| Identification | More | [Name]
1,3-Diamino-2-propanol | [CAS]
616-29-5 | [Synonyms]
1,3-DIAMINO-2-HYDROXYPROPAN
1,3-DIAMINO-2-HYDROXYPROPANE
1,3-DIAMINO-2-PROPANOL
1,3-DIAMINOPROPAN-2-OL
2-HYDROXY-1,3-DIAMINOPROPANE
1,3-diamino-2-propano
1,3-Diamino-2-hydroxypropane, tech
2-hydroxy-1,3-propylenediamine
2-Hydroxy-1,3-propanediamine
2-Hydroxypropylenediamine
1,3-Diamino-2-propanol ,97%
2-Hydroxytrimethylenediamine
Glycerol-α,γ-diamine | [EINECS(EC#)]
210-474-2 | [Molecular Formula]
C3H10N2O | [MDL Number]
MFCD00008142 | [Molecular Weight]
90.12 | [MOL File]
616-29-5.mol |
| Chemical Properties | Back Directory | [Appearance]
white to yellowish low melting solid | [Melting point ]
40-44 °C(lit.)
| [Boiling point ]
235°C | [density ]
1.0352 (rough estimate) | [refractive index ]
1.4610 (estimate) | [Fp ]
>230 °F
| [storage temp. ]
2-8°C
| [solubility ]
water: soluble1g/10 mL | [form ]
Low Melting Solid | [pka]
9.69, 7.93(at 20℃) | [color ]
White to yellow | [Water Solubility ]
Very soluble in water. | [Detection Methods]
GC,NMR | [BRN ]
741859 | [InChI]
InChI=1S/C3H10N2O/c4-1-3(6)2-5/h3,6H,1-2,4-5H2 | [InChIKey]
UYBWIEGTWASWSR-UHFFFAOYSA-N | [SMILES]
C(N)C(O)CN | [CAS DataBase Reference]
616-29-5(CAS DataBase Reference) | [EPA Substance Registry System]
616-29-5(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
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 . | [RIDADR ]
3259 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HazardClass ]
8 | [PackingGroup ]
III | [HS Code ]
29221990 |
| Hazard Information | Back Directory | [Description]
1,3-Diamino-2-propanol (DAP), also known as 2-hydroxy-1,3-diaminopropane, is a white to yellowish low melting solid. Keep in a cool, well-ventilated place. Avoid prolonged storage periods. Store under inert gas, in a tightly sealed container and at ambient temperatures. 1,3-Diamino-2-propanol is incompatible with acids and strong oxidizing agents and should not be stored or handled in their vicinity. | [Chemical Properties]
white to yellowish low melting solid | [Uses]
- 1,3-Diamino-2-propanol is a versatile bidentate diamine ligand which is used in the synthesis of a variety of organometallic compounds.
- It is a precursor to synthesize the fluorogenic dsDNA binder, N1,N3-bis(4-amidinophenyl)propane-1,3-diamine (BAPPA).
- It can also be used as a branching unit in the synthesis of peptide dendrimers.
| [Application]
1,3-diamino-2-propanol (DAPL), a close analog of 1,3-diaminopropane, is an indirect inhibitor of ornithine decarboxylase (ODC). It is administered orally and inhibits ODC activity in the livers of partially hepatectomized rats[1]. It contains amine and hydroxyl groups. Therefore, it can be crosslinked with the carboxyl group via covalent and hydrogen bonds and has been investigated as a diamine monomer in the aqueous phase to fabricate the high-performance RO membrane[2]. | [Preparation]
1,3-Diamino-2-propanol is synthesized by reacting Epichlorohydrin with ammonia in alkaline
environment by adding sodium hydroxide. Afterwards, the product
undergoes a series of purification steps.
 | [Hazard]
1,3-Diamino-2-propanoli is a hazardous chemical.
H302 (66.17%): Harmful if swallowed [Warning Acute toxicity, oral]. H314 (66.92%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]. H315 (33.08%): Causes skin irritation [Warning Skin corrosion/irritation]. H317 (66.17%): May cause an allergic skin reaction [Warning Sensitization, Skin]. H318 (66.17%): Causes serious eye damage [Danger Serious eye damage/eye irritation]. H319 (33.08%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]. H335 (34.59%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation. | [Purification Methods]
Dissolve it in an equal amount of water, shake it with charcoal and distil it at 68o/0.1mm. The distillate solidifies. It is too viscous to be distilled through a packed column. [Beilstein 4 IV 1694.] | [References]
[1] Raunio H, et al. The inhibition of induction of microsomal monooxygenase activity by 1,3-diamino-2-propanol, an inhibitor of ornithine decarboxylase. Biochemical and Biophysical Research Communications, 1979; 9: 285–290.
[2] Su T, et al. A novel polyamide thin-film nanocomposite reverse osmosis membrane constructed by a 3D multi-layer graphene oxide assembled with 1,3-diamino-2-propanol. Journal of Membrane Science, 2023; 681: 121773.
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