(R)-4,5-ISOPROPYLIDENE-1-BROMOPENTANE

Base Information

• Chemical Name: (R)-4,5-ISOPROPYLIDENE-1-BROMOPENTANE
• CAS No.: 251998-53-5
• Molecular Formula: C₈H₁₅BrO₂
• Molecular Weight: 223.11
• Mol file: 251998-53-5.mol

Synonyms:(R)-4,5-ISOPROPYLIDENE-1-BROMOPENTANE;(4R)-4-(3-BROMOPROPANE)-2 2-DIMETHYL-1 &

Chemical Property of (R)-4,5-ISOPROPYLIDENE-1-BROMOPENTANE

Chemical Property:

• Vapor Pressure: 0.085mmHg at 25°C
• Refractive Index: 1.457
• Boiling Point: 233.5°Cat760mmHg
• Flash Point: 95.4°C
• PSA: 18.46000
• Density: 1.264g/cm³
• LogP: 2.31300

Purity/Quality:

97% ^*data from raw suppliers

(R)-4,5-ISOPROPYLIDENE-1-BROMOPENTANE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-4,5-ISOPROPYLIDENE-1-BROMOPENTANE

There total 2 articles about (R)-4,5-ISOPROPYLIDENE-1-BROMOPENTANE 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: 81.0%

2,2-dimethoxy-propane (77-76-9) + (4R)-4,5-diacetoxy-1-bromopentane (726193-08-4) → (R)-5-bromo-1,2-O-isopropylidenepentane-1,2-diol (251998-53-5)

Guidance literature:

With Amberlyst 15; In methanol; at 20 ℃; for 12h;

DOI:10.1055/s-2004-822342

Reference yield: 78.0%

(4R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol (133008-08-9) → (R)-5-bromo-1,2-O-isopropylidenepentane-1,2-diol (251998-53-5)

Guidance literature:

With carbon tetrabromide; triethylamine; triphenylphosphine; In dichloromethane; at 20 ℃;

DOI:10.1016/S0040-4039(99)01629-9

Reference yield:

(R)-5-bromo-1,2-O-isopropylidenepentane-1,2-diol (251998-53-5) → (1''R,2'R,5'R,2R,6RS)-2,6-dihydroxy-6-(5'-(1''-(methoxymethoxy)tridecyl)tetrahydrofuran-2'-yl)hexyl 2,4,6-triisopropylbenzenesulfonate (251998-87-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Mg; dibromoethane / diethyl ether / 2 h / 20 °C

1.2: 80 percent / diethyl ether / -78 - 20 °C

2.1: 70 percent / AcOH; H₂O / tetrahydrofuran / 24 h / 20 °C

3.1: 79 percent / Py / CH₂Cl₂ / 0 - 20 °C

With pyridine; 1,1-Dibromoethane; water; magnesium; acetic acid; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Metallation / 1.2: Grignard reaction / 2.1: Hydrolysis / 3.1: sulfonylation;

DOI:10.1016/S0040-4020(00)00033-8

upstream raw materials:

(4R)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol

2,2-dimethoxy-propane

(4R)-4,5-diacetoxy-1-bromopentane

Downstream raw materials:

(1''R,2'R,5'R,2R,6RS)-2,6-dihydroxy-6-(5'-(1''-(methoxymethoxy)tridecyl)tetrahydrofuran-2'-yl)hexyl 2,4,6-triisopropylbenzenesulfonate