2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
With bromine In toluene | 89% |
1-(2,2-dimethyl-propyl)-2,4-diphenyl-5,6-dihydro-benzo[h]quinolinium; bromide
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
at 200 - 220℃; under 0.3 - 0.8 Torr; | 87% |
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
With bromine inert atmosphere; GLC; | 87% |
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
With bromine In tetrachloromethane 0 deg C, 1 h, 20 deg C, 1 h, reflux, 1 h; | 82% |
2,2-dimethylpropane
A
3,3-dimethylpyrrolidine-2,5-dione
B
bromodichloromethane
C
2,2-dimethylpropyl bromide
D
3-bromo-3-methylbutanoyl isocyanate
Conditions | Yield |
---|---|
With ethene; dichloromethane; 22DMNBS; bromine at 12℃; for 30h; Irradiation; Further byproducts given. Yields of byproduct given; | A 67.7% B 32.3% C 45.2% D n/a |
Conditions | Yield |
---|---|
With hydrogen bromide; Aliquat 336 In chlorobenzene at 85℃; | 30% |
With quinoline; phosphorus tribromide | |
With pyridine; hydrogen fluoride; ammonium bromide |
2-(2,2-Dimethyl-propoxy)-1,3-diphenyl-[1,3,2]diazaphospholidine
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
With bromine In dichloromethane at 0℃; | 30% |
Conditions | Yield |
---|---|
With nitrogen Irradiation.UV-Licht; |
Conditions | Yield |
---|---|
aus Diazomethan durch Photolyse hergestellt; |
Conditions | Yield |
---|---|
With N-Bromosuccinimide at 15℃; Irradiation; competitive brominaton reactions with CH2Cl2; further brominating system (NBS-DCE; NBS-Br2); | |
With bromine at 50℃; Product distribution; competitive brominaton reaction with CH2Cl2; relative reactivities per hydrogen have been determined; | |
With N-Bromosuccinimide at 15℃; Irradiation; competition reaction with tert-butyl chloride and 2,2-dichloropropane; relative rate constants for mediated brominations; additives - Br2, BrCCl3, CH2CCl2; |
triethyl(neopentyloxy)silane
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
With quinoline; phosphorus tribromide |
Conditions | Yield |
---|---|
With phenol In neat (no solvent) at 20 - 33℃; for 4272h; Product distribution; Mechanism; further phosphite and halides; | 50 % Chromat. |
2,2-dimethylpropane
2,2-dimethyl-N-bromosuccinimide
A
3,3-dimethylpyrrolidine-2,5-dione
B
bromodichloromethane
C
2,2-dimethylpropyl bromide
D
3-bromo-3-methylbutanoyl isocyanate
Conditions | Yield |
---|---|
With ethene; dichloromethane; bromine at 12℃; for 0.333333h; Irradiation; various molar ratios of educts; neopentane/methylene chloride competition with 2,2-dimethylsuccinimidyl radical; mechanism; |
Conditions | Yield |
---|---|
With acetyl hypobromite; bromine In dichloromethane at -78℃; for 3h; Product distribution; Mechanism; Irradiation; other substrates; | |
With acetyl hypobromite; bromine In dichloromethane at -78℃; for 3h; Irradiation; |
Conditions | Yield |
---|---|
With bromine; chlorine In trichlorofluoromethane at 10℃; for 0.00266667h; Irradiation; Yield given; |
Conditions | Yield |
---|---|
With lithium bromide In N,N,N,N,N,N-hexamethylphosphoric triamide |
dineopentyl phenyl phosphite
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
With methyl bromide; phenol In neat (no solvent) at 20 - 33℃; for 4272h; | 50 % Chromat. |
2,2-Dibromo-2-(2,2-dimethyl-propoxy)-1,3-dioxa-2λ5-phospha-indan
A
2-bromo-2-methylbutane
B
2,2-dimethylpropyl bromide
C
2-bromo-2-oxo-4,5-benzo-1,3,2-dioxaphospholane
Conditions | Yield |
---|---|
at -50℃; |
bromo-neopentoxyphosphonium salt
2,2-dimethylpropyl bromide
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
