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inquiry3-Methylbenzyl bromide Chemical Properties Melting point -20.49°C (estimate) Boiling point 185 °C340 mm Hg(lit.) density 1.37 g/mL at 25 °C(lit.) refractive index n20/D 1.566(lit.) Fp 180 °F form Liquid color
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1-bromomethyl-3-methyl-benzene
Conditions | Yield |
---|---|
With N-Bromosuccinimide; trityl tetrafluoroborate In dichloromethane; benzene at 20℃; Irradiation; Inert atmosphere; chemoselective reaction; | 92% |
With dibenzoyl peroxide In ethyl acetate for 3.5h; Reflux; | 75% |
With hydrogen bromide; dihydrogen peroxide In water at 0℃; Incandescent lamp light; | 71.1% |
Conditions | Yield |
---|---|
With bromine; trimethylamine borane In chloroform at 0 - 5℃; for 0.0333333h; | 92% |
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol / 0.5 h / 20 °C 2: phosphorus tribromide / dichloromethane / 0.5 h / 0 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; methanol / 0.17 h / 0 °C 2: phosphorus tribromide / diethyl ether / 3 h / 0 - 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium tetrahydroborate / methanol / 2 h / 0 °C 2: phosphorus tribromide / diethyl ether / 0.5 h / 0 °C View Scheme |
Conditions | Yield |
---|---|
With hydrogen bromide; dihydrogen peroxide In water at 20℃; Irradiation; | A 73% B 11% |
With N-Bromosuccinimide for 0.15h; microwave irradiation; | A 40% B 42% |
With bromine In water Irradiation; | A 40 % Chromat. B 53 % Chromat. |
Conditions | Yield |
---|---|
With sodium bromate; sodium hydrogensulfite In cyclohexane; water at 20℃; for 4h; Bromination; | A 1% B 64% |
With sodium bromate; sodium hydrogensulfite In water; acetonitrile at 20℃; for 4h; Bromination; | A 57% B n/a |
With N-Bromosuccinimide at 150℃; under 2625.26 Torr; for 0.0666667h; microwave irradiation; | A 1.5 % Chromat. B 56 % Chromat. |
3-methylbenzyl Co(III)(dmgH)2py
Bromotrichloromethane
B
hexachloroethane
C
1-bromomethyl-3-methyl-benzene
Conditions | Yield |
---|---|
In chloroform Excess of CHCl3, 55°C for 5 h;; detected by NMR spectra and GLC;; | A n/a B n/a C 45% D 55% |
A
1-bromomethyl-3-methyl-benzene
B
1-bromo-2-(bromomethyl)-4-methylbenzene
Conditions | Yield |
---|---|
With bromine In chloroform Ambient temperature; | A 50% B 50% |
Conditions | Yield |
---|---|
In acetone at 45℃; Rate constant; Equilibrium constant; |
Conditions | Yield |
---|---|
In acetone at 45℃; Rate constant; Equilibrium constant; |
Conditions | Yield |
---|---|
In acetone at 45℃; Rate constant; Equilibrium constant; |
Conditions | Yield |
---|---|
In acetone at 45℃; Rate constant; Equilibrium constant; |
Conditions | Yield |
---|---|
at 150 - 180℃; |
bromine
m-xylene
A
1-bromomethyl-3-methyl-benzene
B
1,3-bis-(bromomethyl)benzene
bromine
m-xylene
A
1-bromomethyl-3-methyl-benzene
B
1,3-bis-(bromomethyl)benzene
Conditions | Yield |
---|---|
im Sonnenlicht; |
bromine
m-xylene
A
1-bromomethyl-3-methyl-benzene
B
1,3-bis-(bromomethyl)benzene
tetrachloromethane
3,5-dimethylenecyclohexene
bromine
A
1-bromomethyl-3-methyl-benzene
B
1,3-bis-(bromomethyl)benzene
bromocyane
N-benzyl-N-methyl-1-(m-tolyl)methanamine
A
1-bromomethyl-3-methyl-benzene
B
N-benzyl-N-methyl cyanamide
Conditions | Yield |
---|---|
With 1H-imidazole In chloroform at 70℃; for 3h; Title compound not separated from byproducts; |
triethyl borate
carbon monoxide
1-bromomethyl-3-methyl-benzene
ethyl m-methylphenylacetate
