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Key Documents

D5417

Sigma-Aldrich

Dicamba

suitable for plant cell culture, BioReagent

Synonym(s):

3,6-Dichloro-2-methoxybenzoic acid, 3,6-Dichloro-o-anisic acid

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About This Item

Linear Formula:
Cl2C6H2(OCH3)CO2H
CAS Number:
Molecular Weight:
221.04
Beilstein/REAXYS Number:
2453039
EC Number:
MDL number:
UNSPSC Code:
10171502
PubChem Substance ID:
NACRES:
NA.72

product line

BioReagent

Quality Level

form

powder

technique(s)

cell culture | plant: suitable

mp

112-116 °C (lit.)

application(s)

agriculture

storage temp.

2-8°C

SMILES string

COc1c(Cl)ccc(Cl)c1C(O)=O

InChI

1S/C8H6Cl2O3/c1-13-7-5(10)3-2-4(9)6(7)8(11)12/h2-3H,1H3,(H,11,12)

InChI key

IWEDIXLBFLAXBO-UHFFFAOYSA-N

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General description

Dicamba (3,6-dichloro-2-methoxybenzoic acid) is an organochlorine compound, with plant growth auxin characteristics.

Application

Dicamba has been used:
  • as an auxin to maintain wheat embryos post pollination
  • as a Murashige and Skoog (MS) medium supplement to culture embryos
  • as an auxin in induction medium to induce somatic embryogenesis in barely tissue culture

Biochem/physiol Actions

Dicamba is a broad leaf growth regulator that mimics plant growth auxins. Dicamba is used as a herbicide and is effective against glyphosate-resistant (GR) giant ragweed.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Preparation Note

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Improving the efficiency of isolated microspore culture in six-row spring barley: II-exploring novel growth regulators to maximize embryogenesis and reduce albinism
Esteves P, et al.
Plant Cell Reports, 33(6), 871-879 (2014)
B S Clegg et al.
Journal of agricultural and food chemistry, 49(5), 2168-2174 (2001-05-23)
A competitive indirect enzyme-linked immunosorbent assay (CI-ELISA) was developed to quantitate the herbicide dicamba (3,6-dichloro-2-methoxybenzoic acid) in water. The CI-ELISA has a detection limit of 2.3 microg L(-1) and a linear working range of 10--10000 microg L(-1) with an IC(50)
Generation of amphidiploids from hybrids of wheat and related species from the genera Aegilops, Secale, Thinopyrum, and Triticum as a source of genetic variation for wheat improvement
Nemeth C, et al.
Genome / National Research Council Canada = Genome / Conseil National de Recherches Canada, 58(2), 71-79 (2015)
Adsorption of Dicamba herbicide onto a carbon replica obtained from a layered double hydroxide
Pinto MCE
Dalton Transactions, 47(9), 3119-3127 (2018)
Analysis of retrotransposition and DNA methylation in barley callus culture
Temel A and Gozukirmizi N
Acta Biologica Hungarica, 64(1), 86-95 (2013)

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