3-(4-Bromophenyl)prop-2-en1-ol

Base Information

• Chemical Name: 3-(4-Bromophenyl)prop-2-en1-ol
• CAS No.: 105515-33-1
• Molecular Formula: C9H9BrO
• Molecular Weight: 213.074
• Hs Code.: 2906299090
• DSSTox Substance ID: DTXSID30694259
• Mol file: 105515-33-1.mol

Synonyms:DTXSID30694259;DLEIRQMIYDUVBY-UHFFFAOYSA-N;3-(4-Bromophenyl)prop-2-en1-ol;3-(4-Bromophenyl)prop-2-ene 1-ol;AKOS017559060

Chemical Property of 3-(4-Bromophenyl)prop-2-en1-ol

Chemical Property:

• Melting Point: 68-70°
• PSA: 20.23000
• LogP: 2.45460
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 211.98368
• Heavy Atom Count: 11
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

3-(4-Bromophenyl)-2-propen-1-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CCO)Br
• Uses: 3-(4-Bromophenyl)-2-propen-1-ol (cas# 105515-33-1) is a useful reagent for the preparation of aryltetralin cyclic ether lignans.

Technology Process of 3-(4-Bromophenyl)prop-2-en1-ol

There total 37 articles about 3-(4-Bromophenyl)prop-2-en1-ol 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: 99.0%

methyl (E)-4-bromocinnamate (3650-78-0,84878-00-2,71205-17-9) → (2E)-3-(4-bromophenyl)prop-2-en-1-ol (105515-33-1)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 - 0 ℃;

Reference yield: 99.0%

methyl 4-bromocinnamate (3650-78-0,71205-17-9,84878-00-2) → 3-(4-bromophenyl)prop-2-en-1-ol (105515-33-1,130265-32-6)

Guidance literature:

methyl 4-bromocinnamate; With diisobutylaluminium hydride; In hexane; toluene; at 20 ℃;

With hydrogenchloride; water; In hexane; toluene;

DOI:10.1080/00397910903533991

Reference yield: 99.0%

4-bromocinnamyl acetate (204326-54-5) → (2E)-3-(4-bromophenyl)prop-2-en-1-ol (105515-33-1)

Guidance literature:

With potassium hydroxide; In methanol; water; at 40 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c5ob00235d

upstream raw materials:

1-(p-bromophenyl)prop-2-en-1-ol

ethyl 4-bromocinnamate

(E)-1-bromo-4-(3-chloroprop-1-en-1-yl)benzene

methyl 4-bromocinnamate

Downstream raw materials:

4-bromocinnamaldeyde

methyl (E)-(3-(4-bromophenyl)allyl) carbonate

(1E,3E)-1,4-bis(4-bromophenyl)buta-1,3-diene

C₁₃H₁₈BrO₃P

Refernces

• 1、 Nagarkar, Amit A.,Yasir, Mohammad,Crochet, Aurelien,Fromm, Katharina M.,Kilbinger, Andreas F. M.. "Tandem Ring-Opening–Ring-Closing Metathesis for Functional Metathesis Catalysts". . p. 12343 - 12346. Retrieved 2016.
• 2、 Maeda, Hajime,Nakashima, Ryota,Sugimoto, Akira,Mizuno, Kazuhiko. "Intramolecular 10,10a-[2+2] photocycloaddition reactions of phenanthrenes with linked styrene". . p. 232 - 237. Retrieved 2016.
• 3、 Mansell et al.. "-". . p. 2427,2434. Retrieved 1974.
• 4、 Ye, Tian-Nan,Li, Jiang,Kitano, Masaaki,Sasase, Masato,Hosono, Hideo. "Electronic interactions between a stable electride and a nano-alloy control the chemoselective reduction reaction". . p. 5969 - 5975. Retrieved 2016.
• 5、 Liu, Qinglin,Liu, Qian,Chen, Yurong,Li, Yinle,Su, Hui,Liu, Qinghua,Li, Guangqin. "Ir nanoclusters confined within hollow MIL-101(Fe) for selective hydrogenation of α,β-unsaturated aldehyde". supporting information. p. 374 - 377. Retrieved 2021/08/13.
• 6、 Shi, Chang-Yun,Yin, Liang,Zhang, Qi,Zhou, Si-Wei. "Catalytic Asymmetric Allylic Substitution with Copper(I) Homoenolates Generated from Cyclopropanols". supporting information. p. 26351 - 26356. Retrieved 2021/11/09.