DIMETHYLZINC

DIMETHYLZINC Basic information
Product Name:DIMETHYLZINC
Synonyms:Dimethylzinc,elec.gr.(99.999%-Zn)PURATREM;Dimethylzinc,min.95%;Dimethylzinc,min.95%(10wt%inhexane)(Sure/Sealbottle);DIMETHYLZINC (10 WT% IN HEXANE);Dimethylzinc, 95+%;Dimethylzinc1.2M solution in tolueneAcroSeal§3;Dimethylzinc, elec. gr. (99.999%-Zn);(CH3)2Zn
CAS:544-97-8
MF:C2H6Zn
MW:95.46
EINECS:208-884-1
Product Categories:ALD Precursors;metal alkyl;Dialkylzincs;Chemical Synthesis;Organometallic Reagents;Rieke and Organozinc Reagents;Organometallic Reagents;Reike and Organozinc Reagents
Mol File:544-97-8.mol
DIMETHYLZINC Structure
DIMETHYLZINC Chemical Properties
Melting point -42°C
Boiling point 44-46 °C
density 0.92 g/mL at 20 °C
Fp 30 °F
storage temp. 0-6°C
form liquid
color colorless
Sensitive Air & Moisture Sensitive
Merck 14,3263
BRN 3587195
InChIKeyAXAZMDOAUQTMOW-UHFFFAOYSA-N
CAS DataBase Reference544-97-8(CAS DataBase Reference)
EPA Substance Registry SystemZinc, dimethyl- (544-97-8)
Safety Information
Hazard Codes F,C,N,Xn
Risk Statements 11-14-34-50/53-65-67-63-51/53-48/20-17-14/15-36/38
Safety Statements 26-45-61-62-60-43-36/37/39-33-29-16-46-43A-36/37
RIDADR UN 3399 4.3/PG 2
WGK Germany 2
10-23
TSCA Yes
HazardClass 4.2
PackingGroup I
HS Code 29319090
Hazardous Substances Data544-97-8(Hazardous Substances Data)
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
DIMETHYLZINC Usage And Synthesis
Chemical PropertiesClear colorless liquid
UsesDimethylzinc is pharmaceutical compound comprising Hemiasterlin derivatives and its antibody conjugate for treatment of cancer.
UsesDimethylzinc solution can be used as:
  • A catalyst with nickel for the stereoselective C?2 alkenylation and dialkenylation of pyridine derivatives by alkynes to give monoalkenylation products.
  • A reagent with aldehydes and 2-methoxyaniline for the synthesis of enantioselective alkyl and aralkyl secondary amines via one-pot three-component coupling reaction in the presence of zirconium tetraisopropoxide.
  • A methylating reagent for methylation of fluoroalkylated pyruvates in the presence of copper/chiral diphosphine catalyst.

UsesActivator for radical trifluoromethylation of silyl enol ethers leading to α-trifluoromethyl ketones.1
DefinitionChEBI: Dimethylzinc is a dialkylzinc compound.
General DescriptionMobile liquid, with peculiar garlic odor.
Air & Water ReactionsHighly flammable. Ignites in air and burns with a blue flame giving off a peculiar garlicky odor. Explodes in oxygen or ozone. Reacts violently with water to generate methane [Merck, 11th ed., 1989; Brauer(1965)]. Very slow oxidation with traces of air to give methylzinc methylate.
Reactivity ProfileDIMETHYLZINC is very reactive, acts as a strong reducing agent. Combines with acids, with alcohols (methanol, ethanol), and 2-2-dichloropropane as well as with water with explosive violence. When heated to decomposition emits toxic fumes of zinc oxide [Bretherick, 5th ed., 1995, p. 354]. Oxidants may yield peroxide formation, which is explosive.
Health HazardInhalation of mist or vapor causes immediate irritation of upper respiratory tract. Excessive or prolonged inhalation of fumes from ignition or decomposition may cause ``metal fume fever'' (sore throat, headache, fever, chills, nausea, vomiting, muscular aches, perspiration, constricting sensation in lungs, weakness, sometimes prostration). Symptoms usually last 12-24 hrs. Eyes are immediately and severely irritated by liquid, vapor, or dilute solutions. If not removed by thorough flushing with water, chemical may permanently damage cornea. Skin will undergo thermal and acid burns when chemical reacts with moisture in skin. Unless washed quickly, skin may be scarred. Treat dilute solutions with same precautions as concentrated liquid. Ingestion, while unlikely, would cause immediate burns at site of contact. Nausea, vomiting, cramps, and diarrhea may follow. Tissues may ulcerate if not treated.
Trimethylphosphine Diisobutylaluminium hydride Trimethylaluminium Diethylzinc DIETHYLALUMINUM CHLORIDE Nysted Reagent ZINC POTASSIUM ZINC CYANIDE DIISOPROPYL ZINC 1.0M SOLUTION IN TOLU& DIISOBUTYL ZINC ZINC CYANIDE DI-N-BUTYL ZINC DIMETHYLZINC ZINC CYANIDE, [14C] DIPHENYLZINC DI-N-PROPYLZINC MERCURIC ZINC CYANIDE BIS(PENTAFLUOROPHENYL)ZINC

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