Acetic acid, 2-amino-2-hydroxy- supplier

Name
aminohydroxyacetic acid
EINECS
CAS No. 4746-62-7
Article Data7
CAS DataBase
Density 1.577 g/cm³
Solubility
Melting Point
Formula C₂H₅NO₃
Boiling Point 355.4 °C at 760 mmHg
Molecular Weight 91.0666
Flash Point 168.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms Acetic acid, aminohydroxy-;Aminohydroxyacetic acid;2-Amino-2-hydroxy-acetic acid;
PSA 83.55000
LogP -0.95160

Synthetic route

: 298-12-4
Glyoxilic acid

: 4746-62-7
2-amino-2-hydroxyacetic acid

Conditions

Conditions	Yield
With ammonium acetate In water at 0℃; for 2.75h; Cooling with ice;	97%
With ammonia In water at 25℃; Equilibrium constant;

: 563-96-2
2,2-dihydroxyacetic acid

: 4746-62-7
2-amino-2-hydroxyacetic acid

Conditions

Conditions	Yield
With ammonium acetate In water at 0℃; for 2.75h;	90.3%
With ammonia

: 849585-22-4
LACTIC ACID

: 4746-62-7
2-amino-2-hydroxyacetic acid

Conditions

Conditions	Yield
With ammonium hydroxide; hydrogen at 219.84℃; under 7500.75 Torr; for 2h; Catalytic behavior; Reagent/catalyst; Autoclave;	62%

: 298-12-4
Glyoxilic acid

A: 4746-62-7
2-amino-2-hydroxyacetic acid

B: 103711-21-3
Diamino-acetic acid anion

C: 141555-64-8, 141555-65-9
C4H7N3O4(2-)

D: 141555-56-8
C6H6N3O6(3-)

Conditions

Conditions	Yield
With ammonia In water at 25℃; Mechanism; Product distribution; ND3/D2O, pH-dependence; reaction with alkylamines;

...Expand

alcoholic glyoxylic acid: alcoholic glyoxylic acid

: 4746-62-7
2-amino-2-hydroxyacetic acid

Conditions

Conditions	Yield
With ammonia in waessr. Loesung entsteht bei Zugabe von Chlorcalcium das Calciumsalz;

: 56-40-6
glycine

: 4746-62-7
2-amino-2-hydroxyacetic acid

Conditions

Conditions	Yield
With hydrogenchloride; potassium nitrite In water at 45℃; for 0.666667h; pH=2.7; Kinetics;

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 72824-04-5
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1069-48-3, 7685-44-1
rac-allylglycine

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 18h;	90%

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 167773-14-0
2-(cyclohex-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: amino(cyclohex-2-enyl)-acetic acid

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 18h;	88%

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 167773-10-6
4,4,5,5-tetramethyl-2-(2-methylallyl)-1,3,2-dioxaborolane

: 28024-78-4
DL-γ,δ-didehydroleucine

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 18h;	81%

: 603-76-9
1-methylindole

: 4746-62-7
2-amino-2-hydroxyacetic acid

: amino(1-methyl-1H-indol-3-yl)acetic acid

Conditions

Conditions	Yield
With chloro-trimethyl-silane; hafnium(IV) trifluoromethanesulfonate In dichloromethane at 20℃; for 12h;	75%

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 69611-01-4
(Z)-2-(but-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 3107-04-8
DL-alloisoleucine

: 73-32-5, 319-78-8, 443-79-8, 1509-34-8, 1509-35-9, 3107-04-8, 7004-09-3
DL-isoleucine

Conditions

Conditions	Yield
Stage #1: 2-amino-2-hydroxyacetic acid; (Z)-2-(but-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane With triethylamine In methanol at 20℃; for 18h; Stage #2: With hydrogen; palladium on activated charcoal In methanol at 20℃; for 21h; Title compound not separated from byproducts;

...Expand

: 298-12-4
Glyoxilic acid

: 4746-62-7
2-amino-2-hydroxyacetic acid

Conditions

Conditions	Yield
With ammonium acetate In water at 0℃; for 2.75h; Cooling with ice;	97%
With ammonia In water at 25℃; Equilibrium constant;

