Benzyltrimethylammonium hydroxide

HCID 66854CAS 100-85-6
Substructure searchFind similar structures

Basic information

Standard SMILES
C[N+](C)(C)Cc1ccccc1.[OH-]
InChIKey
NDKBVBUGCNGSJJ-UHFFFAOYSA-M
Molecular formula
C10H16N.HO
Average molar mass
167.25 g/mol
Monoisotopic mass
167.13101416

Names & identifiers

Preferred name
Benzyltrimethylammonium hydroxide
IUPAC
benzyl(trimethyl)azanium hydroxide
English name
Benzyltrimethylammonium hydroxide
Molecular formula
C10H17NO
Molecular weight
167.25

Names & synonyms

Benzyltrimethylammonium hydroxide100-85-6Triton BTrimethylbenzylammonium hydroxideBenzyl trimethyl ammonium hydroxideSumquat 2311Trimethyl benzylammonium hydroxideBenzenemethanaminium, N,N,N-trimethyl-, hydroxide (1:1)Benzyltrimetylammonium hydroxideN,N,N-Trimethylbenzenemethanaminium hydroxideDTXSID3044332Ammonium, benzyltrimethyl-, hydroxide
Show more names
N-benzyl-trimethylammonium hydroxideBenzyltrimethylammonium hydroxide solutionTRITON(R) Bbenzyltrimethyl-ammoniuhydroxidesumquat2311Triton(rg BPhCH2NMe3(OH)
Benzenemethanaminium, N,N,N-trimethyl-, hydroxideNSC-261034BTMAH 408P4488425WDTXCID1024332RefChem:119016202-895-5N,N,N-Trimethyl-1-phenylmethanaminium hydroxide

Database identifiers

CAS
100-85-6
PubChem CID
66854
DTXSID
DTXSID3044332
ChEMBL
CHEMBL3188269
UNII
8P4488425W
EC Number
202-895-5

Properties

Computed structural properties

Topological polar surface area
1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
2
Heavy atoms
12

Experimental & physicochemical properties

Chemical ClassesNitrogen Compounds -> Quaternary Amines
Physical Description · 2 items

Liquid

Clear to light yellow liquid with an amine odor; Miscible in water; [MSDSonline]

Physicochemical properties

Melting point
80 °C · 80 °C
Boiling point
65 °C · 65°C
Density
1.059 g/mL · 1.059 g/mL at 25 °C
vapor pressure
0 Pa · 0Pa at 25℃
refractive index
20 · n20/D 1.43
Flash point
60 °F · 60 °F

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 0.3% (1 of 325) of reports.

Danger

H224 (12.6%): Extremely flammable liquid and vapor [Danger Flammable liquids]

P210, P233, P240, P241, P242, P243, P260, P264, P264+P265, P280, P301+P330+P331, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P321, P363, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 325 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Chemical: Benzenemethanaminium, N,N,N-trimethyl-, hydroxide

Benzenemethanaminium, N,N,N-trimethyl-, hydroxide (1:1) is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzenemethanaminium, N,N,N-trimethyl-, hydroxide (1:1) are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 15-12-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/29507

Benzyltrimethylammonium hydroxide: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryCorrosive; [MSDSonline]
Hazard Classes and CategoriesFlam. Liq. 1 (12.6%)

Toxicology

Adverse EffectsDermatotoxin - Skin burns.

Safety data

F
9-23
PPE
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
BO8575000
ridadr
UN 3267 8/PG 2

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection.

Agents that modify interfacial tension of water; usually substances that have one lipophilic and one hydrophilic group in the molecule; includes soaps, detergents, emulsifiers, dispersing and wetting agents, and several groups of antiseptics.

Uses & manufacturing

U.S. Production2023: 50,000 - <250,000 lb
Industry UsesNot Known or Reasonably Ascertainable
General Manufacturing Information · 2 items

Wholesale and Retail Trade

Benzenemethanaminium, N,N,N-trimethyl-, hydroxide (1:1): ACTIVE

Applications · 2 items

UsesBenzyltrimethylammonium hydroxide is used as a phase-transfer catalyst. It is also used in aldol condensation reactions and base-catalyzed dehydration reactions. Further, it serves as a strong organic base and used in Horner-Wadsworth-Emmons olefination reactions. In addition, it is an active component in the formulation, which is used in silicon wafer cleaning applications.

UsesBenzyltrimethylammonium hydroxide can be used:As a base in the synthesis of activated ynesulfonamides and tertiary enesulfonamides.In the synthesis of 3-indolyl-3-hydroxy oxindoles by treating isatin with indole.As a precursor for the preparation of quaternary ammonium acetate, benzyltrimethylammonium acetate (NBz111AcO). NBz111AcO solution in DMSO can be used to dissolve cellulose.

Upstream & downstream products

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]
河北创海生物科技有限公司+86-86-13131129325 · [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

331 records
New reaction record

Linked notes

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