Benzyltriethylammonium chloride CAS Number: 56-37-1
| Product | Benzyltriethylammonium chloride |
| CAS | 56-37-1 |
| MF | C13H22ClN |
| Formula | BENZYLTRIETYLAMMONIUMCHLORIDE;BENZYLTRIMETHYLAMMONIUMCHLORIDE(BTMAC50)SURFACTANT;BENZYLTRIMETHYLAMMONIUMCHLORIDE(BTMACChemicalbook60)SURFACTANT;BENZYLTRIETHYLAMMONIUMCHLORIDE;
BTMAC;BTEAC;TRIETHYLBENZYLAMMONIUMCHLORIDE;TRIMETHYLBENZYLAMMONIUMCHLORIDE |
product description
Basic Info.
Benzyltriethylammonium chloride Properties
| Melting point | 190-192 °C (dec.) (lit.) |
|---|---|
| Boiling point | 366.11°C (rough estimate) |
| bulk density | 700kg/m3 |
| Density | 1.08 g/mL at 25 °C |
| refractive index | n20/D 1.479 |
| Flash point | >100°C |
| storage temp. | Store below +30°C. |
| solubility | H2O: 0.1 g/mL, clear |
| form | Liquid |
| color | White to beige |
| PH | 6-8 (100g/l, H2O, 20℃) |
| PH Range | 6 – 8 |
| Water Solubility | 700 g/L (20 ºC) |
| Sensitive | Hygroscopic |
| Decomposition | 185°C |
| BRN | 3574984 |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Cosmetics Ingredients Functions | ANTISTATIC |
| InChI | 1S/C13H22N.ClH/c1-4-14(5-2,6-3)12-13-10-8-7-9-11-13;/h7-11H,4-6,12H2,1-3H3;1H/q+1;/p-1 |
| InChIKey | HTZCNXWZYVXIMZ-UHFFFAOYSA-M |
| SMILES | [Cl-].CC[N+](CC)(CC)Cc1ccccc1 |
| CAS DataBase Reference | 56-37-1(CAS DataBase Reference) |
| FDA UNII | 46WDQ3ADML |
| EPA Substance Registry System | Benzyltriethylammonium chloride (56-37-1) |
| UNSPSC Code | 12352107 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 |
| target organs | Respiratory system |
| PPE | dust mask type N95 (US), Eyeshields, Gloves |
| Hazard Codes | Xn,Xi |
| Risk Statements | 36/37/38-20/21/22 |
| Safety Statements | 26-36-37/39-26 37/39-36/37/39 |
| RIDADR | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | BO8400000 |
| F | 3 |
| Autoignition Temperature | 300 °C |
| TSCA | TSCA listed |
| HS Code | 29239000 |
| Storage Class | 11 – Combustible Solids |
| Hazard Classifications | Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
| Toxicity | LD50 orally in Rabbit: 2219 mg/kg |
Benzyltriethylammonium chloride Chemical Properties,Uses,Production
Description
Benzyltrimethylammonium chloride is hygroscopic and soluble in water, ethanol, and butanol and slightly soluble in butyl phthalate and tributyl phosphate. It is widely used as a solvent for cellulose, a gelling inhibitor in polyester resins, a chemical intermediate, a paint dispersant, and an acrylic dyeing agent. It is also used in plant growth regulator compositions and synthetic processes.
Chemical Properties
white to light yellow crystal powder. soluble in water, aqueous solutions conduct electricity. It is hydrochloride salt of benzyltriethylammonium which acts as a phase-transfer catalyst in chemical reactions.
Uses
Benzyltriethylammonium chloride is used as a catalyst in the preparation of 2-phenylbutyronitrile from phenyl acetonitrile. It is involved in the Knoevenagel condensation of carbonyl compounds with active methylene compounds to give olefinic products. It acts as a phase transfer catalyst used in the alkylation reaction. It reacts with 1H-Pyridine-2-thione to get 2-Benzylsulfanyl-pyridine.
Application
Benzyltriethylammonium chloride is a lipophilic phase-transfer catalyst that can be used in phase-transfer catalysis (PTC) to catalyze polycondensation reactions to form high molecular weight polymers under bi-phasic conditions.
It can also be used:
To activate hydroxyapatite and natural phosphate for use as a solid support for Knoevenagel condensation and Claisen-Schmidt condensation, respectively at room temperature and in the absence of a solvent.
To increase the efficiency of mCPBA oxidation of sulfonimine generated from arenesulfonamide and diethyl acetal of an aromatic aldehyde to form 2-sulfonyloxaziridines.
In combination with antimony(V) chloride to form a catalytic system for the Friedel-Crafts acylation reactions of arenes with acyl and sulfonyl chlorides.
Preparation
Benzyltriethylammonium chloride synthesis: Add benzyl chloride, triethylamine and acetone into the reaction pot, and reflux at 63-64°C for 8 hours. Slowly lowered to 15°C, filtered, and the filter cake was washed with acetone and dried to obtain benzyltriethylammonium chloride. Yield 68.9%.
Safety Profile
Poison by intravenous route.When heated to decomposition it emits toxic vapors ofNOx and Cl.
Toxicology
Benzyltrimethylammonium chloride was not mutagenic in S. typhimurium strain TA97, TA98, TA100, or TA1535, with or without S9 metabolic activation enzymes. However, significant increases in the frequency of micronucleated normochromatic erythrocytes were found in the peripheral blood of male and female mice administered benzyltrimethylammonium chloride by gavage for 13 weeks. Based on the mortality observed in the 16-day and 13-week studies, rats and mice appeared to be equally sensitive to benzyltrimethylammonium chloride. The minimally toxic dose for rats and mice was estimated to be 50 mg/kg.
Solubility in organics
sol acetone, alcohol, H2O, 1% aq. NaOH; insol ether, 20% aq. NaOH
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| DMEA | 108-01-0 |
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| N-Hexadecyltrimethylammonium chloride | 112-02-7 |
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| N-Oleyl 1,3-propanediamine | 7173-62-8 |
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| 1,3,5-Tris[3-(dimethylamino)propyl]hexahydro-1,3,5-triazine | 15875-13-5 |
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| Acetone | |
| Acrylic acid | |
| Adipic acid | |
| Alpha-Methylstyrene (AMS) | |
| Benzoic Acid | |
| Bisphenol A | |
| Butyl Acrylat (BA) | |
| Butyl acetate (Butac) | |
| Butyl diglycol (BDG) | |
| Butyl glycol | |
| Para-tertiary butyl benzoic acid (PTBBA) | |
| n-Butanol | |
| n-Butyl methacrylate (n-BUMA) | |
| para-tert. Butylphenol (PTBP) | |
