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248649

Sigma-Aldrich

Hydriodic acid

contains ≤1.5% hypophosphorous acid as stabilizer, ACS reagent, ≥47.0%

Synonym(s):

Hydriotic acid

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About This Item

Empirical Formula (Hill Notation):
HI
CAS Number:
Molecular Weight:
127.91
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.21

grade

ACS reagent

Quality Level

form

liquid

contains

≤1.5% hypophosphorous acid as stabilizer

concentration

≥47.0%

bp

127 °C (lit.)

density

1.5 g/mL at 25 °C

anion traces

bromide, chloride (as Cl-): ≤0.05%
sulfate (SO42-): ≤0.005%

cation traces

Fe: ≤0.001%
heavy metals: ≤0.001%

storage temp.

2-8°C

SMILES string

I

InChI

1S/HI/h1H

InChI key

XMBWDFGMSWQBCA-UHFFFAOYSA-N

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Application

Hydriodic acid is a solution of hydrogen iodide in water. It is a strong acid. It is commonly used as a reagent in various reactions such as:
  • electrophilic hydriodination of alkenes and alkynes
  • cleavage of epoxides, ethers, and acetals; conversion of alcohols to iodides   
  • reducing agent for many groups including quinones, α-diketones, α-ketols, α-halo ketones, α-diazo ketones, and sulfoxides      
  • reductive cyclization of keto acids

Hydriodic acid (hypophosphorus acid as a stabilizer) can be used for the fabrication of benzylammonium hybrid layered metal-halide perovskites for spintronic and nonlinear optical applications

pictograms

CorrosionEnvironment

signalword

Danger

Hazard Classifications

Aquatic Chronic 2 - Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class

8B - Non-combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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Siegfried Eigler et al.
Chemical communications (Cambridge, England), 49(67), 7391-7393 (2013-07-19)
The efficiency of reducing agents for the reduction of graphene oxide (GO) could be probed by scanning Raman spectroscopy. A film of graphene flakes derived from GO was probed to be graphene like. We also focus on the surface quality
Viscosities of aqueous hydrochloric acid solutions, and densities and viscosities of aqueous hydroiodic acid solutions.
Nishikata E, et al.
Journal of Chemical and Engineering Data, 26(3), 254-256 (1981)
Kazumasa Wakamatsu et al.
Pigment cell & melanoma research, 22(4), 474-486 (2009-06-06)
Pheomelanogenesis is a complex pathway that starts with the oxidation of tyrosine (or DOPA, 3,4-dihydroxyphenylalanine) by tyrosinase in the presence of cysteine, which results in the production of 5-S-cysteinyldopa and its isomers. Beyond that step, relatively little has been clarified
Relationships between circulating and intracellular thyroid hormones: physiological and clinical implications.
P R Larsen et al.
Endocrine reviews, 2(1), 87-102 (1981-01-01)
Efficient reduction of polycyclic quinones, hydroquinones, and phenols with hydriodic acid.
Konieczny M and Harvey RG.
The Journal of Organic Chemistry, 44(26), 4813-4816 (1979)

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