Conditions | Yield |
---|---|
With sulfuric acid; hydrogen bromide for 10h; Heating; | 91% |
1,3-bis(trimethylsiloxy)propane
1,3-dibromo-propane
Conditions | Yield |
---|---|
With Tri-n-butylfluorphosphoniumbromid In benzene at 20℃; for 24h; | 76% |
Conditions | Yield |
---|---|
With hydrogen bromide at 100℃; |
Conditions | Yield |
---|---|
at 240 - 250℃; beim Erhitzen im Rohr; |
Conditions | Yield |
---|---|
beim Erhitzen; |
propane
A
1,2-Dibromopropane
B
propyl bromide
C
1,3-dibromo-propane
D
isopropyl bromide
Conditions | Yield |
---|---|
at 300 - 330℃; Bromierung; weitere Produkte: 2.2-Dibrom-propan, Tribrompropan und Tetrabrompropan; |
Conditions | Yield |
---|---|
With ethyl bromide; aluminum tri-bromide at 2 - 5℃; |
ethanol
1,3-chlorobromopropane
A
1,3-Dichloropropane
B
1,3-dibromo-propane
Conditions | Yield |
---|---|
With aluminium trichloride; hydrogen bromide |
diacetyl peroxide
allyl bromide
A
1-butylene
B
methyl bromide
C
5-bromo-4-(bromomethyl)pent-1-ene
D
1,3-dibromo-propane
Conditions | Yield |
---|---|
at 90℃; entstehen noch 1.5-Dibrom-2-brommethyl-pentan(?) und CO2; |
Conditions | Yield |
---|---|
With hydrogen bromide at -78℃; Irradiation.im UV-Licht; bei Sauerstoffausschluss; | |
With hydrogen bromide; oxygen | |
With hydrogen bromide; dibenzoyl peroxide |
Conditions | Yield |
---|---|
With hydrogen bromide at 100℃; |
Conditions | Yield |
---|---|
With water; dibenzoyl peroxide at 100℃; under 228007 - 257428 Torr; |
Conditions | Yield |
---|---|
With hydrogen bromide at 100℃; | |
With triphenyl phosphite; bromine | |
With hydrogen bromide |
Conditions | Yield |
---|---|
With Aliquat 336; lithium bromide at 98℃; for 6h; | 92 % Chromat. |
1,3-chlorobromopropane
A
1,2-Dichloropropane
B
1,2-Dibromopropane
C
1,3-Dichloropropane
D
allyl bromide
E
1,3-dibromo-propane
F
3-chloroprop-1-ene
Conditions | Yield |
---|---|
aluminum oxide at 160℃; Mechanism; Product distribution; different temperature; |
hydrogen bromide
3-phenoxypropyl bromide
1,3-dibromo-propane
Conditions | Yield |
---|---|
im Sonnenlicht; |
Conditions | Yield |
---|---|
at 20℃; Irradiation; |
Conditions | Yield |
---|---|
at -78℃; bei Einw. von UV-Licht; | |
at 25℃; bei Einw. von UV-Licht; |
Conditions | Yield |
---|---|
at 20℃; Irradiation; |
1,3-dibromo-propane
Conditions | Yield |
---|---|
With hydrogen bromide beim Erhitzen im Rohr; |
Conditions | Yield |
---|---|
at 20℃; Irradiation; |
1-Methylpyrrolidine
1,3-dibromo-propane
1-(3-bromopropyl)-1-methylpyrrolidin-1-ium bromide
Conditions | Yield |
---|---|
Reflux; | 100% |
at 20℃; for 48h; Darkness; | 92% |
With benzene | |
In acetone at 20℃; for 168h; Darkness; |
triphenylphosphine
1,3-dibromo-propane
3-bromopropyltriphenylphosphonium bromide
Conditions | Yield |
---|---|
In toluene at 110℃; for 16h; | 100% |
In toluene for 24h; Reflux; | 99% |
In toluene Inert atmosphere; Reflux; | 98% |
ethyl N-hydroxylcarbamate
1,3-dibromo-propane
N-(ethoxycarbonyl)isoxazolidine
Conditions | Yield |
---|---|
With sodium t-butanolate In tert-butyl alcohol at 65℃; for 6h; cyclocondensation; | 100% |
