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N4876

Ninhydrin

powder, suitable for amino acid detection

Synonym(s):

1,2,3-Indantrione monohydrate, 2,2-Dihydroxy-1,3-indanedione, Trioxohydrindene monohydrate

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About This Item

Empirical Formula (Hill Notation):
C9H6O4
CAS Number:
Molecular Weight:
178.14
NACRES:
NA.21
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
207-618-1
MDL number:
Beilstein/REAXYS Number:
1910963
Form:
powder
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Product Name

Ninhydrin, suitable for amino acid detection

form

powder

Quality Segment

mp

250 °C (dec.) (lit.)

solubility

ethanol: 100 mg/mL, H2O: 50 mg/mL (with sonication)

suitability

suitable for amino acid detection

functional group

hydroxyl, ketone

SMILES string

OC1(O)C(=O)c2ccccc2C1=O

InChI

1S/C9H6O4/c10-7-5-3-1-2-4-6(5)8(11)9(7,12)13/h1-4,12-13H

InChI key

FEMOMIGRRWSMCU-UHFFFAOYSA-N

General description

Ninhydrin is an important building block in organic synthesis and has been employed to prepare a variety of chemicals for complexing and/or sensing metal ions. It is an amino acid-sensitive reagent used for the preparation of Ruhemann′s purple.

Application

Ninhydrin can be used:
  • For the detection of free amino groups in amino acids, peptides, and proteins.
  • As a ligand for the Cu-catalyzed N-arylation of nitrogen-containing heterocycles with aryl and heteroaryl halides to synthesize N-arylheterocycles.
  • As a reactant to synthesize aldols by reacting with active methylene compounds.
Used for the detection of free amino groups in amino acids, peptides and proteins.

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This Item
151173NX0403
description

suitable for amino acid detection

description

ACS reagent

description

-

solubility

ethanol: 100 mg/mL, H2O: 50 mg/mL (with sonication)

solubility

H2O: passes test

solubility

-

Quality Level

200

Quality Level

200

Quality Level

100

mp

250 °C (dec.) (lit.)

mp

250 °C (dec.) (lit.)

mp

-

form

powder

form

solid

form

solid

suitability

suitable for amino acid detection

suitability

passes test for sensitivity to amino acids

suitability

-

functional group

hydroxyl, ketone

functional group

ketone, hydroxyl

functional group

-


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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Codes

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

Storage Class

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

PPE (personal protective equipment)

dust mask type N95 (US), Eyeshields, Gloves



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Questions

1–3 of 3 Questions  
  1. What is the limit of detection when using the reagent? 

    1 answer
    1. The limit of detection for this product has not been determined. For assay purposes, this Ninhydrin product is tested for suitability at a concentration of 5 ug in a 10 mg/mL solution of b-Alanine. In addition, the 0.2% Ninhydrin spray reagent has been tested for detection of Glycine, Lysine, and Alanine at 1 ug, 5 ug, and 10 ug in TLC. Please see the link below to review a publication that may be of interest.
      https://www.sciencedirect.com/science/article/pii/S0039914012005255

      Helpful?

  2. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

      Helpful?

  3. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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