1,4-Diazabicyclo(2.2.2)octane--trimethylalumane (1/2)

HCID 16688366

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Basic information

CAS: 137203-34-0
Standard SMILES: C1CN2CCN1CC2.[CH3][Al]([CH3])[CH3].[CH3][Al]([CH3])[CH3]
InChIKey: WSTAITCRSVOCTK-UHFFFAOYSA-N
Molecular formula: C12H30Al2N2
Average molar mass: 256.34 g/mol
Monoisotopic mass: 256.20397622

Overview

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Names & identifiers

Preferred name: 1,4-Diazabicyclo(2.2.2)octane--trimethylalumane (1/2)
IUPAC: 1,4-diazabicyclo[2.2.2]octane;bis(trimethylalumane)
English name: Bis(trimethylaluminum)-1,4-diazabicyclo[2.2.2]octane adduct
Molecular formula: C12H24Al2N2
Molecular weight: 250.3

Names & synonyms

DTXSID205869171,4-Diazabicyclo(2.2.2)octane--trimethylalumane (1/2)1,4-Diazabicyclo[2.2.2]octane--trimethylalumane (1/2)RefChem:1053248DTXCID80537682137203-34-01,4-diazabicyclo[2.2.2]octane;trimethylalumaneDABAL-Me3SCHEMBL173954AKOS025294430Bis(trimethylaluminum)-DABCO(R) adduct, DABAL-Me3, DABAL-trimethylaluminum, Triethylenediaminine bis(trimethylaluminum)DABAL-trimethylaluminum

Show more names

Bis(trimethylaluminum)-DABCO(R) adductTriethylenediaminine bis(trimethylaluminum)1,4-diazabicyclo[2.2.2]octane,trimethylalumaneDABAL-Me3 (adduct of trimethylaluminum and DABCO)is(trimethylaluminum)-1，4-diazabicyclo[2.2.2]octane adduct1,4-DIAZABICYLO[2.2.2]OCTANE BIS(TRIMETHYLALUMINUM) COMPLEX1,4-Diazabicyclo[2.2.2]Octane Bis(Trimethylaluminum) ComplexBis(trimethylaluminum)-1,4-diazabicyclo[2.2.2]octane adduct

Database identifiers

CAS: 137203-34-0
PubChem CID: 16688366
DTXSID: DTXSID20586917

Properties

Computed structural properties

Topological polar surface area: 6.5 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 16
Formal charge: 0
Complexity: 69.5

Physicochemical properties

Melting point: 250 °C · >250 °C
Flash point: 23 °C · 23°C (73°F)
storage temp.: Hygroscopic, Room Temperature, Under inert atmosphere
solubility: Benzene (Slightly), DMSO (Slightly)
form: Solid
color: White to Off-White
Hydrolytic Sensitivity: 8 · 8: reacts rapidly with moisture, water, protic solvents
Stability: Hygroscopic, Moisture Sensitive, Unstable in Aqueous Solution
InChI: 1S/C6H12N2.6CH3.2Al/c1-2-8-5-3-7(1)4-6-8;;;;;;;;/h1-6H2;6*1H3;;
InChIKey: WSTAITCRSVOCTK-UHFFFAOYSA-N
SMILES: C[Al-](C)(C)[N+]12CC[N+](CC1)(CC2)[Al-](C)(C)C
UNSPSC Code: 12352103 · 12352103
NACRES: 22 · NA.22
Symbol(GHS): 2 · GHS02,GHS07
Signal word: Danger
Hazard statements: 260 · H260-H302-H315-H319-H335
Precautionary statements: 231 · P231+P232-P301+P312+P330-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 3 · Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
Hazard Codes: F,Xn
Risk Statements: 14 · 14-15-22-36/37/38
Safety Statements: 16 · 16-26-43
RIDADR: 3395 · UN 3395 4.3/PG 1
WGK Germany: 3 · 3
Storage Class: 4.3 · 4.3 - Hazardous materials which set free flammable gases upon contact with water
Hazard Classifications: 4 OralEye · Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3Water-react 1

Safety & regulation

Safety data

PPE: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges
wgk: 3
ridadr: UN 3395 4.3/PG 1
risk_code: 14-15-22-36/37/38
Signal word: Danger
Symbol(GHS): GHS02,GHS07
hazard_code: F,Xn
safety_code: 16-26-43
Storage Class: 4.3 - Hazardous materials which set free flammable gases upon contact with water
target organs: Respiratory system
Hazard statements: H260-H302-H315-H319-H335
Hazard Classifications: Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2STOT SE 3Water-react 1
Precautionary statements: P231+P232-P301+P312+P330-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 3 items

UsesDABAL-Me3: An Air Stable "Methyl Anion"

UsesBis(trimethylaluminum)-DABCO(R) adduct, DABAL-Me3, DABAL-trimethylaluminum, Triethylenediaminine bis(trimethylaluminum) is a non-pyrophoric alternative to trimethylaluminum for use in numerous reactions including methylations of aldehydes and imines, methylations of aryl and vinyl halides, conjugate addition to enones, and amide bond formation.1

General DescriptionProduct is air and moisture sensitive. Handle and store under a dry, inert atmosphere.