Methylenecyclobutane

Base Information

• Chemical Name: Methylenecyclobutane
• CAS No.: 1120-56-5
• Molecular Formula: C5H8
• Molecular Weight: 68.1185
• Hs Code.: 2902199090
• European Community (EC) Number: 214-313-7
• NSC Number: 90355
• UNII: TZ0GB8VNX6
• DSSTox Substance ID: DTXSID2061519
• Nikkaji Number: J102.125G
• Wikidata: Q81989515
• Mol file: 1120-56-5.mol

Synonyms:METHYLENECYCLOBUTANE;1120-56-5;Cyclobutane, methylene-;methylidenecyclobutane;exo-methylenecyclobutane;TZ0GB8VNX6;EINECS 214-313-7;NSC 90355;NSC-90355;NSC90355;UNII-TZ0GB8VNX6;Methylenecyclobutane, 96%;DTXSID2061519;MFCD00001335;AKOS015840478;EN300-82336;J-002699

Chemical Property of Methylenecyclobutane

Chemical Property:

• Vapor Pressure: 6.57 psi ( 20 °C)
• Melting Point: -134.7°C
• Refractive Index: n20/D 1.42(lit.)
• Boiling Point: 42.2°Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 0.78g/cm³
• LogP: 1.72650
• Storage Temp.: Refrigerator
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 68.062600255
• Heavy Atom Count: 5
• Complexity: 47.1

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methylenecyclobutane 96% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-29-33

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C1CCC1

Technology Process of Methylenecyclobutane

There total 53 articles about Methylenecyclobutane 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: 27.0%

cyclopentene (142-29-0) → decane (124-18-5) + methylidenecyclobutane (1120-56-5) + bicyclo[2.1.0]pentane (185-94-4) + pentylcyclopentene (37689-14-8)

Guidance literature:

In pentane; Further byproducts given; Irradiation;

DOI:10.1246/cl.1982.1045

Reference yield: 27.0%

cyclopentene (142-29-0) → decane (124-18-5) + methylidenecyclobutane (1120-56-5) + n-pentylcyclopentane (3741-00-2) + bicyclo[2.1.0]pentane (185-94-4) + pentylcyclopentene (37689-14-8)

Guidance literature:

In pentane; Quantum yield; Irradiation; photolysis at 185 nm;

DOI:10.1246/cl.1982.1045

Reference yield:

cyclopentene (142-29-0) → 1,4-Pentadiene (591-93-5) + methylidenecyclobutane (1120-56-5) + bicyclo[2.1.0]pentane (185-94-4) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8)

Guidance literature:

In n-heptane; at 25 ℃; for 0.166667h; Irradiation;

DOI:10.1016/0040-4039(82)80138-X

upstream raw materials:

pentaerythritol tetrabromide

cyclobutylmethylamine

1-iodo-1-methyl-cyclobutane

tribromochloroneopentane

Downstream raw materials:

4-methylcyclohex-3-enecarboxylic acid

(+/-)-3-methylcyclohex-3-ene-1-carboxylic acid

ethylidenecyclobutane

1-methylcyclobutan-1-amine

Refernces

• 1、 Riesz et al.. "". . p. 3724,3727. Retrieved 1957.
• 2、 Murray,Stevenson. "". . p. 314,815. Retrieved 1944.
• 3、 Barbero, Asuncion,Cuadrado, Purificacion,Garcia, Carlos,Rincon, Juan A.,Pulido, Francisco J.. "Stannylcupration of acetylenes followed by reaction with epoxides: A novel annulation strategy for the synthesis of cyclobutenes". . p. 7531 - 7533. Retrieved 1998.
• 4、 Gilbert. "". . p. 1459,1461, 1464. Retrieved 1969.
• 5、 Adam, Waldemar,Oppenlaender, Thomas. "THE 185-NM PHOTOCHEMISTRY OF 2,3-DIAZABICYCLOHEPTENE AND OF ITS DENITROGENATION PRODUCTS BICYCLOPENTANE AND CYCLOPENTENE". . p. 5391 - 5394. Retrieved 1982.
• 6、 White et al.. "-". . p. 1348. Retrieved 1972.
• 7、 -. "PYRIDOPYRIMIDINE COMPOUNDS ACTING AS MTORC 1/2 DOUBLE-KINASE INHIBITORS". Paragraph 0309-0311. . Retrieved 2020/11/30.