Conditions | Yield |
---|---|
1,5-hexadienerhodium(I)-chloride dimer at 75℃; under 760 Torr; Heating; overnight; other solvent; | 100% |
tri-n-propyl borate
carbon monoxide
1-bromomethyl-3-methyl-benzene
m-Tolyl-acetic acid propyl ester
Conditions | Yield |
---|---|
1,5-hexadienerhodium(I)-chloride dimer at 75℃; under 760 Torr; Heating; overnight; other solvent; | 100% |
tris(trimethylsilyl) phosphite
1-bromomethyl-3-methyl-benzene
bis(trimethylsilyl) 3-methylbenzylphosphonate
Conditions | Yield |
---|---|
In toluene at 95℃; for 4h; Michaelis-Arbuzov reaction; | 100% |
In toluene at 95℃; for 4h; Michaelis-Arbuzov reaction; | 100 % Spectr. |
1-bromomethyl-3-methyl-benzene
2,3-bis(methoxycarbonyl)phenol
3-(3-methyl-benzyloxy)-phthalic acid dimethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In acetone Heating / reflux; | 100% |
N-[4-(2-amino-4-hydroxy-phenylsulfanyl)-phenyl]-acetamide
1-bromomethyl-3-methyl-benzene
N-{4-[2-amino-4-(3-methyl-benzyloxy)-phenylsulfanyl]-phenyl}-acetamide
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 15h; | 100% |
1-bromomethyl-3-methyl-benzene
4-nitro-aniline
bis(3-methylbenzyl)(4-nitrophenyl)amine
Conditions | Yield |
---|---|
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 100℃; for 24h; Inert atmosphere; | 100% |
1-bromomethyl-3-methyl-benzene
1-hydroxy-3,6,7-tris(methoxymethoxy)-9H-xanthen-9-one
C27H28O9
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 6h; | 100% |
Conditions | Yield |
---|---|
With sodium hydride at 0℃; for 5h; | 100% |
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 3.15h; | 100% |
1-bromomethyl-3-methyl-benzene
triphenylphosphine
(3-methylbenzyl)(triphenyl)phosphonium bromide
Conditions | Yield |
---|---|
In chloroform for 2h; Heating; | 99% |
1-bromomethyl-3-methyl-benzene
3,6-Diisopropyl-2-pyrazinethiol
2-(3-methylbenzylthio)-3,6-diisopropylpyrazine
Conditions | Yield |
---|---|
With sodium carbonate | 99% |
1-bromomethyl-3-methyl-benzene
(3-Hydroxy-propyl)-[2-((3-methyl-benzyl)-{6-[(3-trifluoromethyl-benzylamino)-methyl]-pyridin-2-ylmethyl}-amino)-ethyl]-carbamic acid tert-butyl ester
(3-Hydroxy-propyl)-{2-[(3-methyl-benzyl)-(6-{[(3-methyl-benzyl)-(3-trifluoromethyl-benzyl)-amino]-methyl}-pyridin-2-ylmethyl)-amino]-ethyl}-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile Ambient temperature; | 99% |
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 60℃; for 15.5h; | 99% |
1-bromomethyl-3-methyl-benzene
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 40 - 50℃; | 98.3% |
methyl N-[4'-(trifluoromethoxy)biphenyl-4-yl]oxamate
1-bromomethyl-3-methyl-benzene
methyl N-(3-methylbenzyl)-N-[4'-(trifluoromethoxy)biphenyl-4-yl]oxamate
Conditions | Yield |
---|---|
With potassium carbonate; 18-crown-6 ether In acetonitrile at 50℃; for 3h; | 98% |
With 18-crown-6 ether; potassium carbonate In acetonitrile at 50℃; for 3h; Inert atmosphere; | 98% |
1-bromomethyl-3-methyl-benzene
phenyltriisopropoxytitanium(IV)
1-methyl-3-(phenylmethyl)-benzene
Conditions | Yield |
---|---|
With palladium diacetate; Tri(p-tolyl)phosphine In toluene at 25℃; for 2h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With sodium azide In water at 23 - 25℃; for 24h; Inert atmosphere; Schlenk technique; Green chemistry; | 98% |
Conditions | Yield |
---|---|
Stage #1: 8-chlorotheophylline With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: 1-bromomethyl-3-methyl-benzene In N,N-dimethyl-formamide at 20 - 60℃; for 2.5h; | 98% |