: 563-96-2
2,2-dihydroxyacetic acid

: 4746-62-7
2-amino-2-hydroxyacetic acid

Conditions

Conditions	Yield
With ammonium acetate In water at 0℃; for 2.75h;	90.3%
With ammonia

: 849585-22-4
LACTIC ACID

: 4746-62-7
2-amino-2-hydroxyacetic acid

Conditions

Conditions	Yield
With ammonium hydroxide; hydrogen at 219.84℃; under 7500.75 Torr; for 2h; Catalytic behavior; Reagent/catalyst; Autoclave;	62%

: 298-12-4
Glyoxilic acid

A: 4746-62-7
2-amino-2-hydroxyacetic acid

B: 103711-21-3
Diamino-acetic acid anion

C: 141555-64-8, 141555-65-9
C4H7N3O4(2-)

D: 141555-56-8
C6H6N3O6(3-)

Conditions

Conditions	Yield
With ammonia In water at 25℃; Mechanism; Product distribution; ND3/D2O, pH-dependence; reaction with alkylamines;

...Expand

alcoholic glyoxylic acid: alcoholic glyoxylic acid

: 4746-62-7
2-amino-2-hydroxyacetic acid

Conditions

Conditions	Yield
With ammonia in waessr. Loesung entsteht bei Zugabe von Chlorcalcium das Calciumsalz;

: 56-40-6
glycine

: 4746-62-7
2-amino-2-hydroxyacetic acid

Conditions

Conditions	Yield
With hydrogenchloride; potassium nitrite In water at 45℃; for 0.666667h; pH=2.7; Kinetics;

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 72824-04-5
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 1069-48-3, 7685-44-1
rac-allylglycine

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 18h;	90%

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 167773-14-0
2-(cyclohex-2-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: amino(cyclohex-2-enyl)-acetic acid

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 18h;	88%

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 167773-10-6
4,4,5,5-tetramethyl-2-(2-methylallyl)-1,3,2-dioxaborolane

: 28024-78-4
DL-γ,δ-didehydroleucine

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 18h;	81%

: 603-76-9
1-methylindole

: 4746-62-7
2-amino-2-hydroxyacetic acid

: amino(1-methyl-1H-indol-3-yl)acetic acid

Conditions

Conditions	Yield
With chloro-trimethyl-silane; hafnium(IV) trifluoromethanesulfonate In dichloromethane at 20℃; for 12h;	75%

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 83816-41-5
allenyl boronic acid

: 50428-03-0
D,L-propargylglycine

Conditions

Conditions	Yield
Stage #1: 2-amino-2-hydroxyacetic acid With triethylamine In methanol at 20℃; for 0.0833333h; Inert atmosphere; Stage #2: allenyl boronic acid In methanol at 20℃; for 15h; Inert atmosphere;	72%

: 534-22-5
2-methylfuran

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 72699-67-3
amino(5-methylfuran-2-yl)acetic acid

Conditions

Conditions	Yield
With chloro-trimethyl-silane; hafnium(IV) trifluoromethanesulfonate In dichloromethane at 20℃; for 12h;	34%

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 1022-13-5
5-chloro-2-(methylamino)benzophenone

: 153681-86-8
6-chloro-1,2-dihydro-1-methyl-4-phenylquinazoline-2-carboxylic acid

Conditions

Conditions	Yield
In ethanol; water for 24h; Mechanism; also with glyoxylic acid and appropiate amine, various 2-aminobenzophenone derivatives, also with 2-aminoacetophenone;	96 % Turnov.
In ethanol; water for 24h;	96 % Turnov.

