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77-86-1

Basic Information
CAS No.: 77-86-1
Name: 1,3-Propanediol,2-amino-2-(hydroxymethyl)-
Molecular Structure:
Molecular Structure of 77-86-1 (1,3-Propanediol,2-amino-2-(hydroxymethyl)-)
Formula: C4H11NO3
Molecular Weight: 121.14
Synonyms: Tris(hydroxymethyl)aminomrthane;Tris (hydroxymethyl) aminoethane;2-Amino-1,3-dihydroxy-2-(hydroxymethyl)propane;2-Amino-2-(hydroxymethyl)propane-1,3-diol;2-Amino-2-hydroxymethylpropan-1,3-diol;2-Amino-2-methylol-1,3-propanediol;Addex-Tham;Aminotri(hydroxymethyl)methane;Aminotrimethylolmethane;Aminotris(hydroxymethyl)methane;Methanamine,1,1,1-tris(hydroxymethyl)-;NSC 103026;NSC 6365;NSC 65434;Pehanorm;TAM(buffering agent);THAM;Talatrol;Tri Amino;Tri(hydroxymethyl)methylamine;Trigmo base;Triladyl;Trimethylolaminomethane;Tris (buffering agent);Tris Amino;Tris Amino Crystal;Tris base;Tris buffer;Tris(methylolamino)methane;[2-Hydroxy-1,1-bis(hydroxymethyl)ethyl]amine;Tris Base; Tris(hydroxymethyl)-aminomethane;Trometamol;
EINECS: 201-064-4
Density: 1,353 g/cm3
Melting Point: 167-172 °C(lit.)
Boiling Point: 219-220 °C (10 mmHg)
Flash Point: 219-220°C/10mm
Solubility: water: 4 M at 20 °C, clear, colorless
Appearance: white crystalline powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36-37/39
Transport Information:
PSA: 86.71000
LogP: -1.63890
Synthetic route

{NiCl2(2-(2-pyridinyl)-4,4-bis(hydroxymethyl)-2-oxazoline)2}

A

{Ni(H2O)2(pyridine-2-carboxylic acid)2}*2H2O

B

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

Conditions
ConditionsYield
In water reflux (50 h);; pptn.; filtration; washing (ethanol); drying (vac.); elem. anal.; evapn. of aq. filtrate; extraction (3 times/hot ethanol); cooling of filtrate yields 2-amino-2-hydroxymethyl-1,3-propanediol;;A 85%
B 75%
126-11-4

2-hydroxymethyl-2-nitro-propane-1,3-diol

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

Conditions
ConditionsYield
With sulfuric acid; iron at 100℃;
With water; iron; iron(II) sulfate at 30℃;
With water; iron; iron(II) sulfate at 100℃;
19320-52-6

Protonated tris(hydroxymethyl)aminoamethane

114444-46-1

C14H13NO

A

124225-44-1

1-methyl-4-(phenylacetyl)pyridinium cation

B

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant; Rate constant;
19320-52-6

Protonated tris(hydroxymethyl)aminoamethane

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

Conditions
ConditionsYield
In water; acetonitrile at 25℃; Thermodynamic data; ΔrGm0, var. of solvent, temp.;

N,N'-bis(2,3-dihydroxypropyl)-5-{2-[(2-hydroxy-1,1-bis(hydroxymethyl)ethyl)amino]-2-oxoethoxy}-1,3-benzenedicarboxamide

A

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

B

[3,5-Bis-(2,3-dihydroxy-propylcarbamoyl)-phenoxy]-acetic acid

Conditions
ConditionsYield
With water at 95℃; Rate constant;
5-amino-5-hydroxymethyl-2-alkyl-1.3-dioxanene

5-amino-5-hydroxymethyl-2-alkyl-1.3-dioxanene

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

Conditions
ConditionsYield
With mineral acid

Sodium; 2-{[(E)-2-hydroxy-1,1-bis-hydroxymethyl-ethylimino]-methyl}-benzenesulfonate

A

1008-72-6

sodium 2-formylbenzenesulfonate

B

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

Conditions
ConditionsYield
In water at 25℃; Equilibrium constant;

