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DIMETHYLZINC

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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
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DIMETHYLZINC Chemical Properties

Melting point:
-42°C
Boiling point:
44-46 °C
Density 
0.92 g/mL at 20 °C
Flash point:
30 °F
storage temp. 
0-6°C
form 
liquid
color 
colorless
Sensitive 
Air & Moisture Sensitive
Merck 
14,3263
BRN 
3587195
InChIKey
AXAZMDOAUQTMOW-UHFFFAOYSA-N
CAS DataBase Reference
544-97-8(CAS DataBase Reference)
EPA Substance Registry System
Zinc, dimethyl- (544-97-8)
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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 Data
544-97-8(Hazardous Substances Data)

MSDS

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DIMETHYLZINC Usage And Synthesis

Chemical Properties

Clear colorless liquid

Uses

Dimethylzinc is pharmaceutical compound comprising Hemiasterlin derivatives and its antibody conjugate for treatment of cancer.

Uses

Dimethylzinc 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.

Uses

Activator for radical trifluoromethylation of silyl enol ethers leading to α-trifluoromethyl ketones.1

Definition

ChEBI: Dimethylzinc is a dialkylzinc compound.

General Description

Mobile liquid, with peculiar garlic odor.

Air & Water Reactions

Highly 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 Profile

DIMETHYLZINC 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 Hazard

Inhalation 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.

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