Stage #1: 8-chlorotheophylline With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.0833333h; Stage #2: 1-bromomethyl-3-methyl-benzene In N,N-dimethyl-formamide at 20 - 60℃; for 2.5h; | 98% |
1-bromomethyl-3-methyl-benzene
7-hydroxy-2-oxo-2H-chromene-3-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
Stage #1: 7-hydroxy-2-oxo-2H-chromene-3-carboxylic acid ethyl ester With potassium carbonate In N,N-dimethyl-formamide at 20℃; Stage #2: 1-bromomethyl-3-methyl-benzene In N,N-dimethyl-formamide at 20℃; for 48h; | 98% |
1-bromomethyl-3-methyl-benzene
MANDELIC ACID
Conditions | Yield |
---|---|
With [1,1'-bis(diphenylphosphino)ferrocene]nickel(II) chloride; 5,10,15,20-tetraphenyl-21H,23H-porphine; bis(triphenylphosphane)copper(I) nitrate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In acetonitrile at 80℃; for 10h; Catalytic behavior; Temperature; Solvent; Reagent/catalyst; | 97.7% |
Conditions | Yield |
---|---|
With silver(II) oxide for 0.5h; Heating; | 97% |
1-bromomethyl-3-methyl-benzene
7-(tert-butoxycarbonyl)-3,7,12,18-tetraazabicyclo[12.3.1]octadeca-1(18),14,16-triene
3,12-Bis-(3-methyl-benzyl)-3,7,12,18-tetraaza-bicyclo[12.3.1]octadeca-1(18),14,16-triene-7-carboxylic acid tert-butyl ester
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile Ambient temperature; | 97% |
1-bromomethyl-3-methyl-benzene
(3-Hydroxy-propyl)-[2-((3-trifluoromethyl-benzyl)-{6-[(3-trifluoromethyl-benzylamino)-methyl]-pyridin-2-ylmethyl}-amino)-ethyl]-carbamic acid tert-butyl ester
(3-Hydroxy-propyl)-{2-[(6-{[(3-methyl-benzyl)-(3-trifluoromethyl-benzyl)-amino]-methyl}-pyridin-2-ylmethyl)-(3-trifluoromethyl-benzyl)-amino]-ethyl}-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile Ambient temperature; | 97% |
1-bromomethyl-3-methyl-benzene
1-(azidomethyl)-3-methylbenzene
Conditions | Yield |
---|---|
With sodium azide In N,N-dimethyl-formamide at 20 - 80℃; for 4h; | 97% |
With sodium azide In dimethyl sulfoxide at 20℃; for 24h; | 94% |
With sodium azide In water; acetone at 20 - 60℃; |
Conditions | Yield |
---|---|
With [Pd(N-(3-chloro-2-quinoxalinyl)-N'-(2,6-diisopropylphenyl)imidazolium)(PPh3)Cl2]; potassium carbonate In water at 70℃; for 3h; Catalytic behavior; Suzuki-Miyaura Coupling; | 97% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 60℃; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
With sodium azide In methanol; water at 70℃; for 4h; | 97% |
1-bromomethyl-3-methyl-benzene
Conditions | Yield |
---|---|
With palladium diacetate; caesium carbonate; silver(l) oxide In acetonitrile at 55℃; | 96.2% |
Stage #1: 6-methoxy-1-(pyridin-2-yl)-9H-pyrido[3,4-b]indole With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: 1-bromomethyl-3-methyl-benzene In N,N-dimethyl-formamide at 20℃; for 0.333333h; Temperature; Concentration; | 85.8% |
para-xylene
1-bromomethyl-3-methyl-benzene
1,4-dimethyl-2-(3-methylbenzyl) benzene
Conditions | Yield |
---|---|
With indium(III) chloride; 4 A molecular sieve In dichloromethane at 20℃; for 16h; Friedel-Crafts alkylation; | 96% |
1-bromomethyl-3-methyl-benzene
phenylacetylene
1‐(3‐methylbenzyl)‐4‐phenyl‐1H‐1,2,3‐triazole
Conditions | Yield |
---|---|
With sodium azide In methanol; water at 70℃; for 2h; | 96% |
With choline azide at 75℃; for 0.416667h; Green chemistry; | 95% |
With sodium azide In water for 0.333333h; Reflux; regioselective reaction; | 91% |
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