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4-Amino-1-butanol

HCID 25868
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Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
13325-10-5
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

4-Amino-1-butanol13325-10-54-AminobutanolDTXSID70158027RefChem:518207DTXCID7080518236-364-44-aminobutan-1-ol1-BUTANOL, 4-AMINO-4-AMINO-BUTAN-1-OLMFCD000082304-hdyroxybutylamine
Show more names
BUTANOLAMINE4-hydroxybutan-1-aminiumSKL271N-ABU(4)-OLH-ABUT(4)-OLNH2-(CH2)4-OH2-AcetyLhiophene
4-Hydroxy-n-butylaminebutane, 1-amino-4-hydroxy-4-amino-butanol4amino-1-butanol4-Aminobutanol-14-hydroxybutylamineEINECS 236-364-44-amino 1-butanol

Database identifiers

CAS
13325-10-5
PubChem CID
25868
DTXSID
DTXSID70158027
EC Number
236-364-4
Nikkaji
J50.239A

Properties

Computed structural propertiesFilling in

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

DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesOptical coefficient

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

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

GHS classification

GHS Classification · 4 items

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

Regulatory InformationChemical: 1-Butanol, 4-amino-
Hazard Classes and CategoriesAcute Tox. 4 (12.7%)

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

Chemistry & industry

Applications · 3 items

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 · 1 item

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

Related reactions

270 records
New reaction record
HRID 5430 reaction equation
HRID 5430As reactantuspto-grants-1993_09
HRID 9415 reaction equation
HRID 9415As reactantuspto-grants-2006_08
HRID 16661 reaction equation
HRID 16661As reactantuspto-grants-2010_06
HRID 18011 reaction equation
HRID 18011As reactantuspto-grants-2010_06
HRID 18017 reaction equation
HRID 18017As reactantuspto-grants-2010_06
HRID 35044 reaction equation
HRID 35044As reactantuspto-grants-1988_08
HRID 35945 reaction equation
HRID 35945As reactantuspto-grants-1995_05
HRID 39544 reaction equation
HRID 39544As reactantuspto-grants-2013_09
Page 1 of 34

Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
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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)
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
Acetonitrile
N,N-Dimethylformamide
Potassium hydroxide
Acetyl chloride
Zinc chloride
4-Chloro-1-butanol
Hydrazine hydrate
Tetrahydrofuran
Diethyl ether
Cobalt chloride
Potassium phthalimide
1H-Isoindole-1,3(2H)-dione, 2-[4-(acetyloxy)butyl]-
2-(4-Hydroxybutyl)-2H-isoindole-1,3-dione
4-aminobut-2-yn-1-ol hydrochloride
Isobutyl nitrite
1,4-Diaminobutane
4-Aminobutyric acid

Downstream products

4-bromobutan-1-amine