C9H18NO10P(2-)*2Na(1+)

A

108321-99-9, 150713-51-2

α,β-D-ribofuranose-5-phophate disodium salt

B

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

Conditions
ConditionsYield
Equilibrium constant;
boc-Pro-Phe-His(Ts)-OH

boc-Pro-Phe-His(Ts)-OH

diethylphosphoryl cyanide

A

boc-Pro-Phe-His-LVA-Ile

boc-Pro-Phe-His-LVA-Ile

B

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride; triethylamine; trifluoroacetic acid In tetrahydrofuran; methanol; dichloromethane; ethyl acetate

tris(hydroxymethyl)aminomethane-silicofluoric acid (2/1)

A

7664-39-3

hydrogen fluoride

B

7783-61-1

silicon tetrafluoride

C

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

Conditions
ConditionsYield
In neat (no solvent) thermogravimetric expt. (platinum crucible, heating rate of 10 K/min); heating to 200-268°C;
79-06-1

2-propenamide

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

95-92-1

oxalic acid diethyl ester

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

5714-31-8

N,N'-bis[tris(hydroxymethyl)methyl]ethanediamide

Conditions
ConditionsYield
at 140℃; for 1h;100%
In ethylene glycol at 100 - 105℃; for 6h; Conversion of starting material;92%
59565-09-2

2-(vinyloxy)ethyl isothiocyanate

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

1-(2-Hydroxy-1,1-bis-hydroxymethyl-ethyl)-3-(2-vinyloxy-ethyl)-thiourea

Conditions
ConditionsYield
at 70℃; for 1h;100%
107-21-1

ethylene glycol

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

C6H12NO5Si

Conditions
ConditionsYield
With silica gel Heating;100%
24424-99-5

di-tert-butyl dicarbonate

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

146651-71-0

N-(tert-butyloxycarbonyl)-2-amino-2-(hydroxymethyl)propane-1,3-diol

Conditions
ConditionsYield
In methanol at 20℃;100%
In methanol; water at 20℃; for 72h;100%
With guanidine hydrochloride In ethanol at 35 - 40℃; for 0.0833333h;100%
383-63-1

ethyl trifluoroacetate,

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

N-trifluoroacetyl-tris(hydroxymethyl)aminomethane

Conditions
ConditionsYield
In acetonitrile100%
77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-azido-2-(hydroxymethyl)propane-1,3-diol

Conditions
ConditionsYield
With triflic azide; sodium hydrogencarbonate; copper(II) sulfate In methanol; toluene at 20℃; for 14h;100%
With sodium azide; zinc(II) chloride; trifluorormethanesulfonic acid; triethylamine In dichloromethane; water

C51H60O6

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

C53H65NO8

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide100%
24424-99-5

di-tert-butyl dicarbonate

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

N-(1,3-dihydroxy-2-(hydroxymethyl)propan-2-yl)pivalamide

Conditions
ConditionsYield
In methanol; water at 20℃; for 72h;100%
518-44-5

dihydrofluorescein

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-hydroxy-1,1-bis-hydroxymethyl-ethyl-ammonium 2-(3,6-dihydroxy-9H-xanthen-9-yl)-benzoate salt

Conditions
ConditionsYield
In ethanol at 20℃; for 2h;100%
124-13-0

Octanal

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

944882-97-7

C20H39NO3

Conditions
ConditionsYield
In methanol for 3h; Reflux;100%
35700-23-3

Carboprost

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

carboprost tromethamine

Conditions
ConditionsYield
In methanol at 20℃; for 2h;100%
In isopropyl alcohol at 20℃; for 1h;

(R)-3-(5-chloro-2-oxo-6-(1-(pyridin-2-yl)ethoxy)benzo[d]oxazol-3(2H)-yl)propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol (R)-3-{5-chloro-2-oxo-6-[1-(pyridin-2-yl)ethoxy]-2,3-dihydro-1,3-benzoxazol-3-yl}propanoic acid

Conditions
ConditionsYield
In methanol at 20℃; for 0.5h;100%

3-(5-chloro-6-ethyl-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-(5-chloro-6-ethyl-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanoic acid