: 4746-62-7
2-amino-2-hydroxyacetic acid

A: 298-12-4
Glyoxilic acid

B NH3: NH3

Conditions

Conditions	Yield
In water at 25℃; Equilibrium constant;

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 72824-04-5
2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

A: 1069-48-3, 7685-44-1
rac-allylglycine

B: 67951-43-3
2-hydroxypent-4-enoic acid

Conditions

Conditions	Yield
In water at 20℃; for 18h;

...Expand

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 69611-01-4
(Z)-2-(but-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 3107-04-8
DL-alloisoleucine

: 73-32-5, 319-78-8, 443-79-8, 1509-34-8, 1509-35-9, 3107-04-8, 7004-09-3
DL-isoleucine

Conditions

Conditions	Yield
Stage #1: 2-amino-2-hydroxyacetic acid; (Z)-2-(but-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane With triethylamine In methanol at 20℃; for 18h; Stage #2: With hydrogen; palladium on activated charcoal In methanol at 20℃; for 21h; Title compound not separated from byproducts;

...Expand

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 69611-01-4
(Z)-2-(but-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

A: 19458-75-4
α-amino-cis-4-hexenoic acid

B: 29493-78-5
α-amino-trans-4-hexenoic acid

: 2-amino-3-methylpent-4-enoic acid

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 18h;

...Expand

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 69611-02-5
(E)-2-(but-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 3107-04-8
DL-alloisoleucine

: 73-32-5, 319-78-8, 443-79-8, 1509-34-8, 1509-35-9, 3107-04-8, 7004-09-3
DL-isoleucine

Conditions

Conditions	Yield
Stage #1: 2-amino-2-hydroxyacetic acid; (E)-2-(but-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane With triethylamine In methanol at 20℃; for 18h; Stage #2: With hydrogen; palladium on activated charcoal In methanol at 20℃; for 21h; Title compound not separated from byproducts;

...Expand

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 69611-02-5
(E)-2-(but-2-enyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 2-amino-3-methylpent-4-enoic acid

B: 29493-78-5
α-amino-trans-4-hexenoic acid

: 2-amino-3-methylpent-4-enoic acid

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 18h; Title compound not separated from byproducts;

...Expand

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 141550-13-2
4,4,5,5-tetramethyl-2-(3-methylbut-2-enyl)-1,3,2-dioxaborolane

A: 3558-31-4
2-amino-5-methylhex-4-enoic acid

B: 2-amino-3,3-dimethylpent-4-enoic acid

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 18h;

...Expand

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 147609-46-9
2-(2E)-(3-phenyl-2-propen-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

: 2-amino-3-phenylpent-4-enoic acid

B: 121786-28-5
rac-(E)-2-amino-5-phenylpent-4-enoic acid

Conditions

Conditions	Yield
With triethylamine In methanol at 20℃; for 18h; Title compound not separated from byproducts;

...Expand

: 50-00-0
formaldehyd

: 4746-62-7
2-amino-2-hydroxyacetic acid

: 5840-83-5
oxazolidin-4-one

: samarium(III) bromide hydrate

: 4746-62-7
2-amino-2-hydroxyacetic acid

: Sm(3+)*3H3NC(OH)HCOO*3Br(1-)*3H2O=SmBr3*3H3NC(OH)HCOO*3H2O

Conditions

Conditions	Yield
In water mixing in molar ratio M : Ala = 1 : 3, dissoln., concn. (at 50°C; crystn.); filtration, washing (ether, acetone), drying (over 50% H2SO4) to const. mass; elem. anal.;

: europium tribromide hydrate

: 4746-62-7
2-amino-2-hydroxyacetic acid

: Eu(3+)*3H3NC(OH)HCOO*3Br(1-)*3H2O=EuBr3*3H3NC(OH)HCOO*3H2O

Conditions

Conditions	Yield
In water mixing in molar ratio M : Ala = 1 : 3, dissoln., concn. (at 50°C; crystn.); filtration, washing (ether, acetone), drying (over 50% H2SO4) to const. mass; elem. anal.;

: Br3Tb*(x)H2O

: 4746-62-7
2-amino-2-hydroxyacetic acid

: Tb(3+)*3H3NC(OH)HCOO*3Br(1-)*3H2O=TbBr3*3H3NC(OH)HCOO*3H2O

Conditions

Conditions	Yield
In water mixing in molar ratio M : Ala = 1 : 3, dissoln., concn. (at 50°C; crystn.); filtration, washing (ether, acetone), drying (over 50% H2SO4) to const. mass; elem. anal.;