With potassium hydroxide In ethanol for 2h; Heating; | 85% |
With potassium hydroxide |
1,3-dibromo-propane
1,3-diazido-propane
Conditions | Yield |
---|---|
With sodium azide In dimethyl sulfoxide at 20℃; | 100% |
With sodium azide In water; N,N-dimethyl-formamide at 80℃; for 20h; | 97% |
With sodium azide In dimethyl sulfoxide at 20℃; for 24h; Inert atmosphere; | 90% |
1,3-dibromo-propane
Diethyl methylmalonate
heptane-2,2,6,6-tetracarboxylic acid tetraethyl ester
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol at 24℃; Substitution; Heating; | 100% |
(i) NaH, benzene, (ii) /BRN= 635662/; Multistep reaction; |
[2,2]bipyridinyl
1,3-dibromo-propane
6H-7,8-dihydropyrido<1,2-a:2,1-c><1,4>diazepine-5,9-diium dibromide
Conditions | Yield |
---|---|
In acetone Heating; | 100% |
for 12h; Reflux; | 90% |
In acetonitrile |
7-hydroxy-2H-chromen-2-one
1,3-dibromo-propane
7-(3-bromopropoxy)−2H-chromen-2-one
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 12h; Reflux; | 100% |
With potassium carbonate In acetonitrile Reflux; | 86.9% |
With potassium carbonate In acetone Reflux; | 79% |
2,3:7,6-bis(2',3'-quinolino)tetracyclo<6.3.0.04,11.05,9>undecane
1,3-dibromo-propane
1',1''-trimethylene-2,3:7,6-bis(2,',3'-quinolino)tetracyclo<6.3.0.04,11.05,9>undecane dibromide
Conditions | Yield |
---|---|
at 120℃; for 36h; | 100% |
1,3-dibromo-propane
4-methyl-4'-<2-(1H-pyrrol-1-yl)ethyl>-2,2'-bipyridine
Conditions | Yield |
---|---|
at 100℃; for 24h; | 100% |
p-Chlorothiophenol
1,3-dibromo-propane
(3-bromopropyl)(4-chlorophenyl)sulfane
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 80℃; for 48h; | 100% |
With potassium carbonate; potassium iodide In acetone at 20℃; | 56.3% |
With potassium carbonate In acetonitrile at 70℃; for 16h; | 40% |
Conditions | Yield |
---|---|
Stage #1: benzoimidazole With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 2h; Inert atmosphere; Stage #2: 1,3-dibromo-propane In tetrahydrofuran; mineral oil for 6h; Reflux; Inert atmosphere; | 100% |
Stage #1: benzoimidazole With sodium hydride In tetrahydrofuran at 0℃; Stage #2: 1,3-dibromo-propane In tetrahydrofuran | 85% |
81% |
1,3-dibromo-propane
C39H50O5Si
[2-(4-{1-[4-(3-bromo-propoxy)-phenyl]-1-methyl-ethyl}-phenoxy)-1-(4-{1-[4-(3-bromo-propoxy)-phenyl]-1-methyl-ethyl}-phenoxymethyl)-ethoxy]-tert-butyl-dimethyl-silane
Conditions | Yield |
---|---|
With potassium carbonate In acetone Etherification; | 100% |
carbon disulfide
1,3-dibromo-propane
acetylacetone
3‐(1,3-dithiane-2-yl)pentane-2,4-dione
Conditions | Yield |
---|---|
With potassium carbonate | 100% |
Stage #1: carbon disulfide; acetylacetone With tetrabutylammomium bromide; potassium carbonate In water at 20℃; Stage #2: 1,3-dibromo-propane In water at 20℃; for 8h; | 92% |
With potassium carbonate In N,N-dimethyl-formamide for 7h; | 74% |
2-mercaptoethylamine hydrochloride
1,3-dibromo-propane
3,7-dithianonane-1,9-diamine
Conditions | Yield |
---|---|
With sodium methylate In methanol at 40℃; for 10h; Inert atmosphere; | 100% |
With sodium methylate In methanol at 40℃; for 10h; | 100% |
