1,5-DIAMINO-3-OXAPENTANE

1,5-DIAMINO-3-OXAPENTANE Property

Boiling point:

69-71 °C (15 mmHg)

Density 

0,98 g/cm³

vapor pressure 

2.39hPa at 20℃

refractive index 

1.455-1.458

storage temp. 

2-8°C(protect from light)

form 

Liquid

pka

pK1: 8.62(+2);pK2: 9.59(+1) (30°C)

color 

Clear colorless

Water Solubility 

100g/L at 20℃

InChI

InChI=1S/C4H12N2O/c5-1-3-7-4-2-6/h1-6H2

InChIKey

GXVUZYLYWKWJIM-UHFFFAOYSA-N

SMILES

O(CCN)CCN

LogP

-2.12 at 22℃

CAS DataBase Reference

2752-17-2

EPA Substance Registry System

Ethanamine, 2,2'-oxybis- (2752-17-2)

Safety

Hazard Codes 

C

Risk Statements 

34-41

Safety Statements 

45-36/37/39-26-39

RIDADR 

UN 2735 8/PG III

HazardClass 

8

PackingGroup 

III

HS Code 

29221990

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

1,5-DIAMINO-3-OXAPENTANE Chemical Properties,Usage,Production

Description

Amino-PEG1-Amine is a water soluble PEG linker containing two amino groups. The amino groups are reactive with carboxylic acids, activated NHS esters, carbonyls (ketone, aldehyde) etc.

Chemical Properties

clear colorless liquid

Uses

2,2''-Oxydiethanamine is a coating resin modifier.

Definition

ChEBI: Diamino-poly(ethylene glycol) is a poly(ethylene glycol) terminated with -NH2 groups. It is a poly(ethylene glycol) derivative and a primary amino compound.

Flammability and Explosibility

Not classified

Synthesis

General procedure for the synthesis of 2,2'-oxydiethylamine from 2,2'-(oxybis(ethane-2,1-diyl))bis(isoindoline-1,3-dione): the raw material (575 mg, 0.83 mmol) was mixed with 80% hydrazine hydrate (8.3 mmol) in chloroform (10 mL) with reflux stirring for 4 hours. After completion of the reaction, the reaction mixture was treated with water and extracted with chloroform. The organic layer was dried with magnesium sulfate followed by evaporation of the solvent. Purification by distillation afforded the target product 2,2'-oxy diethylamine (9a) in 93% yield; boiling point 75-79°C/5 mmHg (literature value 31: 55-60°C/2 mmHg). The structure of the product was confirmed by 1H NMR (500 MHz, DMSO-d6) δ 8.31 (4H, br s), 3.32 (4H, t, J = 5.5 Hz), 2.63 (4H, t, J = 5.5 Hz); 13C NMR (500 MHz, DMSO-d6) δ 72.7, 41.3; and mass spectrum (FAB) m/z: 105 [ M + H] for confirmation.

References

[1] Tetrahedron, 2016, vol. 72, # 29, p. 4258 - 4272
[2] Chemistry of Heterocyclic Compounds (New York, NY, United States), 1982, vol. 18, # 2, p. 193 - 196
[3] Khimiya Geterotsiklicheskikh Soedinenii, 1982, # 2, p. 246 - 249
[4] Journal of Organic Chemistry USSR (English Translation), 1980, vol. 16, p. 1124 - 1129
[5] Zhurnal Organicheskoi Khimii, 1980, vol. 16, # 6, p. 1301 - 1307