2-Amino-1,3-propanediol

1. Introduction of 2-Amino-1,3-propanediol
2-Amino-1,3-propanediol can be called 1,3-Propanediol, 2-amino- ; 2-Aminopropane-1,3-diol .It is a white to off-white adhering crystalline powder.

2. Properties of 2-Amino-1,3-propanediol
XLogP3-AA: -2
H-Bond Donor: 3
H-Bond Acceptor: 3 
EINECS: 208-584-0
Surface Tension: 56.4 dyne/cm
Density: 1.181 g/cm³
Flash Point: 115.1 °C
Enthalpy of Vaporization: 58.61 kJ/mol
Boiling Point: 266.7 °C at 760 mmHg
Vapour Pressure: 0.00116 mmHg at 25°C
Melting Point: 52-55 °C(lit.)
Product Categories: Pharmaceutical Intermediates;Alcohols and Derivatives;API intermediates

3. Safety Information of 2-Amino-1,3-propanediol

Hazard Codes: CC,Xi
Risk Statements: 34 
R34:Causes burns.
Safety Statements: 26-27-28-36/37/39-45 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S27:Take off immediately all contaminated clothing. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 3263 8/PG 2
WGK Germany: 1
F: 3-10-34
Hazard Note: Corrosive
HazardClass: 8
PackingGroup: III

4. Preparation of 2-Amino-1,3-propanediol
1,3-Dihydroxyacetone oxime (5 g; 47.6 mmoles), methanol (30 ml) and rhodium on alumina at 5% (0.1 g; 0.048 mmoles) were loaded into an autoclave-provided with mechanical stirring. After removing the surrounding air, hydrogen at a pressure of 70 bars (7×10⁶ Pa) was loaded.The resultant system was then kept under stirring at 70° C. for 16 hours. At the end of the reaction, after emptying the reactor, the catalyst was filtered off on a celite bed and the solvent was evaporated at reduced pressure.A crude product (4.5 g) was thus obtained.From the crude, pure serinol was obtained by conversion into the corresponding hydrochloride according to the following method.The reaction crude was treated with HCl 1 N up to nearly pH 1 and heated at 40° C. for 2 hours.At the end, water was evaporated at reduced pressure and the resultant residue was collected with acetone (20 ml).The mixture was kept under vigorous stirring for 3 hours.Then, the precipitate was separated by filtration and dried at 50° C. and 25 mm/Hg.Serinol hydrochloride (2.1 g) was thus isolated.Alternatively, serinol can be purified by converting it into the corresponding oxalate, for instance, as described in the aforementioned patent application EP 0238961.