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2-Amino-1,3-propanediol

2-Amino-1,3-propanediol Structure
CAS No.
534-03-2
Chemical Name:
2-Amino-1,3-propanediol
Synonyms
2-AMINOPROPANE-1,3-DIOL;SERINOL;DL-SERINOL;Serinol 98%;S8002Dl-Serinol;2-Aminoglycerol;2-Amino-1,3-propaned;Silk ammonia alcohol;2-Aminopropan-1,3-diol;2-AMINO-1,3-PROPANDIOL
CBNumber:
CB1738085
Molecular Formula:
C3H9NO2
Molecular Weight:
91.11
MOL File:
534-03-2.mol
MSDS File:
SDS
Modify Date:
2024/7/24 13:33:21

2-Amino-1,3-propanediol Properties

Melting point 52-55 °C (lit.)
Boiling point 277 °C (lit.)
Density 1.1278 (rough estimate)
vapor pressure 0.01Pa at 25℃
refractive index 1.4698 (estimate)
Flash point >230 °F
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility DMSO (Soluble, Sonicated), Methanol (Slightly, Sonicated), Water (Slightly)
pka 12.24±0.10(Predicted)
form Adhering Crystalline Powder
color White to off-white
Water Solubility Soluble in water and alcohol.
Sensitive Hygroscopic
BRN 635683
Stability Hygroscopic
InChIKey KJJPLEZQSCZCKE-UHFFFAOYSA-N
LogP -1.82 at 20℃
CAS DataBase Reference 534-03-2(CAS DataBase Reference)
NIST Chemistry Reference 2-Amino-1,3-propanediol(534-03-2)
EPA Substance Registry System 1,3-Propanediol, 2-amino- (534-03-2)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P260-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363
Hazard Codes  C,Xi
Risk Statements  34
Safety Statements  26-27-28-36/37/39-45
RIDADR  UN 3263 8/PG 2
WGK Germany  1
3-10-34
Hazard Note  Corrosive
TSCA  Yes
HazardClass  8
PackingGroup  III
HS Code  29221990
NFPA 704
1
3 1

2-Amino-1,3-propanediol price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) 357898 Serinol 98% 534-03-2 1G ₹1634.58 2022-06-14 Buy
Sigma-Aldrich(India) 357898 Serinol 98% 534-03-2 5G ₹3756.28 2022-06-14 Buy
TCI Chemicals (India) A1252 2-Amino-1,3-propanediol min. 98.0 % 534-03-2 5G ₹2900 2022-05-26 Buy
TCI Chemicals (India) A1252 2-Amino-1,3-propanediol min. 98.0 % 534-03-2 25G ₹9000 2022-05-26 Buy
Product number Packaging Price Buy
357898 1G ₹1634.58 Buy
357898 5G ₹3756.28 Buy
A1252 5G ₹2900 Buy
A1252 25G ₹9000 Buy

2-Amino-1,3-propanediol Chemical Properties,Uses,Production

Description

2-Amino-1,3-propanediol (2-APD, also known as serinol) is a high-value-added chemical that is used as a building block for the synthesis of a variety of compounds, including drugs to treat type 2 diabetes mellitus, the antibiotic chloramphenicol, immune multiple sclerosis, and a new generation of nonionic X-ray contrast agents.

Chemical Properties

white to off-white adhering crystalline powder

Uses

2-Amino-1,3-propanediol is used as an intermediate in several chemical applications and also useful for serinol and some of its derivatives.

Preparation

Add 20% 2-nitro-1,3-propanediol methanol solution (1250 g) to 5% palladium/carbon 3.5 g. Hydrogen (70 L, pressure 3MPa) was continuously introduced and reacted at 75°C for 5 hours to obtain serine alcohol solution. The serine alcohol solution is pumped into a high vacuum distillation vessel, vacuumed to 40 pa, and methanol is distilled for reuse. Yield = 97.2%.2-Amino-1,3-propanediol

Biosynthesis

Currently, the manufacture of 2-Amino-1,3-propanediol (2-APD) predominantly relies on chemical processes by utilizing fossil fuel-derived and highly explosive raw materials. In addition to chemical synthesis, its synthesis can also rely on biosynthesis. Luo et al. established an artificial biosynthetic pathway for converting glucose to 2-APD in a metabolically engineered Escherichia coli. This artificial pathway employs an engineered heterogeneous aminotransferase RtxA for diverting dihydroxyacetone phosphate (DHAP) to generate 2-APD phosphate and an endogenous phosphatase for converting it into the target product 2-APD. 2-APD-P is 2-amino-1,3-propanediol phosphate[1].2-Amino-1,3-propanediol

Origin

In the 1970s, 2-Amino-1,3-propanediol (2-APD) was first reported to be a molecular building block of the natural products rhizobitoxine and dihydrorhizobitoxine produced by the legume symbiont Rhizobium japonicum[1].

General Description

Serinol activates toxin production in the attenuated cultures of Helminthosporium sacchari. Preparation of polyesters derived from serinol is reported.

References

[1] Luo Y, et al. An Artificial Biosynthetic Pathway for 2?Amino-1,3-Propanediol Production Using Metabolically Engineered Escherichia coli. ACS Synthetic Biology, 2019; 8: 548–556.

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