trans-1-Bromo-1-hexene

Base Information

• Chemical Name: trans-1-Bromo-1-hexene
• CAS No.: 13154-13-7
• Molecular Formula: C6H11 Br
• Molecular Weight: 163.057
• Hs Code.: 2903399090
• NSC Number: 147117
• Nikkaji Number: J97.481A,J113.186I
• Mol file: 13154-13-7.mol

Synonyms:1-Bromo-1-hexene;trans-1-Bromo-1-hexene;(E)-1-bromohex-1-ene;13154-13-7;57855-22-8;1-Hexene, 1-bromo-, (E)-;5785-22-8;1-BROMOHEXENE;(E)-1-Bromo-1-hexene;NSC147117;1-Hexene, (E)-;(E)-1-bromo-hex-1-ene;SCHEMBL828406;SCHEMBL828407;(1E)-1-Bromo-1-hexene #;FBUZNPORDKVYFD-AATRIKPKSA-N;AKOS006275464;NSC-147117

Chemical Property of trans-1-Bromo-1-hexene

Chemical Property:

• Vapor Pressure: 7.45mmHg at 25°C
• Melting Point: -102.35°C (estimate)
• Refractive Index: 1.4560
• Boiling Point: 141.1°Cat760mmHg
• Flash Point: 48.1°C
• PSA: 0.00000
• Density: 1.213g/cm³
• LogP: 3.08520
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 3
• Exact Mass: 162.00441
• Heavy Atom Count: 7
• Complexity: 48.1

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC=CBr
• Isomeric SMILES: CCCC/C=C/Br

Technology Process of trans-1-Bromo-1-hexene

There total 46 articles about trans-1-Bromo-1-hexene 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: 91.0%

(E)-1-bromo-1-(trimethylsilyl)-1-hexene (66270-62-0) → (E)-1-bromohex-1-ene (13154-13-7)

Guidance literature:

With potassium fluoride; In dimethyl sulfoxide;

DOI:10.1055/s-1981-29679

Reference yield: 70.0%

(Z)-hex-1-enyl(trimethyl)silane (52835-06-0) → (Z)-1-bromohex-1-ene (13154-12-6) + (E)-1-bromohex-1-ene (13154-13-7) + 1-bromo-1-trimethylsilylhexane-2-ol (125422-99-3)

Guidance literature:

With N-Bromosuccinimide; perchloric acid; In 1,4-dioxane; water; at 5 - 10 ℃; for 2.5h; Yields of byproduct given;

Reference yield: 64.0%

(E)-1-iodohexene (16644-98-7) + Ethyl bromodifluoroacetate (667-27-6) → (E)-1-bromohex-1-ene (13154-13-7) + 2,2-difluoro-oct-3-enoic acid ethyl ester

Guidance literature:

With copper; In dimethyl sulfoxide; at 55 ℃; for 12h;

DOI:10.1248/cpb.47.1013

upstream raw materials:

hex-1-yne

(Z)-hept-2-enoic acid

1-Bromopentane

Bromotrifluoromethane

Downstream raw materials:

E-hept-2-enoic acid

(E)-1-iodohexene

1-bromo-2-hexanone

valeric acid

Refernces

• 1、 Brown, Herbert C.,Hamaoka, Tsutomu,Ravindran, Nair,Subrahmanyam, Chitti,Somayaji, Vishwanatha,Bhat, Narayan G.. "Vinylic Organoboranes. 14. Stereospecific Synthesis of (E)-1-Halo-1-alkanes from 1-Alkynes". . p. 6075 - 6079. Retrieved 1989.
• 2、 Brown, Herbert C.,Larock, Richard C.,Gupta, S. K.,Rajagopalan, Shyamala,Bhat, Narayan G.. "Vinylic Organoboranes. 15. Mercuration of 2-Alkenyl-1,3,2-benzodioxaboroles and Boronic Acids. A Convenient Stereospecific Procedure for the Conversion of Alkynes into (E)-1-Halo-1-alkenes via Mercuric Salts". . p. 6079 - 6084. Retrieved 1989.
• 3、 Suga, Takuya,Takahashi, Yuuki,Ukaji, Yutaka. "One-Shot Radical Cross Coupling Between Benzyl Alcohols and Alkenyl Halides Using Ni/Ti/Mn System". supporting information. p. 5622 - 5626. Retrieved 2020/10/22.
• 4、 Mueller, Daniel,Alexakis, Alexandre. "Formation of quaternary stereogenic centers by copper-catalyzed asymmetric conjugate addition reactions of alkenylaluminums to trisubstituted enones". . p. 15226 - 15239. Retrieved 2013/11/06.