Conditions
ConditionsYield
In ethanol; water at 20℃; for 1h;100%

3-[5-chloro-6-(2-methylpropyl)-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl]propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-[5-chloro-6-(2-methylpropyl)-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl]propanoic acid

Conditions
ConditionsYield
In methanol; water at 20℃; for 1h;100%

3-(5-chloro-6-ethoxy-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-(5-chloro-6-ethoxy-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanoic acid

Conditions
ConditionsYield
In methanol; water at 80℃; for 1h;100%

3-(5-chloro-6-cyclopropoxy-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-(5-chloro-6-cyclopropoxy-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl)propanoic acid

Conditions
ConditionsYield
In ethanol; water at 20℃; for 0.5h;100%

3-[5-chloro-6-(2-methoxyethoxy)-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl]propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-[5-chloro-6-(2-methoxyethoxy)-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl]propanoic acid

Conditions
ConditionsYield
In ethanol; water at 20℃; for 1h;100%

3-[6-(benzyloxy)-5-chloro-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl]propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-[6-(benzyloxy)-5-chloro-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl]propanoic acid

Conditions
ConditionsYield
In ethanol; water at 20℃; for 0.5h;100%

3-[5-chloro-2-oxo-6-(pyridin-2-ylmethoxy)-2,3-dihydro-1,3-benzoxazol-3-yl]propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-[5-chloro-2-oxo-6-(pyridin-2-ylmethoxy)-2,3-dihydro-1,3-benzoxazol-3-yl]propanoic acid

Conditions
ConditionsYield
In ethanol; water at 20℃; for 1h;100%

3-{5-chloro-6-[(1R)-1-(4-methylpyridin-2-yl)ethoxy]-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl}propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-{5-chloro-6-[(1R)-1-(4-methylpyridin-2-yl)ethoxy]-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl}propanoic acid

Conditions
ConditionsYield
In methanol at 20℃; for 1h;100%

3-{5-chloro-6-[(1R)-1-(5-methylpyridin-2-yl)ethoxy]-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl}propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-{5-chloro-6-[(1R)-1-(5-methylpyridin-2-yl)ethoxy]-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl}propanoic acid

Conditions
ConditionsYield
In methanol at 20℃; for 1h;100%

3-{5-chloro-6-[(1R)-1-(5-chloropyridin-2-yl)ethoxy]-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl}propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-{5-chloro-6-[(1R)-1-(5-chloropyridin-2-yl)ethoxy]-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl}propanoic acid

Conditions
ConditionsYield
In methanol at 20℃; for 1h;100%

3-{5-chloro-6-[(1R)-1-(5-fluoropyridin-2-yl)ethoxy]-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl}propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-{5-chloro-6-[(1R)-1-(5-fluoropyridin-2-yl)ethoxy]-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl}propanoic acid

Conditions
ConditionsYield
In methanol at 20℃; for 2h;100%

3-{5-chloro-6-[(1R)-1-(6-methylpyridin-2-yl)ethoxy]-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl}propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-{5-chloro-6-[(1R)-1-(6-methylpyridin-2-yl)ethoxy]-2-oxo-2,3-dihydro-1,3-benzoxazol-3-yl}propanoic acid

Conditions
ConditionsYield
In methanol at 20℃; for 1h;100%

3-{6-chloro-3-oxo-7-[(1R)-1-(pyridin-2-yl)ethoxy]-3,4-dihydro-2H-1,4-benzoxazin-4-yl}propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-{6-chloro-3-oxo-7-[(1R)-1-(pyridin-2-yl)ethoxy]-3,4-dihydro-2H-1,4-benzoxazin-4-yl}propanoic acid

Conditions
ConditionsYield
In methanol at 20℃; for 0.5h;100%

3-{6-chloro-5-[(1R)-1-(pyridin-2-yl)ethoxy]-1H-indazol-1-yl}propanoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-amino-2-(hydroxymethyl)propane-1,3-diol 3-{6-chloro-5-[(1R)-1-(pyridin-2-yl)ethoxy]-1H-indazol-1-yl}propanoic acid

