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ChemicalBook--->CAS DataBase List--->21988-87-4

21988-87-4

21988-87-4 Structure

21988-87-4 Structure
IdentificationMore
[Name]

2,4,6-Tris(bromomethyl)mesitylene
[CAS]

21988-87-4
[Synonyms]

1,3,5,5-TRIS(BROMOMETHYL)-2,4,6-TRIMETHYLBENZENE
1,3,5-TRI(BROMOMETHYL)-2,4,6-TRIMETHYLBENZENE
1,3,5-TRIS(BROMOMETHYL)-2,4,6-TRIMETHYLBENZENE
2,4,6-TRIS(BROMOMETHYL)MESITYLENE
1,3,5-TRIS(BROMOMETHYL)-2,4,6-TRIMETHYLBENZENE 98+% T
2,4,6-Tribromomethyl-1,3,5-trimethylbenzene
2,4,6-Trimethyl-1,3,5-tris(bromomethyl)benzene
[EINECS(EC#)]

244-697-1
[Molecular Formula]

C12H15Br3
[MDL Number]

MFCD00192554
[Molecular Weight]

398.96
[MOL File]

21988-87-4.mol
Chemical PropertiesBack Directory
[Melting point ]

187-189 °C (lit.)
[Boiling point ]

399.8±37.0 °C(Predicted)
[density ]

1.759±0.06 g/cm3(Predicted)
[storage temp. ]

under inert gas (nitrogen or Argon) at 2-8°C
[form ]

powder to crystal
[color ]

White to Almost white
[InChI]

InChI=1S/C12H15Br3/c1-7-10(4-13)8(2)12(6-15)9(3)11(7)5-14/h4-6H2,1-3H3
[InChIKey]

BHIFXIATEXVOQA-UHFFFAOYSA-N
[SMILES]

C1(CBr)=C(C)C(CBr)=C(C)C(CBr)=C1C
[CAS DataBase Reference]

21988-87-4(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

C,Xi
[Risk Statements ]

R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R34:Causes burns.
[Safety Statements ]

S22:Do not breathe dust .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 3261 8/PG 2
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

8
[PackingGroup ]

III
[HS Code ]

2903998090
Spectrum DetailBack Directory
[Spectrum Detail]

2,4,6-Tris(bromomethyl)mesitylene(21988-87-4)1HNMR
2,4,6-Tris(bromomethyl)mesitylene(21988-87-4)Raman
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

21988-87-4(sigmaaldrich)
[TCI AMERICA]

1,3,5-Tris(bromomethyl)-2,4,6-trimethylbenzene,>98.0%(T)(21988-87-4)
Hazard InformationBack Directory
[Synthesis]

Formaldehyde

50-00-0

Mesitylene

108-67-8

2,4,6-Tris(bromomethyl)mesitylene

21988-87-4

Under nitrogen atmosphere, 1,3,5-trimethylbenzene (0.7 mL, 5 mmol) was added to the reaction vial, followed by the sequential addition of acetic acid (2.6 mL) and 33% wt solution of hydrobromic acid acetic acid (3.5 mL). Next, paraformaldehyde (570 mg, 18.8 mmol, 3.7 equiv) was added. The reaction mixture was stirred at 95 °C. After 3 h, the solid was observed to start precipitating. Stirring of the reaction mixture was continued for 9 h, followed by cooling to room temperature. The reaction mixture was poured into ice water and the solid product was collected by filtration and dried. Recrystallization by mixed solvent recrystallization of dichloromethane and petroleum ether afforded the target compound 2,4,6-tribromomethyltrimethylbenzene as white needle-like crystals (1.99 g, 5 mmol, 99% yield).1H NMR (500 MHz, CDCl3) δ 4.61 (s, 6H), 2.50 (s, 9H).13C NMR (126 MHz, CDCl3) δ 137.84, 133.18, 29.93, 15.38.

[References]

[1] Journal of Organic Chemistry, 1993, vol. 58, # 5, p. 1262 - 1263
[2] Patent: WO2018/106112, 2018, A1. Location in patent: Page/Page column 70
[3] Synthesis, 1994, # 11, p. 1132 - 1132
[4] Organic Letters, 2009, vol. 11, # 11, p. 2229 - 2232
[5] Tetrahedron Letters, 2013, vol. 54, # 8, p. 771 - 774
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