(Z)-1-Bromooctadec-9-ene

Base Information

• Chemical Name: (Z)-1-Bromooctadec-9-ene
• CAS No.: 6110-53-8
• Deprecated CAS: 1192430-70-8
• Molecular Formula: C₁₈H₃₅Br
• Molecular Weight: 331.38
• Hs Code.: 2903399090
• European Community (EC) Number: 228-074-1
• DSSTox Substance ID: DTXSID40884225
• Nikkaji Number: J227.302K
• Wikidata: Q82862936
• Mol file: 6110-53-8.mol

Synonyms:Oleyl bromide;(Z)-1-Bromooctadec-9-ene;6110-53-8;9-Octadecene, 1-bromo-, (9Z)-;(Z)-1-Bromo-9-octadecene;(Z)-9-Octadecen-1-yl bromide;9-Octadecene, 1-bromo-, (Z)-;EINECS 228-074-1;1-Bromo-cis-9-octadecene;Z-9-octadecenyl bromide;C18H35Br;SCHEMBL129710;(9Z)-1-Bromo-9-octadecene;C18-H35-Br;DTXSID40884225;Oleyl bromide, >=99% (GC);RRQWVJIFKFIUJU-KTKRTIGZSA-N;BP-29910;E84570;A868803

Chemical Property of (Z)-1-Bromooctadec-9-ene

Chemical Property:

• Vapor Pressure: 1.48E-05mmHg at 25°C
• Refractive Index: 1.472
• Boiling Point: 377.3 °C at 760 mmHg
• Flash Point: 179 °C
• PSA: 0.00000
• Density: 0.996 g/cm³
• LogP: 7.41880
• Storage Temp.: −20°C
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 9.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 15
• Exact Mass: 330.19221
• Heavy Atom Count: 19
• Complexity: 175

Purity/Quality:

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

Oleyl Bromide ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCCC=CCCCCCCCCBr
• Isomeric SMILES: CCCCCCCC/C=C\CCCCCCCCBr
• Uses: Oleyl Bromide, can be used as the starting material in the synthesis of oleylphosphonates as potential inhibitors of diacylglycerol lipase (DAGL) and monoacylglycerol lipase (MAGL).

Technology Process of (Z)-1-Bromooctadec-9-ene

There total 12 articles about (Z)-1-Bromooctadec-9-ene 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: 100.0%

oleoyl alcohol (143-28-2,593-47-5,84286-21-5) → (Z)-1-bromo-9-octadecene (13044-38-7,62871-05-0,6110-53-8)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 0 - 20 ℃; for 0.5h;

DOI:10.1021/jm5020082

Reference yield: 100.0%

oleyl methanesulfonate (35709-09-2) → (Z)-1-bromo-9-octadecene (13044-38-7,62871-05-0,6110-53-8)

Guidance literature:

With lithium bromide; In acetone; at 20 ℃; for 20h; Reflux;

Reference yield: 100.0%

→ (Z)-1-bromo-9-octadecene (13044-38-7,62871-05-0,6110-53-8)

Guidance literature:

upstream raw materials:

oleoyl alcohol

oleyl methanesulfonate

hydrogen bromide

Methyl oleate

Downstream raw materials:

11-eicosenoic acid

trans-11-eicosenoic acid

cis-octadec-9-enethiol

3,4-bis-octadec-9-enyloxy-benzoic acid ethyl ester

Refernces

• 1、 Holmstedt, Suvi,Efimov, Alexander,Candeias, Nuno R.. "O,O-Silyl Group Migrations in Quinic Acid Derivatives: An Opportunity for Divergent Synthesis". . p. 3083 - 3087. Retrieved 2021/05/04.
• 2、 -. "OLEIC ACID DERIVATIVES, PHARMACEUTICAL COMPOSITION OR FOOD COMPOSITION COMPRISING SAID OLEIC ACID DERIVATIVES, AND THEIR USES". Page/Page column 36-37. . Retrieved 2019/12/25.