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I1006

Sigma-Aldrich

Bis(3-aminopropyl)amine

98%

Synonym(s):

BAPA, 3,3′-Diaminodipropylamine, 3,3′-Iminodipropylamine, N-(3-Aminopropyl)-1,3-propanediamine, Dipropylenetriamine, Norspermidine

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About This Item

Linear Formula:
(NH2CH2CH2CH2)2NH
CAS Number:
56-18-8
Molecular Weight:
131.22
Beilstein:
1071254
MDL number:
MFCD00008214
UNSPSC Code:
12352100
PubChem Substance ID:
24895916
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.481 (lit.)

bp

151 °C/50 mmHg (lit.)

mp

−14 °C (lit.)

density

0.938 g/mL at 25 °C (lit.)

SMILES string

NCCCNCCCN

InChI

1S/C6H17N3/c7-3-1-5-9-6-2-4-8/h9H,1-8H2

InChI key

OTBHHUPVCYLGQO-UHFFFAOYSA-N

Gene Information

mouse ... Odc1(18263)

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Application

Bis(3-aminopropyl)amine (BAPA) can be used:
  • To synthesize chitosan based hydrogels having potential biomedical applications.
  • For the functionalization of nanoparticles to yield terminal −NH2 groups for further modifications.
  • As an internal dispersing agent for the synthesis of water-dispersible polyurethanes.
  • As a ligand in the preparation of [Cu(bapa)]2[Mo(CN)8]·7H2O photomagnetic coordination polymer.

Signal Word

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 3 Dermal - Acute Tox. 4 Oral - Eye Dam. 1 - Muta. 2 - Skin Corr. 1A - Skin Sens. 1A - STOT RE 2

Target Organs

thymus

Storage Class Code

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

WGK

WGK 2

Flash Point(F)

242.6 °F - closed cup

Flash Point(C)

117 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Palladium nanoparticles immobilized on EDTA-modified Fe3O4@ SiO2 nanospheres as an efficient and magnetically separable catalyst for Suzuki and Sonogashira cross-coupling reactions.
Esmaeilpour M, et al.
Applied Organometallic Chemistry, 32(4), e4302-e4302 (2018)
Photo-induced magnetic properties of the [CuII(bapa)]2[MoIV(CN) 8]?7H2O molecular ribbon.
Stefanczyk O, et al.
Journal of Material Chemistry C, 3(33), 8712-8719 (2015)
Isocyanate-Free Approach to Water-Borne Polyurea Dispersions and Coatings.
Ma S, et al.
ChemSusChem, 11(1), 149-158 (2018)
H Nakao et al.
Journal of general microbiology, 135(Pt 2), 345-351 (1989-02-01)
Previous investigations have shown that members of the genus Vibrio possess a novel enzyme activity decarboxylating L-2,4-diaminobutyric acid (DABA) to 1,3-diaminopropane (DAP). In this paper we describe the purification, by about 3600-fold, of the enzyme from V. alginolyticus. The purified
H Nara et al.
Bioconjugate chemistry, 6(1), 54-61 (1995-01-01)
A novel 2'-deoxyuridine analogue with syn-norspermidine at the 5-position, 5-[4-[N,N-bis(3-amino-propyl)amino]butyl]-2'-deoxyuridine (1), has been synthesized from 5-iodo-2'-deoxyuridine. This nucleoside 1 was incorporated into heptadecadeoxynucleotides 5'-d[1(MT)8]-3' and 5'-[(TM)(4)1(MT)4]-3'(M = 5-methyl-2'-deoxycytidine). The triamine group stabilized duplex and triplex formation of the heptadecadeoxynucleotides with
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