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CAS No.: | 311-28-4 |
---|---|
Name: | Tetrabutylammonium iodide |
Article Data: | 24 |
Molecular Structure: | |
Formula: | C16H36IN |
Molecular Weight: | 369.373 |
Synonyms: | 1-Butanaminium,N,N,N-tributyl-, iodide (9CI);Ammonium, tetrabutyl-, iodide (8CI);N,N,N-Tributyl-1-butanaminium iodide; |
EINECS: | 206-220-5 |
Density: | 1.20 g/mL at 25 °C |
Melting Point: | 141-143 °C(lit.) |
Boiling Point: | 145.3℃[at 101 325 Pa] |
Flash Point: | 100oC |
Solubility: | acetonitrile: 0.1 g/mL, clear, colorless |
Appearance: | white or tan powder |
Hazard Symbols: | Xn |
Risk Codes: | 22-36/37/38 |
Safety: | 26-36-37/39 |
PSA: | 0.00000 |
LogP: | 2.00760 |
tributyl-amine
methyl (2Z)-3-iodoprop-2-enoate
A
tetra-(n-butyl)ammonium iodide
Conditions | Yield |
---|---|
In toluene Heating; | A 96% B 94% |
Conditions | Yield |
---|---|
In dichloromethane at 40℃; for 24h; Inert atmosphere; | A n/a B 95% C n/a |
Conditions | Yield |
---|---|
With butanone | |
at 170℃; | |
at 100 - 110℃; | |
In ethyl acetate |
Conditions | Yield |
---|---|
at 100 - 110℃; |
tributyl-amine
dibutylamine
N-butylamine
tetra-(n-butyl)ammonium iodide
Conditions | Yield |
---|---|
With ethanol at 110℃; Edukt 4: Butyljodid; |
1-bromocyclohexane
Tetra-n-butylammonium-phenylcyanphosphid
A
tetra-(n-butyl)ammonium iodide
B
C13H16NP
Conditions | Yield |
---|---|
In tetrahydrofuran |
ethyl bromide
Tetra-n-butylammonium-phenylcyanphosphid
A
ethylphenylphosphinous cyanide
B
tetra-(n-butyl)ammonium iodide
Conditions | Yield |
---|---|
In tetrahydrofuran |
dichloromethane
Tetra-n-butylammonium-phenylcyanphosphid
A
tetra-(n-butyl)ammonium iodide
B
C8H7ClNP
Conditions | Yield |
---|---|
In tetrahydrofuran |
n-Butyl chloride
Tetra-n-butylammonium-phenylcyanphosphid
A
tetra-(n-butyl)ammonium iodide
B
C11H14NP
Conditions | Yield |
---|---|
In tetrahydrofuran |
tetrabutylammonium perchlorate
triethylammonium iodide
A
tetra-(n-butyl)ammonium iodide
B
Triethylammonium perchlorate
Conditions | Yield |
---|---|
In chloroform at 25℃; Equilibrium constant; |
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The IUPAC name of Tetrabutylammonium iodide is tetrabutylazanium iodide. With the CAS registry number 311-28-4, it is also named as N,N,N-Tributyl-1-butanaminium iodide. The product's categories are Quarternary Ammonium Salts; Ammonium Iodides (Quaternary); Quaternary Ammonium Compounds. Besides, it is white or tan powder, which should be stored in sealed, dry and dark place. It is stable and incompatible with strong oxidizing agents. In addition, its molecular formula is C16H36IN and molecular weight is 369.37.
The other characteristics of this product can be summarized as: (1)EINECS: 206-220-5; (2)H-Bond Donor: 0; (3)H-Bond Acceptor: 1; (4)Rotatable Bond Count: 12; (5)Exact Mass: 369.189243; (6)MonoIsotopic Mass: 369.189243; (7)Topological Polar Surface Area: 0; (8)Heavy Atom Count: 18; (9)Complexity: 116; (10)Density: 1.20 g/mL at 25 °C; (11)Melting point: 141-150 °C; (12)Solubility: Acetonitrile: 0.1 g/mL.
Preparation of Tetrabutylammonium iodide: this chemical can be prepared by the reaction of Tributylamine with (Z)-3-Iodpropensaeure-methylester.
This reaction needs Toluene by heating. The yield is 94 %.
Uses of Tetrabutylammonium iodide: this chemical is ued as phase transfer catalyst, and reagent for polarographic analysis. Similarly, it can react with Diacetoxy-phenyl-l3-iodane to get Tetrabutylammonium diacetoxyiodate(I).
This reaction needs CHCl3. The yield is 85 %.
When you are using this chemical, please be cautious about it as the following: it is irritating to eyes, respiratory system and skin. It is also harmful if swallowed. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection.
People can use the following data to convert to the molecule structure.
(1)SMILES: [I-].CCCC[N+](CCCC)(CCCC)CCCC
(2)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
(3)InChIKey: DPKBAXPHAYBPRL-REWHXWOFAZ
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LDLo | oral | 1600mg/kg (1600mg/kg) | Journal of Pharmaceutical Sciences. Vol. 69, Pg. 327, 1980. | |
rat | LD50 | oral | 1990mg/kg (1990mg/kg) | "Prehled Prumyslove Toxikologie; Organicke Latky," Marhold, J., Prague, Czechoslovakia, Avicenum, 1986Vol. -, Pg. 489, 1986. |