: cerium(III) bromide hydrate

: 4746-62-7
2-amino-2-hydroxyacetic acid

: Ce(3+)*3H3NC(OH)HCOO*3Br(1-)*3H2O=CeBr3*3H3NC(OH)HCOO*3H2O

Conditions

Conditions	Yield
In water mixing in molar ratio M : Ala = 1 : 3, dissoln., concn. (at 50°C; crystn.); filtration, washing (ether, acetone), drying (over 50% H2SO4) to const. mass; elem. anal.;

: yttrium(III) tribromide (hydrated)

: 4746-62-7
2-amino-2-hydroxyacetic acid

: Y(3+)*3H3NC(OH)HCOO*3Br(1-)*2.5H2O=YBr3*3H3NC(OH)HCOO*2.5H2O

Conditions

Conditions	Yield
In water mixing in molar ratio M : Ala = 1 : 3, dissoln., concn. (at 50°C; crystn.); filtration, washing (ether, acetone), drying (over 50% H2SO4) to const. mass; elem. anal.;

: dysprosium tribromide hydrate

: 4746-62-7
2-amino-2-hydroxyacetic acid

: Dy(3+)*3H3NC(OH)HCOO*3Br(1-)*2.5H2O=DyBr3*3H3NC(OH)HCOO*2.5H2O

Conditions

Conditions	Yield
In water mixing in molar ratio M : Ala = 1 : 3, dissoln., concn. (at 50°C; crystn.); filtration, washing (ether, acetone), drying (over 50% H2SO4) to const. mass; elem. anal.;

: gadolinium tribromide hydrate

: 4746-62-7
2-amino-2-hydroxyacetic acid

: Gd(3+)*3H3NC(OH)HCOO*3Br(1-)*3H2O=GdBr3*3H3NC(OH)HCOO*3H2O

Conditions

Conditions	Yield
In water mixing in molar ratio M : Ala = 1 : 3, dissoln., concn. (at 50°C; crystn.); filtration, washing (ether, acetone), drying (over 50% H2SO4) to const. mass; elem. anal.;

: PrBr3*6H2O

: 4746-62-7
2-amino-2-hydroxyacetic acid

: Pr(3+)*3H3NC(OH)HCOO*3Br(1-)*3H2O=PrBr3*3H3NC(OH)HCOO*3H2O

Conditions

Conditions	Yield
In water mixing in molar ratio M : Ala = 1 : 3, dissoln., concn. (at 50°C; crystn.); filtration, washing (ether, acetone), drying (over 50% H2SO4) to const. mass; elem. anal.;

Acetic acid, 2-amino-2-hydroxy- Specification

The Acetic acid, 2-amino-2-hydroxy-, with the CAS registry number 4746-62-7, is also known as 2-Amino-2-hydroxy-acetic acid. This chemical's molecular formula is C₂H₅NO₃ and molecular weight is 91.07. What's more, its systematic name is amino(hydroxy)acetic acid.

Physical properties of Acetic acid, 2-amino-2-hydroxy- are: (1)ACD/LogP: -0.76; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.26; (4)ACD/LogD (pH 7.4): -3.32; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 4; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 38.77 Å²; (13)Index of Refraction: 1.532; (14)Molar Refractivity: 17.9 cm³; (15)Molar Volume: 57.7 cm³; (16)Polarizability: 7.09×10^-24cm³; (17)Surface Tension: 87.6 dyne/cm; (18)Density: 1.577 g/cm³; (19)Flash Point: 168.7 °C; (20)Enthalpy of Vaporization: 69.53 kJ/mol; (21)Boiling Point: 355.4 °C at 760 mmHg; (22)Vapour Pressure: 1.78E-06 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)C(O)N
(2)InChI: InChI=1S/C2H5NO3/c3-1(4)2(5)6/h1,4H,3H2,(H,5,6)
(3)InChIKey: ZHWLPDIRXJCEJY-UHFFFAOYSA-N

Product Name

aminohydroxyacetic acid

Synthetic route

Acetic acid, 2-amino-2-hydroxy- Specification

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