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: 2026-05-28 02:43:13
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 | n |
| 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) |
![]() 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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