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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:
1918-00-9
Molecular Weight:
221.04
Beilstein:
2453039
EC Number:
217-635-6
MDL number:
MFCD00055283
UNSPSC Code:
10171502
PubChem Substance ID:
24893833
NACRES:
NA.72

product line

BioReagent

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

Preparation and Use

Pictograms

CorrosionExclamation mark
GHS05,GHS07

Signal Word

Danger

Hazard Statements

H302,H318,H412

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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)
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)
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)
Dicamba
Cox C
JOURNAL OF PESTICIDE REFORM, 4 (1994)
Adsorption of Dicamba herbicide onto a carbon replica obtained from a layered double hydroxide
Pinto MCE
Dalton Transactions, 47(9), 3119-3127 (2018)
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