Tetrabutylammonium hydrogen sulfate

HCID 94433CAS 32503-27-8

Basic information

Standard SMILES
CCCC[N+](CCCC)(CCCC)CCCC.O=S(=O)([O-])O
InChIKey
SHFJWMWCIHQNCP-UHFFFAOYSA-M
Molecular formula
C16H36N.HO4S
Average molar mass
339.5 g/mol

Names & identifiers

Preferred name
Tetrabutylammonium hydrogen sulfate
IUPAC
hydrogen sulfate;tetrabutylazanium
English name
Tetrabutylammonium hydrogen sulfate
Molecular formula
C16H37NO4S
Molecular weight
339.53

Names & synonyms

32503-27-8Tetrabutylammonium hydrogen sulfateTetrabutylammonium hydrogen sulphate1-Butanaminium, N,N,N-tributyl-, sulfate (1:1)RefChem:896764251-068-5Tetrabutylammonium hydrogensulfatetetra-n-Butylammonium hydrogen sulfateTetrabutylammonium bisulfateTetrabutylammonium sulfate (1:1)tetrabutylazanium hydrogen sulfatetetrabutyl ammonium hydrogen sulfate
Show more names
TBAHSBu4NHSO4IPC-TBA-HSammonium hydrogTETRA-N-BUTYLAMMONIUM HYDROGENSULFATETETRA-N-BUTYLAMMONIUM HYDROGEN SULPHATETetrabutylaminium·sulfuric acid hydrogenanion
Tetrabutyl-ammonium hydrogen sulfatetetrabutylammonium hydrosulfatehydrogen sulfate,tetrabutylazaniumhydrogen sulfate;tetrabutylazaniumtetrabutyl-ammonium hydrogensulfateMFCD00011637TETRABUTYLAMMONIUMHYDROGENSULFATETetrabutylammonium (hydrogensulfate)

Database identifiers

CAS
32503-27-8
PubChem CID
94433
DTXSID
DTXSID4067690
ChEMBL
CHEMBL1079247
UNII
KCU8DU7VEL
EC Number
251-068-5

Properties

Computed structural properties

Topological polar surface area
85.8 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
4
Rotatable bonds
12
Heavy atoms
22

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Quaternary Amines
Physical DescriptionWhite crystalline powder; Hygroscopic; [Alfa Aesar MSDS]

Physicochemical properties

Melting point
171 · 171-174 °C
Boiling point
213.3 · 213.3-593.92℃[at 101 325 Pa]
bulk density
650 kg/m3 · 650kg/m3
Density
1.01 · 1.01
vapor pressure
0 Pa · 0Pa at 25℃
storage temp.
30 °C · Store below +30°C.

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 0.4% (1 of 231) of reports.

Danger

H302 (90.9%): Harmful if swallowed [Warning Acute toxicity, oral]

P260, P261, P264, P264+P265, P270, P271, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P363, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 231 reports by companies from 28 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 3 items

Chemical: 1-Butanaminium, N,N,N-tributyl-, sulfate (1:1)

Status: Active Update: 06-08-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/18908

Tetrabutylammonium hydrogen sulphate: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryA skin and strong eye irritant; Toxic by ingestion; [Alfa Aesar MSDS]
Hazard Classes and CategoriesAcute Tox. 4 (90.9%)

Safety data

F
8-10
wgk
3
tsca
TSCA listed
hs_code
29239000
risk_code
36/37/38-22
Signal word
Danger

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 1 item

Purifying or cleansing agents, usually salts of long-chain aliphatic bases or acids, that exert cleansing (oil-dissolving) and antimicrobial effects through a surface action that depends on possessing both hydrophilic and hydrophobic properties.

Uses & manufacturing

General Manufacturing Information1-Butanaminium, N,N,N-tributyl-, sulfate (1:1): ACTIVE
Applications · 3 items

UsesA compound that displays antibacterial properties due to the presence of the quaternary amine and the counter ion. Tetrabutylammonium hydrogen sulfate is an ion pairing reagent that is used in liquid chromatography. It is frequently utilized in the analysis of pharmaceutical compounds and metabolites.

UsesPhase transfer catalyst Tetra-n-butylammonium hydrogen sulfate shows antibacterial properties due to the presence of the quaternary amine and the counter ion. It serves as a phase-transfer catalyst, surface-active agent, solvent, intermediate, active ingredient for conditioners, antistatic agent, detergent sanitizers, softener for textiles and paper products, emulsifying agents and pigment dispersers. Tetrabutylammonium hydrogensulfate is used as a cocatalyst in the synthesis of propionic acid and the ketones by hydrocarboxylation of ethylene. It is also used as an efficient catalyst in the N-alkylation reactions of benzanilides, cyclization of beta-amino acids to beta-lactams, conversion of nitriles to amides, dehydrohalogenation of aryl 2-haloethyl ethers to give vinyl ethers and in the oxidation of alcohols.

General DescriptionTetrabutylammonium hydrogensulfate, a quaternary ammonium salt, is a phase-transfer reagent. It It serves as solvent for the dissolution of ruthenium(II) complex fac-[Ru(CO)2(H2O)3(C(O)C2H5)][CF3SO3]. It participates as a cocatalyst in the reaction medium for the preparation of alternating polyketones and propionic acid.

Preparation methods · 1 item

PreparationTetrabutylammonium hydrogen sulfate can be prepared from tetrabutylammonium azide by treating it with potassium hydrogen sulfate and 10% aqueous sulfuric acid in aqueous medium or from tetrabutylammonium thiocyanate by treating it with relatively concentrated sulfuric acid (70%) at 75 °C.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Related reactions

1,326 records

Linked notes

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