86849
Tetrabutylammonium acetate
≥90% (T), powder, technical grade
Synonym(s):
TBAAc
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About This Item
Linear Formula:
(CH3CH2CH2CH2)4N(OCOCH3)
CAS Number:
Molecular Weight:
301.51
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352116
EC Number:
234-101-8
MDL number:
Beilstein/REAXYS Number:
3599376
Product Name
Tetrabutylammonium acetate, technical, ≥90% (T)
grade
technical
Quality Segment
assay
≥90% (T)
form
powder
reaction suitability
core: ammonium, reaction type: phase-transfer
mp
95-98 °C (lit.)
SMILES string
CC([O-])=O.CCCC[N+](CCCC)(CCCC)CCCC
InChI
1S/C16H36N.C2H4O2/c1-5-9-13-17(14-10-6-2,15-11-7-3)16-12-8-4;1-2(3)4/h5-16H2,1-4H3;1H3,(H,3,4)/q+1;/p-1
InChI key
MCZDHTKJGDCTAE-UHFFFAOYSA-M
General description
Tetrabutylammonium acetate is an effective alternative for sodium acetate (NaOAc) due to its good solubility in organic solvents.
Application
Tetrabutylammonium acetate (TBAAc) is a good source of nucleophilic acetate ion for SN2 substitution reactions. It is commonly used to displace sulfonates and allylic halides to get corresponding acetates. Additionally, TBAAc can also be used as a mild, soluble base in Sonogashira reaction and Heck arylation.
Other Notes
Reagent for the epimerization of hydroxyl groups; base-molten salt for directing Heck-type reactions
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Signal Word
Warning
Hazard Codes
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
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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