With sodium methylate In methanol at 40℃; for 10h; | 100% |
With sodium hydrogencarbonate In ethanol for 3h; Substitution; Heating; | |
Stage #1: 2-mercaptoethylamine hydrochloride; 1,3-dibromo-propane With sodium methylate In methanol at 40℃; for 10h; Stage #2: With sodium hydroxide In water at 20℃; for 10h; |
(2S)-N-(4-hydroxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxaldehyde diethyl thioacetal
1,3-dibromo-propane
1,1'-<<(propane-1,3-diyl)dioxy>bis<(2-nitro-5-methoxy-1,4-phenylene)carbonyl>>bis
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 48h; Etherification; Heating; | 100% |
With potassium carbonate In acetone Heating; | 93% |
1,3-dibromo-propane
methyl-(2S)-N-[4-hydroxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxylate
C31H36N4O14
Conditions | Yield |
---|---|
With potassium carbonate In acetone for 48h; Heating; | 100% |
1,3-dibromo-propane
1-[2-(pyridin-2-ylamino)ethyl]-1H-pyridin-2-one
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine for 18h; Heating; | 100% |
1,3-dibromo-propane
1-[2-(5-chloropyridin-2-ylamino)ethyl]-4-methyl-1H-pyridin-2-one
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine for 18h; Heating; | 100% |
1,3-dibromo-propane
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate In acetonitrile for 24h; Heating; | 100% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 100℃; | 100% |
In methanol at 0 - 55℃; for 64h; Inert atmosphere; | 98% |
In acetonitrile at 20℃; for 168h; | 97% |
[1-(3-hydroxypropyl)imidazolidin-2-ylidene]methanesulfonylacetonitrile
1,3-dibromo-propane
[1-(3-bromopropyl)-3-(3-hydroxypropyl)imidazolidin-2-ylidene]methanesulfonylacetonitrile
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20 - 50℃; for 23h; | 100% |
1,3-dibromo-propane
Conditions | Yield |
---|---|
With sodium hydroxide; N-benzyl-N,N,N-triethylammonium chloride at 100℃; for 3h; | 100% |
1,10-Phenanthroline
1,3-dibromo-propane
6,7-dihydro-5H-[1,4]diazepino[1,2,3,4-l,m,n][1,10]phenanthroline-4,8-diium dibromide
Conditions | Yield |
---|---|
In chlorobenzene at 70 - 120℃; | 100% |
In nitrobenzene at 120℃; | 100% |
for 12h; Reflux; | 99% |
4-Trifluoromethoxyphenol
1,3-dibromo-propane
1-(3-(4-trifluoromethoxy)phenoxy)propyl bromide
Conditions | Yield |
---|---|
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In water at 70℃; for 48h; | 100% |
With potassium carbonate In N,N-dimethyl-formamide | 60% |
2-(Boc-amino)-3-methylphenol
1,3-dibromo-propane
[2-(3-bromo-propoxy)-6-methyl-phenyl]-carbamic acid tert-butyl ester
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 55℃; for 2.5h; | 100% |
1,3-dibromo-propane
(+)-(aR)-7,7'-dihydroxy-8,8'-biquinolyl
C21H16N2O2
Conditions | Yield |
---|---|
Stage #1: (-)-(aS)-7,7'-dihydroxy-8,8'-biquinolyl With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 0.416667h; Williamson synthesis; Stage #2: 1,3-dibromo-propane In N,N-dimethyl-formamide at 20℃; for 47h; Williamson synthesis; | 100% |
Conditions | Yield |
---|---|
In acetonitrile at 60℃; for 48h; Inert atmosphere; | 100% |
1,4-diaza-bicyclo[2.2.2]octane
1,3-dibromo-propane