Conditions
ConditionsYield
In methanol at 20℃; for 0.5h;100%

4-{[(6-bromo-3-methyl-2-phenylquinolin-4-yl)carbonyl]amino}-3-fluorobenzoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

4-{[(6-bromo-3-methyl-2-phenylquinolin-4-yl)carbonyl]amino}-3-fluorobenzoic acid 2-amino-2-(hydroxymethyl)propane-1,3-diol

Conditions
ConditionsYield
In 1,4-dioxane; water Heating;100%

4-{[(6-bromo-3-methyl-2-phenylquinolin-4-yl)carbonyl]amino}bicyclo[2.2.2]octane-1-carboxylic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

4-{[(6-bromo-3-methyl-2-phenylquinolin-4-yl)carbonyl]amino}bicyclo[2.2.2]octane-1-carboxylic acid 2-amino-2-(hydroxymethyl)propane-1,3-diol salt

Conditions
ConditionsYield
In ethanol; water Heating;100%

carboprost

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

tromethamine prostaglandin

Conditions
ConditionsYield
In dichloromethane at 20℃; for 12h;100%
501919-59-1

2-hydroxy-4-[[2-[[(4-methylphenyl)sulfonyl]oxy]acetyl]amino]benzoic acid

77-86-1

2-amino-2-hydroxymethyl-1,3-propanediol

2-hydroxy-4-[[2-[[(4-methylphenyl)sulfonyl]oxy]acetyl]amino]benzoic acid 2-amino-2-(hydroxymethyl)-1,3-propanediol

Conditions
ConditionsYield
In tetrahydrofuran; ethanol at 0℃; for 1.5h; Solvent;100%
Raw Materials
79-06-1
126-11-4
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Specification

1. Introduction of Trometamol

The Tromethamine, with its CAS NO 77-86-1,is a kind of white Crystalline Powderthe. It has synonyms of 1,3-Propanediol, 2-amino-2-(hydroxymethyl)- ; 2-(Hydroxymethyl)-2-amino-1,3-propanediol ; 2-Amino-2-(hydroxymethyl)-1,3-propanediol ; 2-Amino-2-methylol-1,3-propanediol ; AI3-03948 ; Addex-tham ; Aminotrimethylolmethane ; Aminotris(hydroxymethyl)methane and Apiroserum Tham. Trometamol should be stored in shady and cool warehouse.

2. Properties of Trometamol

(1) Einecs: 201-064-4 (2) Index of Refraction: 1.544  (3) Molar Refractivity: 28.68 cm3
(4) Molar Volume: 90.8 cm3  (5) Melting Point: 167-172 °C(lit.) (6) Boiling point: 357 °C at 760 mmHg
(7) Flash Point: 169.7 °C (8) Density: 1.334 g/cm3 (9) Surface Tension: 73.2 dyne/cm
(10) Enthalpy of Vaporization: 69.73 kJ/mol  (11) Vapour Pressure: 1.57E-06 mmHg at 25 °C
(12) XLogP3-AA: -2.9 (13) H-Bond Donor: 4 (14) H-Bond Acceptor: 4

3. Structure descriptors of Trometamol

Canonical SMILES: C(C(CO)(CO)N)O
InChI: InChI=1S/C4H11NO3/c5-4(1-6,2-7)3-8/h6-8H,1-3,5H2
InChIKey: LENZDBCJOHFCAS-UHFFFAOYSA-N

4. Safety information of Trometamol

Hazard Codes: Irritant
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36:Wear suitable protective clothing.
S37/39:Wear suitable gloves and eye/face protection.

5. Toxicity data of Trometamol

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 1210mg/kg (1210mg/kg)   Acta Biologica et Medica Germanica. Vol. 17, Pg. 217, 1966.
rabbit LDLo oral 1gm/kg (1000mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: COMA
Journal of Industrial Hygiene and Toxicology. Vol. 22, Pg. 315, 1940.
rat LD50 intravenous 1800mg/kg (1800mg/kg)   Drugs in Japan Vol. -, Pg. 419, 1990.
rat LD50 oral 5900mg/kg (5900mg/kg)   Bollettino Chimico Farmaceutico. Vol. 110, Pg. 653, 1971.