Butylallene

Base Information

• Chemical Name: Butylallene
• CAS No.: 2384-90-9
• Molecular Formula: C7H12
• Molecular Weight: 96.1723
• Hs Code.: 2901299090
• NSC Number: 147135
• UNII: 685ZG22A8K
• DSSTox Substance ID: DTXSID00870962
• Nikkaji Number: J108.949H
• Mol file: 2384-90-9.mol

Synonyms:Butylallene;1,2-Heptadiene;2384-90-9;685ZG22A8K;NSC-147135;hepta-1,2-diene;NSC147135;1-BUTYLALLENE;UNII-685ZG22A8K;DTXSID00870962;AKOS006284670;NSC 147135

Chemical Property of Butylallene

Chemical Property:

• Vapor Pressure: 34.5mmHg at 25°C
• Melting Point: -105.67°C (estimate)
• Refractive Index: 1.4320
• Boiling Point: 105.3°Cat760mmHg
• Flash Point: 2.2°C
• PSA: 0.00000
• Density: 0.697g/cm³
• LogP: 2.51770
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 96.093900383
• Heavy Atom Count: 7
• Complexity: 66.1

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC=C=C
• General Description: Hepta-1,2-diene, also known as 1-butylallene or butylallene, is an allenic hydrocarbon characterized by a linear structure with a butyl group attached to the central carbon of the allene moiety (C=C=C). While the provided abstract does not explicitly discuss hepta-1,2-diene, it highlights the reactivity of similar allenic compounds like n-butylallene in hydroboration reactions with 9-BBN. These reactions are influenced by steric factors, often leading to regio- and stereospecific products such as allylic alcohols upon oxidation. The study suggests that allenes like hepta-1,2-diene would likely undergo selective hydroboration, with steric hindrance playing a key role in determining the reaction pathway and product distribution. **Null** (since the abstract does not directly describe hepta-1,2-diene).

Technology Process of Butylallene

There total 13 articles about Butylallene 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: 15.0%

1-bromo-2-heptyne (18495-26-6) + (C5H5)2TiCH3CHCHCHCH3 → 4,5-dimethyl-2,6-octadiene (18476-57-8) + 1,2-Heptadiene (2384-90-9) + 5,9-tetradecadiyne (51255-61-9)

Guidance literature:

In diethyl ether; at 20 ℃; for 1h;

Reference yield:

3-bromo-hept-1-yne (61996-78-9) → 1-Heptyne (628-71-7) + 1,2-Heptadiene (2384-90-9)

Guidance literature:

With ethanol; coppered zinc;

DOI:10.1002/clc.4960250405

Reference yield:

n-butyl magnesium bromide (693-03-8) + diethyl ether (60-29-7,927820-24-4) + propargyl bromide (106-96-7) → 1-Heptyne (628-71-7) + 1,2-Heptadiene (2384-90-9)

Guidance literature:

at -15 ℃; analoge Reaktionen mit Alkyl-, Alkenyl-, Alkinyl- und Arylmagnesiumbromiden und Einfluss von Temp_. und Loesungsm_. (Ae_. oder Tetrahydrofuran);

DOI:10.1016/S0040-4039(00)90404-0 DOI:10.1021/ja01582a046

upstream raw materials:

sulfuric acid dibutyl ester

propargyl magnesium bromide

1-Heptyne

1-bromo-2-heptyne

Downstream raw materials:

1-Heptyne

butylspiropentane

2-Iod-3-benzoyloxy-hepten-⁽¹⁾

(E)-N-(2-phenyl-2-heptenyl) pyrrolidine

Refernces

HYDROBORATION DE CARBURES ALLENIQUES PAR LE BORA-9 BICYCLO(3,3,1) NONANE. SYNTHESE DE DIALKYL ALLYL BORES

10.1016/S0040-4039(01)91930-6

The study investigates the hydroboration of allenic compounds using 9-BBN (bora-9 bicycle (3,3,1) nonane) as the hydroborating agent. The researchers examined the hydroboration reactions of five different allenic systems, which include compounds like phenylallene, n-butylallene, dimethyl-1,3 allene, and others with varying steric hindrances. The aim was to determine the influence of steric and electronic factors on the regioselectivity and stereoselectivity of the hydroboration process. The results showed that as steric hindrance increased, the percentage of diaddition products decreased, and in some cases, only monoaddition products were formed. The products were characterized through complexation with pyridine and oxidation in basic conditions, revealing that the hydroboration was both regio- and stereospecific, yielding allylic alcohols with pure stereochemistry. The study also briefly explored the impact of electronic factors by examining the hydroboration of methoxyallene, although the structures of the products from this reaction were not fully determined.