2-(Difluoromethoxy)Bromobenzene

Base Information

• Chemical Name: 2-(Difluoromethoxy)Bromobenzene
• CAS No.: 175278-33-8
• Molecular Formula: C7H5BrF2O
• Molecular Weight: 223.017
• Hs Code.: 2909309090
• European Community (EC) Number: 670-824-9
• DSSTox Substance ID: DTXSID00371762
• Wikidata: Q72454387
• Mol file: 175278-33-8.mol

Synonyms:175278-33-8;2-(Difluoromethoxy)Bromobenzene;1-Bromo-2-(difluoromethoxy)benzene;2-bromo-1-(difluoromethoxy)benzene;Benzene, 1-bromo-2-(difluoromethoxy)-;MFCD00221468;SCHEMBL264299;1-bromo-2-difluoromethoxybenzene;DTXSID00371762;TQU0264;1-bromo-2-difluoromethoxy-benzene;CK2365;AKOS000172545;AM61368;CS-W007867;PS-7807;SY024312;2-(Difluoromethoxy)bromobenzene, AldrichCPR;FT-0608783;EN300-50138;A812055;Z295440616

Chemical Property of 2-(Difluoromethoxy)Bromobenzene

Chemical Property:

• Boiling Point: 199.19 °C at 760 mmHg
• Flash Point: 88.347 °C
• PSA: 9.23000
• Density: 1.583 g/cm³
• LogP: 3.05050
• Storage Temp.: Room temperature.
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 221.94918
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

98% ^*data from raw suppliers

1-Bromo-2-(difluoromethoxy)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 36/37/38-51-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)OC(F)F)Br

Technology Process of 2-(Difluoromethoxy)Bromobenzene

There total 3 articles about 2-(Difluoromethoxy)Bromobenzene 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: 54.0%

2-hydroxybromobenzene (95-56-7) + 2-chloro-2,2-difluoroacetophenone (384-67-8) → 1-bromo-2-(dilfluoromethoxy)benzene (175278-33-8)

Guidance literature:

With potassium hydroxide; In acetonitrile; at 80 ℃; for 4h;

DOI:10.1021/jo061799l

Reference yield:

bromobenzene (108-86-1,52753-63-6) + 1-(difluoromethoxy)-3-methyl-6-nitro-4-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-3-ium trifluoromethanesulfonate → 1-bromo-2-(dilfluoromethoxy)benzene (175278-33-8) + 1-bromo-4-(difluoromethoxy)benzene (5905-69-1) + (3-bromophenyl)difluoromethyl ether (262587-05-3)

Guidance literature:

With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In acetonitrile; at 23 ℃; for 12h; Overall yield = 72 %Spectr.; Irradiation;

DOI:10.1039/C8SC05390A

Reference yield:

2-hydroxybromobenzene (95-56-7) + sodium chlorodifluoroacetate (1895-39-2) → 1-bromo-2-(dilfluoromethoxy)benzene (175278-33-8)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 105 ℃; for 3h; Inert atmosphere;

upstream raw materials:

2-hydroxybromobenzene

2-chloro-2,2-difluoroacetophenone

bromobenzene

sodium chlorodifluoroacetate

Downstream raw materials:

N-{6-amino-5-[2-(difluoromethoxy)phenyl]pyridin-2-yl}-1-methyl-1H-pyrazole-5-carboxamide

2-(2-(difluoromethoxy)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Refernces

• 1、 Lee, Johnny W.,Lim, Sanghyun,Maienshein, Daniel N.,Liu, Peng,Ngai, Ming-Yu. "Redox-Neutral TEMPO Catalysis: Direct Radical (Hetero)Aryl C?H Di- and Trifluoromethoxylation". supporting information. p. 21475 - 21480. Retrieved 2020/10/02.
• 2、 -. "DIFLUOROMETHOXYLATION AND TRIFLUOROMETHOXYLATION COMPOSITIONS AND METHODS FOR SYNTHESIZING SAME". Page/Page column 75; 79; 89; 92. . Retrieved 2019/09/18.