With hydrogen bromide |
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
With water; bromine; potassium bromide |
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
With bromine; nitrobenzene |
water
bromine
chloro(2,2-dimethylpropyl)mercury
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) triethylamine, 2.) glacial acetic acid / 1.) methylene chloride, 25 deg C, 8 h, 2.) 6 h, 3.) water 2: 87 percent / 200 - 220 °C / 0.3 - 0.8 Torr View Scheme |
(CH3)2BrSnCH2C(CH3)3
A
2,2-dimethylpropyl bromide
B
(CH3)Br2SnCH2C(CH3)3
C
dimethyltin dibromide
Conditions | Yield |
---|---|
With bromine In tetrachloromethane (N2); monitored by (1)H NMR; |
tert-butylmagnesium chloride
1,1-dibromomethane
A
1,1-dineopentylethylene
B
2,2,4,4-tetramethylpentane
C
2,2-dimethylpropyl bromide
D
3-bromo-2,2,4,4-tetramethylpentane
Conditions | Yield |
---|---|
With 2-(CH3)-4-[1,2,2-(CH3)3-bicyclo[3.1.0]hex-3-yl]but-2-en-1-ol Further byproducts.; |
2,2-dimethylpropyl bromide
triphenylphosphine
(2,2-dimethylpropyl)diphenylphosphine oxide
Conditions | Yield |
---|---|
With sodium; tert-butyl alcohol Irradiation; | 100% |
2,2-dimethylpropyl bromide
(1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate
(R)-neopentyl p-tolyl sulfoxide
Conditions | Yield |
---|---|
Stage #1: 2,2-dimethylpropyl bromide With potassium; potassium iodide; magnesium chloride In tetrahydrofuran for 0.333333h; Heating; Stage #2: (1R,2S,5R,SS)-(-)-menthyl p-toluenesulfinate In tetrahydrofuran for 4h; Heating; Further stages.; | 99% |
2,2-dimethylpropyl bromide
trimethylstannyl sodium
(neopentyl)trimethylstannane
Conditions | Yield |
---|---|
In tetrahydrofuran 0°C in N2-atmosphere; various yields for various conditions; | 99% |
In tetrahydrofuran byproducts: NaBr; under argon, equimolar amounts, at 0°C; GLC; | 75% |
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
Stage #1: 4-(4-bromo-2-fluorophenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one With potassium hydroxide In N,N-dimethyl-formamide at 20℃; for 0.166667h; Stage #2: 2,2-dimethylpropyl bromide In N,N-dimethyl-formamide at 60℃; for 12h; | 99% |
2,6-dichloropyridine
2,2-dimethylpropyl bromide
2,6-di-tert-butylmethylpyridine
Conditions | Yield |
---|---|
Stage #1: 2,2-dimethylpropyl bromide With magnesium In tetrahydrofuran Inert atmosphere; Stage #2: 2,6-dichloropyridine With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In tetrahydrofuran at 0℃; for 3h; Inert atmosphere; Reflux; | 96% |
Stage #1: 2,2-dimethylpropyl bromide With magnesium In diethyl ether at 20℃; for 1h; Reflux; Inert atmosphere; Stage #2: 2,6-dichloropyridine With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) In diethyl ether at 0℃; Reflux; Inert atmosphere; | 67% |
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
With hydrogenchloride; ammonium chloride; zinc In acetic acid Ar-atmosphere; treatment of cobalamin in 10% AcOH (contg. NH4Cl) with Zn wool for 1 h, addn. of excess neopentyl bromide (in dark), standing for 20 h; pouring into 0.001 M HCl, chromy. (Amberlite XAD-2, 10%, then 30% MeCN in 0.001 M HCl); | 95% |
2,2-dimethylpropyl bromide
mercaptoacetic acid
2-(neopentylthio)acetic acid
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol for 8h; Reflux; | 95% |
2-(1H-pyrazol-1-yl)benzoic acid
2,2-dimethylpropyl bromide
1-(2-neopentylphenyl)-1H-pyrazole
Conditions | Yield |
---|---|
With [ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2; mesitylenecarboxylic acid; potassium carbonate In o-xylene at 120℃; for 16h; Catalytic behavior; Reagent/catalyst; Schlenk technique; Inert atmosphere; regioselective reaction; | 95% |