1,1''-(propane-1,3-diyl)bis(1,4-diazabicyclo[2.2.2]-octan-1-ium)dibromide
Conditions | Yield |
---|---|
In methanol at 20℃; for 24h; | 100% |
In methanol at 20℃; for 20h; | 97% |
In acetonitrile at 20℃; for 24h; | 74% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 100℃; | 100% |
In acetonitrile for 72h; Reflux; | 86% |
In acetonitrile at 20℃; for 24h; Reflux; | 85% |
(2S)-N-benzyl-2-(1H-imidazol-1-yl)-2,3-dimethylbutanamide
1,3-dibromo-propane
Conditions | Yield |
---|---|
In toluene; acetonitrile at 100℃; Inert atmosphere; | 100% |
The Molecular Structure of Trimethylene bromide (CAS NO.109-64-8):
Empirical Formula: C3H6Br2
Molecular Weight: 201.8877
IUPAC Name: 1,3-dibromopropane
Appearance: colourless to slightly yellow liquid
Product Categories: Organics;DIBROMOALKANE;alpha,omega-Bifunctional Alkanes;alpha,omega-Dibromoalkanes;Monofunctional & alpha,omega-Bifunctional Alkanes
Nominal Mass: 200 Da
Average Mass: 201.8877 Da
Monoisotopic Mass: 199.88361 Da
Index of Refraction: 1.513
Molar Refractivity: 31.41 cm3
Molar Volume: 104.4 cm3
Surface Tension: 36 dyne/cm
Density: 1.933 g/cm3
Flash Point: 54.4 °C
Enthalpy of Vaporization: 38.69 kJ/mol
Boiling Point: 167 °C at 760 mmHg
Vapour Pressure: 2.29 mmHg at 25°C
Storage temp: 2-8°C
Water Solubility: 1.7 g/L (30 ºC)
EINECS: 203-690-3
InChI
InChI=1/C3H6Br2/c4-2-1-3-5/h1-3H2
Smiles
C(CBr)CBr
Synonyms: AI3-28592 ; CCRIS 6711 ; EINECS 203-690-3 ; HSDB 7408 ; NSC 62663 ; Trimethylene dibromide ; alpha,gamma-Dibromopropane ; Propane, 1,3-dibromo-
Trimethylene bromide (CAS NO.109-64-8) can be used as Pharmaceutical intermediates, synthetic organic intermediates.
Trimethylene bromide (CAS NO.109-64-8) can be prepared via the free radical addition between hydrogen bromide and allyl bromide .
1. | mmo-sat 10 µmol/plate | ENMUDM Environmental Mutagenesis. 2 (1980),59. | ||
2. | mma-sat 10 µmol/plate | ENMUDM Environmental Mutagenesis. 2 (1980),59. | ||
3. | ipr-mus LD50:473 mg/kg | JPCEAO Journal fuer Praktische Chemie. (Johann Ambrosius Barth Verlag, Postfach 109, DDR-701, Leipzig, Germany) V.1- 1834- 320 (1978),133. | ||
4. | rec-rbt LDLo:1000 mg/kg | JPETAB Journal of Pharmacology and Experimental Therapeutics. 34 (1928),223. |
Reported in EPA TSCA Inventory. EPA Genetic Toxicology Program.
Moderately toxic by intraperitoneal and rectal routes. Mutation data reported. Irritating and narcotic in high concentration. When heated to decomposition it emits toxic fumes of Br−. Used as an herbicide. See also BROMIDES.
Hazard Codes: XiXnN
Risk Statements: 10-22-38-51/53-36/37/38
R10: Flammable
R22: Harmful if swallowed
R51/53: Toxic to aquatic organisms, may cause long
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 16-26-36-61-24/25
S16: Keep away from sources of ignition - No smoking
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36: Wear suitable protective clothing
S61: Avoid release to the environment. Refer to special instructions safety data sheet
S24/25: Avoid contact with skin and eyes
RIDADR: UN 1993 3/PG 3
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