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Tetrabutylammonium iodide

Tetrabutylammonium iodide

CAS: 311-28-4

Molecular Formula: C16H36IN

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Tetrabutylammonium iodide - Names and Identifiers

Name Tetrabutylammonium iodide
Synonyms tbai
Tetrabutylammonium i
tetrabutyl-ammoniuiodide
tetrabutylammonium iodid
Tetrabutylazanium iodide
Tetrabutylaminium·iodide
tetranbutylammoniumiodide
Tetrabutylammonium iodide
tetra-n-butylammoniumjodid
tetrabutyl ammonium iodide
tetrabutylammoniumiodidegr
tetra butyl ammonium iodide
Tetra-n-butylammonium iodide
tetran-butylammoniumiodidea.r.
Tetra(but-1-yl)ammonium iodide
n,n,n-tributyl-1-butanaminiuiodide
n,n,n-tributyl-1-butanaminiumiodide
Tetrabutylammonium iodide, HPLC grade
1-butanaminium,n,n,n-tributyl-,iodide
Tetrabutylammonium iodide, extra pure
TETRABUTYLAMMONIUM IODIDE extrapure AR
CAS 311-28-4
EINECS 206-220-5
InChI InChI=1/C16H36N.HI/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;/h5-16H2,1-4H3;1H/q+1;/p-1
InChIKey DPKBAXPHAYBPRL-UHFFFAOYSA-M

Tetrabutylammonium iodide - Physico-chemical Properties

Molecular FormulaC16H36IN
Molar Mass369.37
Density1.20
Melting Point141-143°C(lit.)
Boling Point145.3℃[at 101 325 Pa]
Flash Point100℃
Water SolubilitySoluble in water and methanol. Insoluble in benzene.
Solubility Soluble in water and ethanol, slightly soluble in chloroform.
Vapor Presure0Pa at 25℃
AppearanceWhite or brown powder
ColorWhite to cream
OdorAmine like
Exposure LimitACGIH: TWA 0.01 ppm
Maximum wavelength(λmax)['λ: 290 nm Amax: 0.1',
, 'λ: 300 nm Amax: 0.05',
, 'λ: 320 nm Amax: 0.02',
, 'λ: 500
BRN3916152
Storage ConditionStore below +30°C.
StabilityStable. Incompatible with strong oxidizing agents. Light-sensitive.
SensitiveLight Sensitive & Hygroscopic
MDLMFCD00011636
Physical and Chemical PropertiesDensity 1.20
melting point 141-150°C
UseUsed as a polarographic analysis reagent

Tetrabutylammonium iodide - Risk and Safety

Hazard SymbolsXn - Harmful
Harmful
Risk CodesR22 - Harmful if swallowed
R36/37/38 - Irritating to eyes, respiratory system and skin.
Safety DescriptionS26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36 - Wear suitable protective clothing.
S37/39 - Wear suitable gloves and eye/face protection
WGK Germany3
RTECSBS5450000
FLUKA BRAND F CODES8
TSCAYes
HS Code29239000
ToxicityLD50 orally in Rabbit: 1990 mg/kg

Tetrabutylammonium iodide - Introduction

Easy to absorb moisture. It's irritating. Solubility in water <5%.
Last Update:2022-10-16 17:24:30

Tetrabutylammonium iodide - Reference Information

LogP0.869 at 25℃
EPA chemical information Information provided by: ofmpub.epa.gov (external link)
overview tetrabutylammonium iodide (TBAI) is a commonly used phase transfer catalyst, which can increase the reaction rate or effectively promote a variety of chemical reactions. The reagent can be used as an iodine source to generate iodides needed for the reaction in situ, which can avoid the use of some unstable and expensive iodides. In addition, this reagent is also widely used in the dealkylation reaction of esters and ethers.
Properties Tetrabutylammonium iodide is an organic ammonium compound, which is a white crystal or powder, stable at room temperature and pressure. Soluble in water.
application tetrabutylammonium iodide is an organic ammonium compound, which can be used as a phase transfer catalyst and polarographic analysis reagent.
TBAI as a phase transfer catalyst can effectively promote the alkylation of nucleophilic substrates such as alcohols, amines and phospholipids. In the two-phase reaction system, TBAI is more important as a phase transfer catalyst to promote the reaction.
Use Used as polarographic analysis reagent
Ion pair chromatography reagent, phase transfer catalyst, polarographic analysis reagent. Organic synthesis.
Production method 1. In a round bottom flask with a reflux condenser, hold 200 ml of tri-n-butylamine and 100 ml of iodine n-butane. Heat on a steam bath for 65 hours, filter out the solids, wash with a small amount of ethyl acetate, and dissolve in the minimum amount of cold ethanol. The resulting solution was mixed with an equal volume of 10% potassium hydroxide ethanol solution and then poured into water. Part of the ethanol is evaporated under reduced pressure to obtain the iodide crystal. Recrystallized three times in anhydrous ethyl acetate to obtain 150 grams of product.
Last Update:2024-04-10 22:29:15
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View History
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