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; sodium hydride at 130℃; for 10h; | 94% |
2,2-dimethylpropyl bromide
(1S,2R)-3,3-ethylenedioxy-1,7,7-trimethylbicyclo<2.2.1>heptan-2-ol
(1S,2R)-3,3-ethylenedioxy-2-(2,2-dimethylpropoxy)-1,7,7-trimethylbicyclo<2.2.1>heptane
Conditions | Yield |
---|---|
With sodium hydride 1.) N-methylpyrrolidone, 0 deg C, 1 h then r.t., 2 h; 2.) N-methylpyrrolidone, 100 deg C, 12 h then 130 deg C, 18 h; | 92.3% |
2,2-dimethylpropyl bromide
(1R,2S,4S)-(-)-3,3-ethylenedioxy-1,7,7-trimethylbicyclo[2.2.1]heptan-2-ol
(1R,2S)-3,3-ethylenedioxy-2-(2,2-dimethylpropoxy)-1,7,7-trimethylbicyclo<2.2.1>heptane
Conditions | Yield |
---|---|
With 1-methyl-pyrrolidin-2-one; sodium hydride at 130℃; for 18h; | 92% |
With sodium hydride 1.) N-methylpyrrolidone, 0 deg C, 1 h then r.t., 2 h; 2.) N-methylpyrrolidone, 100 deg C, 12 h then 130 deg C, 18 h; | 92.1% |
Conditions | Yield |
---|---|
With dimethyl sulfoxide for 0.0358333h; Kornblum oxidation; Microwave irradiation; | 91% |
Conditions | Yield |
---|---|
With magnesium In tetrahydrofuran at 20℃; Inert atmosphere; | 91% |
2,2-dimethylpropyl bromide
N-(2-fluorophenyl)pyrimidin-2-amine
Conditions | Yield |
---|---|
With (1,2-dimethoxyethane)dichloronickel(II); lithium tert-butoxide In 1,4-dioxane for 16h; Schlenk technique; Inert atmosphere; | 90% |
With N,N'-di-tert-butylethylenediamine; C40H32N12Ni2; lithium tert-butoxide In 1,4-dioxane at 120℃; for 16h; | 77% |
2,2-dimethylpropyl bromide
5-bromo-2-hydroxybenzonitrile
Conditions | Yield |
---|---|
Stage #1: 5-bromo-2-hydroxybenzonitrile With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 1h; Stage #2: 2,2-dimethylpropyl bromide In N,N-dimethyl-formamide at 80℃; for 3h; | 90% |
2,2-dimethylpropyl bromide
diphenylmethyllithium
1,1-diphenyl-3,3-dimethylbutane
Conditions | Yield |
---|---|
In tetrahydrofuran at 25℃; for 2h; | 89% |
2,2-dimethylpropyl bromide
3,3-dimethyl acrylaldehyde
2,6,6-trimethyl-2-hepten-4-ol
Conditions | Yield |
---|---|
Stage #1: 2,2-dimethylpropyl bromide With magnesium In diethyl ether Stage #2: 3,3-dimethyl acrylaldehyde In diethyl ether at 20℃; for 3h; | 88% |
Conditions | Yield |
---|---|
Stage #1: thiophenol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Inert atmosphere; Stage #2: 2,2-dimethylpropyl bromide In N,N-dimethyl-formamide; mineral oil at 80℃; for 1h; Inert atmosphere; | 87% |
Stage #1: thiophenol With sodium ethanolate Stage #2: 2,2-dimethylpropyl bromide With Aliquat 336 In water at 70℃; for 16h; Inert atmosphere; | 37% |
With Aliquat 336 In water at 70℃; for 16h; Inert atmosphere; | 37% |
3-benzyl-1-methyl-3,7-dihydropurine-2,6-dione
2,2-dimethylpropyl bromide
3-benzyl-7-<(2,2-dimethyl)propyl>-1-methyl xanthine
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide 1.) 1 h, 2.) reflux, 8 h; | 86.6% |
With sodium hydride In N,N-dimethyl-formamide 1.) 1 h, 2.) reflux, 8 h; |
2,2-dimethylpropyl bromide
(E)-4-methoxy-N-(1-phenylethylidene)benzenamine
1-[2-(2,2-dimethylpropyl)phenyl]ethanone
Conditions | Yield |
---|---|
Stage #1: 2,2-dimethylpropyl bromide; (E)-4-methoxy-N-(1-phenylethylidene)benzenamine With neopentylmagnesium bromide; cobalt(II) bromide; 1,3-Diisopropyl-4,5-dihydro-3H-imidazol-1-ium tetrafluoroborate In tetrahydrofuran at 0 - 20℃; for 13h; Schlenk technique; Inert atmosphere; Stage #2: With hydrogenchloride; water In tetrahydrofuran Inert atmosphere; Schlenk technique; | 86% |
