4-(Bromomethyl)tetrahydropyran

Base Information

• Chemical Name: 4-(Bromomethyl)tetrahydropyran
• CAS No.: 125552-89-8
• Molecular Formula: C6H11BrO
• Molecular Weight: 179.057
• Hs Code.: 29339900
• European Community (EC) Number: 638-902-7
• DSSTox Substance ID: DTXSID60378338
• Wikidata: Q72448088
• Mol file: 125552-89-8.mol

Synonyms:4-(Bromomethyl)tetrahydropyran;125552-89-8;4-bromomethyltetrahydropyran;4-(bromomethyl)oxane;4-(bromomethyl)tetrahydro-2H-pyran;4-Bromomethyl-tetrahydro-pyran;4-(Bromomethyl)tetrahydro-pyran;2H-PYRAN, 4-(BROMOMETHYL)TETRAHYDRO-;MFCD03788561;4-Bromomethyl-tetrahydropyran;4-(bromomethyl)-tetrahydro-2h-pyran;SCHEMBL6981;4-bromomethyltetrahydropyrane;4-Bromomethyl tetrahydropyran;DTXSID60378338;LMOOYAKLEOGKJR-UHFFFAOYSA-N;tetrahydro-pyran-4-ylmethyl bromide;4-(bromomethyl) tetrahydro-2H-pyran;4-(bromomethyl)tetrahydro-2H-pyrane;BBL101476;STL555272;AKOS005146251;AC-4220;CS-W003105;GS-6655;PB20063;BP-21232;SY002686;4-(bromomethyl)tetrahydropyran, AldrichCPR;A2640;AM20080196;FT-0643040;EN300-74599;W-205218;F8889-6637;4-(bromomethyl)-tetrahydro-2H-pyran

Chemical Property of 4-(Bromomethyl)tetrahydropyran

Chemical Property:

• Appearance/Colour: Colourless Oil
• Vapor Pressure: 0.359mmHg at 25°C
• Refractive Index: 1.475
• Boiling Point: 205.4 °C at 760 mmHg
• Flash Point: 80.8 °C
• PSA: 9.23000
• Density: 1.359 g/cm³
• LogP: 1.80790
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 177.99933
• Heavy Atom Count: 8
• Complexity: 59.5

Purity/Quality:

99% ^*data from raw suppliers

4-Bromomethyltetrahydropyran ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C,Xn
• Statements: 36/37/38-34-22
• Safety Statements: 26-36/37/39-45-23

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCC1CBr

Technology Process of 4-(Bromomethyl)tetrahydropyran

There total 6 articles about 4-(Bromomethyl)tetrahydropyran 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%

4-(methanesulfonyloxymethyl)tetrahydropyran (132291-95-3) → 4-(bromomethyl)tetrahydro-2H-pyran (125552-89-8)

Guidance literature:

With lithium bromide; In water; acetone;

Reference yield: 49.0%

(tetrahydro-2H-pyran-4-yl)methanol (14774-37-9) → 4-(bromomethyl)tetrahydro-2H-pyran (125552-89-8)

Guidance literature:

With N-Bromosuccinimide; triphenylphosphine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.ejmech.2018.09.025

Reference yield:

(tetrahydro-2H-pyran-4-yl)methanol (14774-37-9) + carbon tetrabromide (558-13-4) → 4-(bromomethyl)tetrahydro-2H-pyran (125552-89-8)

Guidance literature:

With triphenylphosphine; In dichloromethane;

upstream raw materials:

(tetrahydro-2H-pyran-4-yl)methanol

toluene-4-sulfonic acid tetrahydropyran-4-ylmethyl ester

tetrahydro-2H-pyran-4-carboxylic acid

tetrahydropyran-4-carboxylic acid methyl ester

Downstream raw materials:

2-(tetrahydro-2H-pyran-4-yl)acetonitrile

(2S,5R)-1-benzyl-2,5-dimethyl-4-(tetrahydro-2H-pyran-4-ylmethyl)piperazine

1-benzyl-3-(tetrahydro-pyran-4-ylmethyl)-4-(1-triisopropylsilanyl-1H-indazol-5-yl)-piperazin-2-one

2-(2,3-Difluoro-phenyl)-5-{6-[4-(tetrahydro-pyran-4-ylmethoxy)-2-trifluoromethyl-phenyl]-pyridazin-3-ylmethyl}-5H-imidazo[4,5-d]pyridazine

Refernces

• 1、 Wang, Beilei,Wu, Jiaxin,Wu, Yun,Chen, Cheng,Zou, Fengming,Wang, Aoli,Wu, Hong,Hu, Zhenquan,Jiang, Zongru,Liu, Qingwang,Wang, Wei,Zhang, Yicong,Liu, Feiyang,Zhao, Ming,Hu, Jie,Huang, Tao,Ge, Juan,Wang, Li,Ren, Tao,Wang, Yuxin,Liu, Jing,Liu, Qingsong. "Discovery of 4-(((4-(5-chloro-2-(((1s,4s)-4-((2-methoxyethyl)amino)cyclohexyl)amino)pyridin-4-yl)thiazol-2-yl)amino)methyl)tetrahydro-2H-pyran-4-carbonitrile (JSH-150) as a novel highly selective and potent CDK9 kinase inhibitor". . p. 896 - 916. Retrieved 2018/09/29.
• 2、 -. "Adenosine A2A receptor agonists as antiinflammatory agents". . . Retrieved 2008/06/13.