Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

156868

Sigma-Aldrich

(+)-N,N′-Diallyltartramide

≥99%

Synonym(s):

N,N′-Diallyl L-tartardiamide, N,N′-Diallyltartramide, DATD

Sign Into View Organizational & Contract Pricing

Select a Size

25 G
$99.20

$99.20

Please contact Customer Service for Availability
Request a Bulk Order
All Photos(2)

Select a Size

Change View
25 G
$99.20

About This Item

Linear Formula:
[CH(OH)CONHCH2CH=CH2]2
CAS Number:
58477-85-3
Molecular Weight:
228.25
Beilstein:
1712934
EC Number:
261-277-3
MDL number:
MFCD00008640
UNSPSC Code:
12352002
PubChem Substance ID:
24849641
NACRES:
NA.22

$99.20

Please contact Customer Service for Availability
Request a Bulk Order

Quality Level

100

Assay

≥99%

optical activity

[α]20/D +108°, c = 2.4 in H2O

mp

186-188 °C (lit.)

functional group

amide
hydroxyl

SMILES string

O[C@H]([C@@H](O)C(=O)NCC=C)C(=O)NCC=C

InChI

1S/C10H16N2O4/c1-3-5-11-9(15)7(13)8(14)10(16)12-6-4-2/h3-4,7-8,13-14H,1-2,5-6H2,(H,11,15)(H,12,16)/t7-,8-/m1/s1

InChI key

ZRKLEAHGBNDKHM-HTQZYQBOSA-N

Related Categories

General description

(+)-N,N′-Diallyltartramide can be used as a cross-linking agent during the preparation of hydrogels.[1][2]

Application

(+)-N,N′-Diallyltartramide can be used as a crosslinking agent:
  • In the polymerization of soluble polyacrylamide gels for electrophoresis applications.[3]
  • In the preparation of hydrogel containing cellulose, which is used as a component of an actuator capable of controlled soil irrigation.[4]
  • In the synthesis of dendronized polymers, which are used to prepare hydrogels containing ciprofloxacin for controlled drug release.[5]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
STBC2848V
58396LM
40396DM
01596CK
07696AM

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Roberto Sánchez-Sánchez et al.
Antimicrobial agents and chemotherapy, 63(7) (2019-05-08)
Previous studies on drug efficacy showed low protection against abortion and vertical transmission of Toxoplasma gondii in pregnant sheep. Bumped kinase inhibitors (BKIs), which are ATP-competitive inhibitors of calcium-dependent protein kinase 1 (CDPK1), were shown to be highly efficacious against
Ashish Khaparde et al.
Journal of pharmaceutical and biomedical analysis, 181, 113099-113099 (2020-01-25)
A generic multi-component approach was designed to perform simultaneous in situ polymerization and ligand immobilization to develop affinity porous polymer based chromatography resin in a facile mode. This strategy exploits the regioselective ring opening reaction between epoxy group of monomer
Journal of Chromatography A, 638, 165-165 (1993)
Smart valve: Polymer actuator to moisture soil control
Romero MR, et al.
Sensors and Actuators B, Chemical, 234(2), 53-62 (2016)
Olga Kornysova et al.
Electrophoresis, 25(16), 2825-2829 (2004-09-08)
A simplified approach to synthesize nonparticulate (continuous or monolithic) beds with embedded vancomycin chiral selectors for capillary electrochromatography is proposed. In the present approach, N,N'-diallyltartardiamide monomer with diol functionality is used, which can be readily converted to aldehyde groups via
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service