4-Amino-1-butanol Chemical Properties

Melting point:

16-18 °C (lit.)

Boiling point:

206 °C (lit.)

Density 

0.967 g/mL at 25 °C (lit.)

refractive index 

n20/D ~1.462(lit.)

Flash point:

226 °F

storage temp. 

Store below +30°C.

solubility 

Acetonitrile (Slightly), Chloroform (Sparingly), Methanol (Slightly)

form 

Liquid

pka

15.10±0.10(Predicted)

color 

Clear colorless to slightly yellow

Water Solubility 

MISCIBLE

Sensitive 

Air Sensitive & Hygroscopic

BRN 

1731411

Stability:

Unstable in Aqueous Solution

CAS DataBase Reference

13325-10-5(CAS DataBase Reference)

NIST Chemistry Reference

NH2(CH2)4OH(13325-10-5)

EPA Substance Registry System

1-Butanol, 4-amino- (13325-10-5)

Safety Information

Hazard Codes 

C

Risk Statements 

34-22

Safety Statements 

26-36/37/39-45-25

RIDADR 

UN 2735 8/PG 3

WGK Germany 

3

F 

34

HazardClass 

8

PackingGroup 

III

HS Code 

29221980

MSDS

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4-Amino-1-butanol Usage And Synthesis

Description

4-Amino-1-butanol (4AB) is an important pharmaceutical intermediate compound and a precursor of biodegradable polymers for gene delivery. It can be used in organic synthesis and biological properties studies, among others. In addition, 4-Amino-1-butanol (4AB) has been shown to have a higher CO2 solubility than 2-amino-1-ethanol (MEA), which is potentially useful in solving problems related to flue gas purification^[1-2].

Chemical Properties

Very light clear yellow liquid

Uses

4-Amino-1-butanol is a useful intermediate in a variety of organic synthesis. It is mainly used in personal-care products, preparation of water soluble cationic flocculants and ion exchange resins as well as in the preparation of beta-lactam antibiotics. It is used for the production of efficient anionic emulsifiers, nonionic polyethylene emulsions, water treatment, metal treatment and absorption of carbon dioxide gas. It is used as a pigment dispersion aid and curing agent in selected textile -resins.

Uses

4-Amino-1-butanol was used:

• As a linker in the synthesis of highly branched poly(β-amino esters)(HPAEs) for gene delivery.
• As a side chain to modulate antimicrobial and hemolytic activities of copolymers.
• In the total synthesis of (+)-fawcettimine,(+)-fawcettidine, and (?)-lycojapodine A.

Preparation

4-Amino-1-butanol (4AB) can be prepared by microbiological methods. we report for the first time the fermentative production of 4AB from glucose by metabolically engineered Corynebacterium glutamicum harboring a newly designed pathway comprising a putrescine (PUT) aminotransferase (encoded by ygjG) and an aldehyde dehydrogenase (encoded by yqhD) from Escherichia coli, which convert PUT to 4AB. Application of several metabolic engineering strategies such as fine-tuning the expression levels of ygjG and yqhD, eliminating competing pathways, and optimizing culture condition further improved 4AB production. Fed-batch culture of the final metabolically engineered C. glutamicum strain produced 24.7?g/L of 4AB^[1].

References

[1] CINDY PRICILIA SURYA PRABOWO. Microbial production of 4-amino-1-butanol, a four-carbon amino alcohol[J]. Biotechnology and Bioengineering, 2020. DOI:10.1002/bit.27438.
[2] ZULKIFLI IDRIS . Equilibrium solubility of carbon dioxide in aqueous solutions of 3-amino-1-propanol, 4-amino-1-butanol and 5-amino-1-pentanol at low partial pressures[J]. Fluid Phase Equilibria, 2015. DOI:10.1016/j.fluid.2014.11.028.

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