
123-30-8

4-amino-phenol

chloroacetic acid
79-11-8

chloroacetic acid

A

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

B

(4-hydroxy-phenylimino)-di-acetic acid
3987-54-0

(4-hydroxy-phenylimino)-di-acetic acid

Conditions
ConditionsYield
With sodium hydroxide
water
7732-18-5

water

4-amino-phenol
123-30-8

4-amino-phenol

chloroacetic acid
79-11-8

chloroacetic acid

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

ethanol
64-17-5

ethanol

4-amino-phenol
123-30-8

4-amino-phenol

glyoxal sodium disulfide

glyoxal sodium disulfide

A

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

B

N-(4-hydroxy-phenyl)-glycine-(4-hydroxy-anilide)
83051-82-5

N-(4-hydroxy-phenyl)-glycine-(4-hydroxy-anilide)

4-amino-phenol
123-30-8

4-amino-phenol

4-amino-phenol chloroacetate

4-amino-phenol chloroacetate

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
With water
4-amino-phenol
123-30-8

4-amino-phenol

sodium disulfite-compound of glyoxal

sodium disulfite-compound of glyoxal

A

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

B

N-(4-hydroxy-phenyl)-glycine-(4-hydroxy-anilide)
83051-82-5

N-(4-hydroxy-phenyl)-glycine-(4-hydroxy-anilide)

Conditions
ConditionsYield
With ethanol
p-aminophenol hydrochloride
51-78-5

p-aminophenol hydrochloride

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaHSO3 / 20 °C
2: diluted NaOH-solution
View Scheme
aqueous sodium nitrite

aqueous sodium nitrite

5-(4'-hydroxyphenyl)hydantoic acid

5-(4'-hydroxyphenyl)hydantoic acid

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
In water
d-(-)-alpha-phenylglycinol

d-(-)-alpha-phenylglycinol

d-bromocamphor sulfonic acid monohydrate

d-bromocamphor sulfonic acid monohydrate

A

D-p-hydroxyphenylglycine*d-bromocamphor sulfonic acid

D-p-hydroxyphenylglycine*d-bromocamphor sulfonic acid

B

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
In water
salt of l-N-methyl ephedrine

salt of l-N-methyl ephedrine

N-salicyliden-d-p-hydroxyphenyl glycine

N-salicyliden-d-p-hydroxyphenyl glycine

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
With ammonia In hydrogenchloride; dichloromethane; water
N-acetyl-D-4-hydroxyphenylglycine methyl ester

N-acetyl-D-4-hydroxyphenylglycine methyl ester

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Conditions
ConditionsYield
In hydrogenchloride
N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

DL-p-hydroxyphenylglycine methyl ester
56405-21-1

DL-p-hydroxyphenylglycine methyl ester

Conditions
ConditionsYield
In methanol; HCl (gas)99%
With thionyl chloride In methanol
methanol
67-56-1

methanol

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

DL-p-hydroxyphenylglycine methyl ester
56405-21-1

DL-p-hydroxyphenylglycine methyl ester

Conditions
ConditionsYield
With 732 strong acid resin at 65 - 70℃; Reagent/catalyst;96.1%
With hydrogenchloride
sulfuric acid
7664-93-9

sulfuric acid

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

DL-p-hydroxyphenylglycine methyl ester
56405-21-1

DL-p-hydroxyphenylglycine methyl ester

Conditions
ConditionsYield
With ammonium hydroxide In methanol89.5%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

sodium hydrogencarbonate
144-55-8

sodium hydrogencarbonate

(R)-N-(tert-butoxycarbonyl)-4-hydroxyphenylglycine methyl ester
1101105-15-0

(R)-N-(tert-butoxycarbonyl)-4-hydroxyphenylglycine methyl ester

Conditions
ConditionsYield
With thionyl chloride In methanol; ethyl acetate87%
di-tert-butyl dicarbonate
24424-99-5

di-tert-butyl dicarbonate

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

N-t-butoxycarbonyl-p-hydroxyphenylglycine
53249-34-6

N-t-butoxycarbonyl-p-hydroxyphenylglycine

Conditions
ConditionsYield
With triethylamine In methanol; water; ethyl acetate; benzene86%
N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

4-cyanomethylphenol
14191-95-8

4-cyanomethylphenol

Conditions
ConditionsYield
With sodium hydroxide In water; N,N-dimethyl-formamide80%
Isatin-5-sulfonic acid sodium salt dihydrate

