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HomeProduct name list4-Amino-1-butanol

4-Amino-1-butanol

Synonym(s):4-Hydroxybutylamine

  • CAS NO.:13325-10-5
  • Empirical Formula: C4H11NO
  • Molecular Weight: 89.14
  • MDL number: MFCD00008230
  • EINECS: 236-364-4
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-10-29 11:48:30
4-Amino-1-butanol Structural

What is 4-Amino-1-butanol?

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

The Uses of 4-Amino-1-butanol

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.

The Uses of 4-Amino-1-butanol

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.

Properties of 4-Amino-1-butanol

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)
pka 15.10±0.10(Predicted)
form  Liquid
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 for 4-Amino-1-butanol

Signal word Danger
Pictogram(s)
ghs
Corrosion
Corrosives
GHS05
GHS Hazard Statements H314:Skin corrosion/irritation
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P363:Wash contaminated clothing before reuse.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for 4-Amino-1-butanol

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