With 1,3-diisopropylimidazolium tetrafluoroborate; neopentylmagnesium bromide; cobalt(II) bromide In tetrahydrofuran at 20℃; for 13h; Schlenk technique; | 86% |
2,2-dimethylpropyl bromide
4-methoxycarbonyl-1-methyl-1,4-dihydropyridine anion enolate
1,4-dihydro-4-methoxycarbonyl-1-methyl-4-neopentylpyridine
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide Product distribution; Rate constant; Ambient temperature; electrolysis, mercury cathode, Ag/AgI as reference electrode; substitution on some alkyl halides, single electron transfer as rate-determining step in aliphatic nucleophilic substitution; | 85% |
With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide electrolysis, reduction potential -1.20 V; | 85% |
2,2-dimethylpropyl bromide
1,4-bis(diphenylfluorostannyl)butane
((C6H5)2(CH2C(CH3)3)SnCH2CH2)2
Conditions | Yield |
---|---|
With Mg In tetrahydrofuran dropwise addn. of Sn-compd. to 2 equiv. of Grignard reagent (prepd. fromMg and Me3CCH2Br), refluxing for 1 d; addn. of satd. NH4Cl soln., extn. into Et2O, drying (Na2SO4), filtration, solvent removal (vac.); elem. anal.; | 83% |
3-iodo-1H-pyrazolo[3,4-d]pyrimidine-4,6-diamine
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 110℃; for 48h; | 83% |
2,2-dimethylpropyl bromide
Natrium-diphenylarsenid
neopentyl diphenyl arsine
Conditions | Yield |
---|---|
In ammonia at -33℃; for 0.166667h; Irradiation; | 82% |
2,2-dimethylpropyl bromide
Conditions | Yield |
---|---|
Stage #1: 2,2-dimethylpropyl bromide; trans-[1,2-bis(dimethylphosphino)ethane]2Ru(H)P(Me)Ph In tetrahydrofuran at 45℃; for 0.4h; Stage #2: With borane-THF In tetrahydrofuran at 20℃; for 1h; | 82% |
borane-THF
2,2-dimethylpropyl bromide
[(1,2-bis(dimethylphosphino)ethane)2RuH(methylphenylphosphine(-1H))]
Conditions | Yield |
---|---|
In tetrahydrofuran Ru complex reacted with neopenthyl bromide in THF for 36 h at 45°C, reacted with B compd.; | 82% |
The CAS register number of 1-Bromo-2,2-dimethylpropane is 630-17-1. It also can be called as propane, 1-Bromo-2,2-dimethyl- and the IUPAC name about this chemical is 1-bromo-2,2-dimethylpropane. The molecular formula about this chemical is C5H11Br and molecular weight is 151.04.
Physical properties about 1-Bromo-2,2-dimethylpropane are: (1)ACD/LogP: 2.91; (2)ACD/LogD (pH 5.5): 2.91; (3)ACD/LogD (pH 7.4): 2.91; (4)ACD/BCF (pH 5.5): 95.46; (5)ACD/BCF (pH 7.4): 95.46; (6)ACD/KOC (pH 5.5): 909.43; (7)ACD/KOC (pH 7.4): 909.43; (8)#Freely Rotating Bonds: 1; (9)Index of Refraction: 1.442; (10)Molar Refractivity: 32.91 cm3; (11)Molar Volume: 124.2 cm3; (12)Polarizability: 13.04x10-24cm3; (13)Surface Tension: 25.1 dyne/cm; (14)Enthalpy of Vaporization: 33.23 kJ/mol; (15)Boiling Point: 107.9 °C at 760 mmHg; (16)Vapour Pressure: 31 mmHg at 25°C.
Preparation: this chemical can be prepared by 2,2-dimethyl-propan-1-ol. This reaction will need reagent NH4Br, HF, Py.
Uses of 1-Bromo-2,2-dimethylpropane: it can be used to produce Neopentyl-phenyl-thioether with benzenethiol; sodium salt. This reaction will need reagent tributyl-hexadecyl-phosphonium bromide.
When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. It is highly flammable. In case of contact with eyes, please rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
(1)SMILES: BrCC(C)(C)C
(2)InChI: InChI=1/C5H11Br/c1-5(2,3)4-6/h4H2,1-3H3
(3)InChIKey: CQWYAXCOVZKLHY-UHFFFAOYAG
(4)Std. InChI: InChI=1S/C5H11Br/c1-5(2,3)4-6/h4H2,1-3H3
(5)Std. InChIKey: CQWYAXCOVZKLHY-UHFFFAOYSA-N
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