1,3-Bis(bromomethyl)-2-fluorobenzene

Base Information

• Chemical Name: 1,3-Bis(bromomethyl)-2-fluorobenzene
• CAS No.: 25006-86-4
• Molecular Formula: C8H7 Br2 F
• Molecular Weight: 281.95
• Hs Code.: 2903999090
• DSSTox Substance ID: DTXSID70371077
• Nikkaji Number: J267.229D
• Wikidata: Q82158316
• Mol file: 25006-86-4.mol

Synonyms:1,3-bis(bromomethyl)-2-fluorobenzene;25006-86-4;2,6-bis(bromomethyl)fluorobenzene;Benzene, 1,3-bis(bromomethyl)-2-fluoro-;2-fluoro-m-xylylene dibromide;SCHEMBL960397;DTXSID70371077;LFPRPXHVBUBKOS-UHFFFAOYSA-N;MFCD00042469;2,6-Di(bromomethyl)-1-fluorobenzene;2,6-bis(bromomethyl)-1-fluorobenzene;1,3-bis(bromomethyl)-2-fluoranyl-benzene;FT-0606567;A817599

Chemical Property of 1,3-Bis(bromomethyl)-2-fluorobenzene

Chemical Property:

• Vapor Pressure: 0.00864mmHg at 25°C
• Melting Point: 88-90°C
• Refractive Index: 1.59
• Boiling Point: 275.3°Cat760mmHg
• Flash Point: 120.3°C
• PSA: 0.00000
• Density: 1.847g/cm³
• LogP: 3.61550
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 281.88780
• Heavy Atom Count: 11
• Complexity: 107

Purity/Quality:

99%min ^*data from raw suppliers

1,3-Bis(bromomethyl)-2-fluorobenzene 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39-45

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)CBr)F)CBr

Technology Process of 1,3-Bis(bromomethyl)-2-fluorobenzene

There total 8 articles about 1,3-Bis(bromomethyl)-2-fluorobenzene 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: 80.0%

2-fluoro-m-xylene (443-88-9) → 2,6-bis(bromomethyl)-1-fluorobenzene (25006-86-4)

Guidance literature:

With N-Bromosuccinimide; Perbenzoic acid; In tetrachloromethane; for 4h; Heating;

Reference yield:

2,6-dimethylaniline (87-62-7) → 2,6-bis(bromomethyl)-1-fluorobenzene (25006-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 41 percent / NaBF₄, NaNO₂, concd HCl / H₂O / 0 - 5 °C

2: 26 percent / N-bromosuccinimide, dibenzoyl peroxide / CCl₄ / 18 h / Heating

With hydrogenchloride; N-Bromosuccinimide; sodium tetrafluoroborate; sodium nitrite; dibenzoyl peroxide; In tetrachloromethane; water;

DOI:10.1021/ja00033a024

Reference yield:

5-tert-Butyl-m-xylene (98-19-1) → 2,6-bis(bromomethyl)-1-fluorobenzene (25006-86-4)

Guidance literature:

Multi-step reaction with 5 steps

1: 75 percent / acetic anhydride, nitric acid, acetic acid / 25 °C

2: 89 percent / Fe-HCl / H₂O; ethanol / 28 h / Heating

3: 48 percent / HBF₄, NaNO₂ / tetrahydrofuran; H₂O

4: 89.9 percent / biphenyl / AlCl₃ / CS₂ / 1.5 h / Ambient temperature

5: 80 percent / 2.2 eq. NBS, benzoyl peroxide / CCl₄ / 4 h / Heating

With N-Bromosuccinimide; tetrafluoroboric acid; Perbenzoic acid; biphenyl; nitric acid; acetic anhydride; acetic acid; sodium nitrite; aluminium trichloride; In tetrahydrofuran; carbon disulfide; tetrachloromethane; ethanol; water;

upstream raw materials:

2-fluoro-m-xylene

2,6-dimethylaniline

5-tert-Butyl-m-xylene

2-Nitro-5-tert-butyl-m-xylene

Downstream raw materials:

1-fluoro-2,6-bis[2-isocyano-2-(4-tolylsulfonyl)ethyl]benzene

C₂₉H₃₆FN₃O₄S₂

3-bromo-1-(3-bromomethyl-2-fluorobenzyl)-4-(2,4-difluoro-benzyloxy)-1H-pyridin-2-one

Refernces

• 1、 Casitas, Alicia,Canta, Merce,Sola, Miquel,Costas, Miquel,Ribas, Xavi. "Nucleophilic aryl fluorination and aryl halide exchange mediated by a CuI/CuIII catalytic cycle". supporting information; experimental part. p. 19386 - 19392. Retrieved 2012/01/15.
• 2、 Yamato, Takehiko,Arimura, Takashi,Tashiro, Masashi. "Metacyclophanes and Related Compounds. Part 16. Preparation of 8-Fluoro-t-butylmetacyclophanes and their Treatment with Aluminium Chloride-Nitromethane in Benzene". . p. 1 - 8. Retrieved 2007/10/02.