1,1-Dimethyl-2-methylenecyclopropane

Base Information

• Chemical Name: 1,1-Dimethyl-2-methylenecyclopropane
• CAS No.: 4372-94-5
• Molecular Formula: C6H10
• Molecular Weight: 82.1454
• Hs Code.: 2902199090
• Mol file: 4372-94-5.mol

Synonyms:1,1-Dimethyl-2-methylenecyclopropane;2,2-dimethyl-1-methylenecyclopropane;1,1-Dimethyl-2-methylencyclopropan;Cyclopropane,1,1-dimethyl-2-methylene;1-methylidene-2,2-dimethyl-cyclopropane;2,2-Dimethylmethylencyclopropan;2,2-dimethyl-methylenecyclopropane;1,1-dimethyl-2-methyleneclopropane;

Chemical Property of 1,1-Dimethyl-2-methylenecyclopropane

Chemical Property:

• Vapor Pressure: 306mmHg at 25°C
• Boiling Point: 49.9°Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 0.78g/cm³
• LogP: 1.97250

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-Dimethyl-2-methylenecyclopropane

There total 13 articles about 1,1-Dimethyl-2-methylenecyclopropane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

(E)-1,2-diphenyl-ethene (103-30-0) + (η2-2,2-dimethyl-1-methylenecyclopropane)bis(triphenylphosphine)nickel (117111-19-0) → (η2-trans-stilbene)bis(triphenylphosphine)nickel + 2,2-dimethyl-1-methylenecyclopropane (4372-94-5)

Guidance literature:

In benzene; (Ar); addn. of soln. of org. compd. in C6H6 to suspn. of Ni-complex in C6H6, stirring (20 h, 22°C); evapn. to dryness (vac.), pptn. on addn. of ether, filtration, washing (ether), drying (vac.);

DOI:10.1016/0022-328X(89)88082-9

Reference yield:

Dimethylallene (598-25-4) → 2,2-dimethyl-1-methylenecyclopropane (4372-94-5)

Guidance literature:

Multi-step reaction with 3 steps

1: KOtBu / pentane

2: nBu₃SnH

3: nBu₃SnH

With potassium tert-butylate; tri-n-butyl-tin hydride; In pentane;

DOI:10.1021/jo01341a029

Reference yield:

2,2-dibromo-3,3-dimethyl-1-methylenecyclopropane (5239-69-0) → 2,2-dimethyl-1-methylenecyclopropane (4372-94-5)

Guidance literature:

With tri-n-butyl-tin hydride;

DOI:10.1007/BF00854486

upstream raw materials:

1,3,3-trimethylcyclopropene

diiodomethane

Dimethylallene

2,2-dibromo-3,3-dimethyl-1-methylenecyclopropane

Downstream raw materials:

(η2-2,2-dimethyl-1-methylenecyclopropane)bis(triphenylphosphine)nickel

6,6-dimethyl-2-phenyl-3-phenylcarbamoyl-1-oxa-2-aza-spiro<2,3>heptane

isopropylidenecyclopropane

(1R,S)-4,4-Dimethyl-3-methylencyclopentancarbonsaeure-<(1R,2R,3S)-3-(diphenylmethyl)bornyl>ester

Refernces

• 1、 Crawford,Tokunaga. "-". . p. 4033,4036. Retrieved 1974.
• 2、 Isaeva, L. S.,Peganova, T. A.,Petrovskii, P. V.,Kravtsov, D. N.. "Novel olefin nickel(0) complexes of the methyl derivatives of methylenecyclopropane and cyclopropene". . p. 141 - 148. Retrieved 2007/10/02.