Basic information
- Standard SMILES
NCCCCO- InChIKey
BLFRQYKZFKYQLO-UHFFFAOYSA-N- Molecular formula
- C4H11NO
- Average molar mass
- 89.14 g/mol
- Monoisotopic mass
- 89.08406397
Overview
structure given in first source
Names & identifiers
- Preferred name
- 4-Amino-1-butanol
- IUPAC
- 4-aminobutan-1-ol
- English name
- 4-Amino-1-butanol
- Molecular formula
- C4H11NO
- Molecular weight
- 89.14
Names & synonyms
Show more names
Database identifiers
- CAS
13325-10-5- PubChem CID
- 25868
- DTXSID
DTXSID70158027- EC Number
- 236-364-4
- Nikkaji
- J50.239A
Properties
Computed structural properties
- XLogP
- -1.1
- Topological polar surface area
- 46.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 3
- Heavy atoms
- 6
- Formal charge
- 0
- Complexity
- 23.5
Experimental & physicochemical properties
Physicochemical properties
- Melting point
- 16 · 16-18 °C (lit.)
- Boiling point
- 206 °C · 206 °C (lit.)
- Density
- 0.967 g/mL · 0.967 g/mL at 25 °C (lit.)
- refractive index
- 20 · n20/D ~1.462(lit.)
- Flash point
- 226 °F · 226 °F
- storage temp.
- 30 °C · Store below +30°C.
- solubility
- Acetonitrile (Slightly), Chloroform (Sparingly), Methanol (Slightly)
- form
- Liquid
- pka
- 15.1 · 15.10±0.10(Predicted)
- color
- Clear colorless to slightly yellow
- Water Solubility
- MISCIBLE
- Sensitive
- Air Sensitive & Hygroscopic
- BRN
- 1731411 · 1731411
- Stability
- Unstable in Aqueous Solution
- InChI
- 1S/C4H11NO/c5-3-1-2-4-6/h6H,1-5H2
- InChIKey
- BLFRQYKZFKYQLO-UHFFFAOYSA-N
- SMILES
- NCCCCO
- CAS DataBase Reference
- 13325 · 13325-10-5(CAS DataBase Reference)
- NIST Chemistry Reference
- 2 · NH2(CH2)4OH(13325-10-5)
- EPA Substance Registry System
- 1 · 1-Butanol, 4-amino- (13325-10-5)
- UNSPSC Code
- 12352104 · 12352104
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05
- Signal word
- Danger
- Hazard statements
- 314 · H314
- Precautionary statements
- 280 · P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- Hazard Codes
- C
- Risk Statements
- 34 · 34-22
- Safety Statements
- 26 · 26-36/37/39-45-25
- RIDADR
- 2735 · UN 2735 8/PG 3
- WGK Germany
- 3 · 3
- F
- 34 · 34
- HazardClass
- 8 · 8
- PackingGroup
- III
- HS Code
- 29221980 · 29221980
- Storage Class
- 8 A · 8A - Combustible corrosive hazardous materials
- Hazard Classifications
- 1 Skin · Eye Dam. 1Skin Corr. 1B
- Limited Quantities
- 5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
Safety & regulation
GHS classification
GHS Classification
Danger
H302 (12.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P264, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 63 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Safety data
- F
- 34
- PPE
- Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
- wgk
- 3
- ridadr
- UN 2735 8/PG 3
- hs_code
- 29221980
- risk_code
- 34-22
- Signal word
- Danger
- Symbol(GHS)
- GHS05
- hazard_code
- C
- safety_code
- 26-36/37/39-45-25
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- III
- Hazard statements
- H314
- Limited Quantities
- 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
- Excepted Quantities
- Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
- Hazard Classifications
- Eye Dam. 1Skin Corr. 1B
- Precautionary statements
- P280-P303+P361+P353-P304+P340+P310-P305+P351+P338-P363-P405
Chemistry & industry
Applications
Description4-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].
Uses4-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.
Uses4-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 methods
Preparation4-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 24.7g/L of 4AB[1].
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Related reactions
Linked notes
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