1472-09-9

Basic information

• Product Name: Octylcyclopropane
• Synonyms: Octylcyclopropane
• CAS NO: 1472-09-9
• Molecular Formula: C₁₁H₂₂
• Molecular Weight: 154.29
• Mol File: 1472-09-9.mol

Chemical Properties

• Boiling Point: 72-75 °C(Press: 12 Torr)
• Appearance: /
• Density: 0.812±0.06 g/cm3(Predicted)
• CAS DataBase Reference: Octylcyclopropane(CAS DataBase Reference)
• NIST Chemistry Reference: Octylcyclopropane(1472-09-9)
• EPA Substance Registry System: Octylcyclopropane(1472-09-9)

Safety Data

• Hazardous Substances Data: 1472-09-9(Hazardous Substances Data)

Upstream product

• 872-05-9 1-Decene 
• 2216-87-7 undecan-3-one 
• 83022-84-8 (1-Octyl-cyclopropylsulfanyl)-benzene 
• 111-83-1 1-bromo-octane 
• 74971-70-3 2-n-octylpropane-1,3-diol 
• 14094-12-3 tert-butyl methyl sulfone 
• 160002-82-4 3-(n-octyl)cyclobutanone 
• 64923-67-7 Methanesulfonic acid 2-methanesulfonyloxymethyl-decyl ester 
• 15997-12-3 1,1-dichloro-2-octyl cyclopropane 
• 186581-53-3 diazomethane 
• 75-11-6 diiodomethane 
• 1472-85-1 diethyl octylmalonate 

Downstream Products

• 1120-21-4 n-Undecane 
• 6975-98-0 2-methyldecane 

Relevant articles and documents

BuLi—AlCl3—CH2I2 as a new reagent system for olefin cyclopropanation

A new method for cyclopropanation of olefins with the BuLi—AlCl3—CH2I2 reagent system was developed. The reaction is tolerant of a wide range of unsaturated alkyl- and aryl-substituted hydrocarbons of linear and cyclic structure (octene-1, decene-1, tetradecene-1, styrene, 1-vinylnaphthalene, cyclohexene, cyclooctene, myrcene) and gives high yields (63–87%) of the corresponding cyclopropanation products. The reactions involving the sterically hindered olefins (2-cyclobutylideneadamantane, 2,2′-bi(adamantylidene)) produce cyclopropane-containing polycyclic hydrocarbons in 40–45% yields.

Mechanism-based design and optimization of a catalytic electrophilic cyclopropanation without diazomethane

Iodomethylboron compounds, either the trifluoroborate or a boronic ester, cyclopropanate electron-rich olefins and unprotected allylic alcohols with Pd catalysts according to a novel, designed catalytic cycle. Proposed intermediates in a "diverted Heck" mechanism are observed by means of spectroscopic studies and by isolation and X-ray crystallographic characterization, which together with reaction kinetics point to a separation of rate-determining and product-determining steps, and a mechanism-based optimization of the yield, selectivity, and scope of the catalytic electrophilic cyclopropanation. The reaction with crystalline, air-stable, nonhygroscopic, and nontoxic reagents provides an alternative to Simmons-Smith-type reactions, as well as cyclopropanation procedures that require the use of diazomethane.

Conversion of non-activated alkenes into cyclopropanes with lithiated sulfones under nickel catalysis

Summary -Lithiated alkyl ierf-butyl sulfones convert alkenes into cyclopropane derivatives under nickel catalysis. The new reaction appears to differ from the known cyclopropanation reactions from both the stereochemical and the electronic points of view. Elsevier.

Breaking of the C-C bond of cyclobutanones by rhodium(I) and its extension to catalytic synthetic reactions

A study of rhodium(I)-catalyzed synthetic transformations involving selective breaking of the C-C bond α to the carbonyl group of cyclobutanones is described. Decarbonylation took place on treatment of a cyclobutanone with an equimolar amount of (Ph3

SELECTIVE MIXED COUPLING OF CARBOXYLIC ACIDS (II). -PHOTOLYSIS OF UNSYMMETRICAL DIACYLPEROXIDES WITH ALKENYL-, HALO-, KETO-, CARBOXYL-GROUPS AND A CHIRAL α-CARBON. COMPARISON WITH THE MIXED KOLBE ELECTROLYSIS.

- Alkenoyl and functionalized alkanoyl dodecanoyl peroxides are prepared in 70 to 97 percent yield and photolyzed at -78 deg C.Thereby 4- to 10-alkenoyl and 4-alkynoyl peroxides afford good yields (56 - 68 percent) of unsymmetrical coupling products.Similarly α- to δ-haloalkanoyl, cholanoyl or 3- and 4-carboxyalkanoyl peroxides can be coupled (40 - 70 percent).The α-chiral diacyl peroxide 1s undergoes the photochemical coupling reaction with 80 percent retention of its configuration.The photolysis of diacyl peroxides at -78 deg C proves to be a favorable supplement of the Kolbe-electrolysis in cases, where the electrolysis fails or produces low yields.

New Synthesis of Cyclopropanes from 1,3-Dicarbonyl Compounds Utilizing Electroreduction of 1,3-Dimethanesulfonates

Electroorganic synthesis of cyclopropanes from dimethanesulfonates of 1,3-diols is described.The process involves reduction of 1,3-dicarbonyl compounds with LiAlH followed by esterification with methanesulfonyl chloride and electroreduction.

PREPARATION AND SYNTHTETIC UTILITY OF CYCLOPROPYL PHENYL SULFIDES

Primary alkyl halides and epoxides react with 1-lithiocyclopropyl phenyl sulfide to give derivatives suitable for transformation to carbonyl compounds or for desulfurization.

The Reaction of 2-Alkyl-1,1-dichlorocyclopropanes with Lithium Naphtalene

2-Alkyl-1,1-dichlorocyclopropanes react with lithium naphthalene to give a mixture of dechlorinated alkylcyclopropanes and unsaturated hydrocarbons.For example, a mixture of octylcyclopropane and undec-1-yne was obtained from the reaction of 1,1-dichloro-2-octylcyclopropane and lithium naphthalene.