Isatin-5-sulfonic acid sodium salt dihydrate

N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

isatin-5-monosulphonic acid
7313-70-4

isatin-5-monosulphonic acid

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
With acetic acid In water79.4%
N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

benzyl chloroformate
501-53-1

benzyl chloroformate

DL-N-benzyloxycarbonyl-p-hydroxyphenylglycine

DL-N-benzyloxycarbonyl-p-hydroxyphenylglycine

Conditions
ConditionsYield
In 1-methyl-pyrrolidin-2-one; water75%
N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

indole-2,3-dione
91-56-5

indole-2,3-dione

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
In water; acetic acid68%
N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

water
7732-18-5

water

iron(III) chloride
7705-08-0

iron(III) chloride

salicylaldehyde
90-02-8

salicylaldehyde

sodium hydroxide
1310-73-2

sodium hydroxide

[FeNa((Z)-2-(2-hydroxybenzylideneamino)acetate(2-))2(H2O)4]2*2H2O

[FeNa((Z)-2-(2-hydroxybenzylideneamino)acetate(2-))2(H2O)4]2*2H2O

Conditions
ConditionsYield
In methanol; ethanol; water 2-(4-hydroxyphenyl)aminoacetic acid, NaOH and salicylaldehyde dissolved in MeOH; heated with stirring for 2 h; cooled to room temp.; EtOH soln. of FeCl3 added with stirring; stirred for 0.5 h; NaOH in distd. H2O added; stirred for 0.5 h; filtered; crystd. from filtrate by slow evapn. at room temp. for 1 wk; elem. anal.;63%
N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

2-oxo-propionic acid
127-17-3

2-oxo-propionic acid

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
In water62%
N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

water
7732-18-5

water

iron(III) chloride
7705-08-0

iron(III) chloride

salicylaldehyde
90-02-8

salicylaldehyde

sodium hydroxide
1310-73-2

sodium hydroxide

[Fe((E)-2-(2-hydroxybenzylideneamino)-3-hydroxy-3-(2-hydroxyphenyl)propanoate(3-))]2*7.5H2O

[Fe((E)-2-(2-hydroxybenzylideneamino)-3-hydroxy-3-(2-hydroxyphenyl)propanoate(3-))]2*7.5H2O

Conditions
ConditionsYield
In methanol; ethanol; water HOC6H4NH2CH2COOH, NaOH and HOC6H4CHO in MeOH heated with stirring (2 h);cooled to room temp.; EtOH soln. of FeCl3 added with stirring; stirred (0.5 h); aq. NaOH added; stirred (0.5 h); filtered; crystd. from filtrat e; more NaOH and HOC6H4CHO added; crystd. for 1 wk; elem. anal.;45%
N-(hydroxyphenyl)glycine
122-87-2

N-(hydroxyphenyl)glycine

Glyoxilic acid
298-12-4

Glyoxilic acid

4-hydroxy-benzaldehyde
123-08-0

4-hydroxy-benzaldehyde

Conditions
ConditionsYield
In water37.2%

N-(4-Hydroxyphenyl)glycine Specification

This chemical is called N-(4-Hydroxyphenyl)glycine, and it can also be named as Glycin. The CAS registry number of this chemical is 122-87-2, and its product categories are Glycine Derivatives; Peptide Synthesis; Unnatural Amino Acid Derivatives. This chemical is typically characterized as thin plates of white or silvery powder when it's fresh. It is sparingly soluble in water and most organic solvents. The N-(4-Hydroxyphenyl)glycine is rarely used as a developing agent today, because it is expensive and its manufactured for specialty applications only.

Other characteristics of the N-(4-Hydroxyphenyl)glycine can be summarised as followings: (1)ACD/LogP: -0.13; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.37; (4)ACD/LogD (pH 7.4): -3.12; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1.16; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 4; (12)Polar Surface Area: 38.77 Å2; (13)Index of Refraction: 1.664; (14)Molar Refractivity: 43.94 cm3; (15)Molar Volume: 118.4 cm3; (16)Polarizability: 17.41×10-24cm3; (17)Surface Tension: 70.1 dyne/cm; (18)Density: 1.411 g/cm3; (19)Flash Point: 223.7 °C; (20)Enthalpy of Vaporization: 74.24 kJ/mol; (21)Boiling Point: 446.3 °C at 760 mmHg; (22)Vapour Pressure: 9.49E-09 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin, so you should wear suitable protective clothing when you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure: 
1.SMILES: O=C(O)CNc1ccc(O)cc1
2.InChI: InChI=1/C8H9NO3/c10-7-3-1-6(2-4-7)9-5-8(11)12/h1-4,9-10H,5H2,(H,11,12)
3.InChIKey: WRUZLCLJULHLEY-UHFFFAOYAB

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