2,5-dibromo-p-xylene
2,5-dibromoterephtalic acid
Conditions | Yield |
---|---|
With pyridine; potassium permanganate In water | 96% |
With pyridine; potassium permanganate In water for 24h; Reflux; | 91% |
With chromium(VI) oxide; sulfuric acid In acetic acid at 20℃; for 24h; | 90% |
2,5-dibromo-4-methylbenzoic acid
2,5-dibromoterephtalic acid
Conditions | Yield |
---|---|
With potassium permanganate; sodium hydrogencarbonate for 144h; Heating; | 94% |
With potassium permanganate In water for 144h; Reflux; | 86% |
With potassium permanganate; water for 144h; Reflux; | 86% |
With alkaline permanganate | |
With potassium permanganate; potassium carbonate |
2,5-dibromobenzene-1,4-dinitrile
2,5-dibromoterephtalic acid
Conditions | Yield |
---|---|
With sodium hydroxide |
2,5-dibromoterephtalic acid
Conditions | Yield |
---|---|
With sulfuric acid at 120 - 130℃; |
2,5-dibromoterephtalic acid
Conditions | Yield |
---|---|
With nitric acid at 180℃; im geschlossenen Rohr; |
methanol
2,5-dibromoterephtalic acid
dimethyl 2,5-dibromoterephthalate
Conditions | Yield |
---|---|
With thionyl chloride for 5h; Reflux; | 100% |
With sulfuric acid Heating; | 95% |
With sulfuric acid Heating; Reflux; | 95% |
2,5-dibromoterephtalic acid
3,6-dibromo-2,5-phenylenedi(carboxylic acid chloride)
Conditions | Yield |
---|---|
With oxalyl dichloride; N,N-dimethyl-formamide In benzene at 80℃; | 100% |
With oxalyl dichloride | 100% |
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 3h; Inert atmosphere; Reflux; | 100% |
biphenyl-2-ylcarbamic acid 1-[2-(methylamino)ethyl]piperidin-4-yl ester
2,5-dibromoterephtalic acid
N-{2-[4-(Biphenyl-2-ylcarbamoyloxy)piperidin-1-yl]ethyl}-2,5-dibromo-N-methylterephthalamic Acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In DMF (N,N-dimethyl-formamide) at 20℃; for 3h; | 100% |
ethanol
2,5-dibromoterephtalic acid
2,5-dibromo-terephthalic acid diethyl ester
Conditions | Yield |
---|---|
Stage #1: 2,5-dibromoterephtalic acid With thionyl chloride for 4h; Reflux; Stage #2: ethanol In tetrahydrofuran for 10h; | 99% |
sulfuric acid Reflux; | 96% |
With sulfuric acid for 48h; Reflux; | 96% |
2,5-dibromoterephtalic acid
N-(2-hexyldecyl)thiophene-3-amine
Conditions | Yield |
---|---|
Stage #1: 2,5-dibromoterephtalic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 20h; Schlenk technique; Inert atmosphere; Stage #2: N-(2-hexyldecyl)thiophene-3-amine With triethylamine In dichloromethane at 0 - 20℃; for 20h; | 99% |
2,5-dibromoterephtalic acid
2,5-dihydroxy-1,4-benzenedicarboxylic acid
Conditions | Yield |
---|---|
Stage #1: 2,5-dibromoterephtalic acid With water; sodium carbonate; trans-N,N'-dimethylcyclohexane-1,2-diamine; copper(I) bromide In acetonitrile at 90℃; for 18h; Stage #2: With hydrogenchloride In water; acetonitrile at 25℃; Product distribution / selectivity; | 98% |
Stage #1: 2,5-dibromoterephtalic acid With water; sodium carbonate for 1h; Heating / reflux; Stage #2: With water; trans-N,N'-dimethylcyclohexane-1,2-diamine; copper(I) bromide at 90℃; for 2h; Stage #3: With hydrogenchloride In water at 25℃; Product distribution / selectivity; | 97% |
Stage #1: 2,5-dibromoterephtalic acid With water; sodium carbonate for 1h; Heating / reflux; Stage #2: 2,2,6,6-tetramethylheptane-3,5-dione; copper(I) bromide In water at 80℃; for 30h; Stage #3: With hydrogenchloride In water at 25℃; | 92% |
Conditions | Yield |
---|---|
(±)-N,N-dimethyl-trans-1,2-diaminocyclohexane; copper(ll) bromide In methanol for 8h; Heating / reflux; | 95% |
2,2,6,6-tetramethylheptane-3,5-dione; copper(ll) bromide In methanol for 8h; Heating / reflux; | |
1,2-bis[(2,4,6-trimethylphenyl)imino]-1,2-dimethylethane; copper(ll) bromide In methanol for 8h; Heating / reflux; |
2,5-dibromoterephtalic acid
2,5-dibromobenzene-1,4-carboxamide
Conditions | Yield |
---|---|
Stage #1: 2,5-dibromoterephtalic acid With thionyl chloride; N,N-dimethyl-formamide for 3h; Inert atmosphere; Reflux; Stage #2: With ammonium hydroxide In 1,4-dioxane for 1h; | 94% |
Multi-step reaction with 2 steps 1: PCl5 2: diethyl ether; ammonia View Scheme | |
Multi-step reaction with 2 steps 1: thionyl chloride; N,N-dimethyl-formamide / 3 h / Reflux 2: ammonium hydroxide / 1,4-dioxane / 20 °C View Scheme |
2,5-dibromoterephtalic acid
A
2-hydroxyterephthalic acid
B
2,5-dihydroxy-1,4-benzenedicarboxylic acid
Conditions | Yield |
---|---|
Stage #1: 2,5-dibromoterephtalic acid With sodium carbonate In water for 1h; Heating / reflux; Stage #2: With water; 2,2,6,6-tetramethylheptane-3,5-dione; copper(I) bromide at 80℃; for 30h; Stage #3: With hydrogenchloride In water at 25℃; | A n/a B 92% |
2,5-dibromoterephtalic acid
butan-1-ol
dibutyl 2,5-dibromoterephthalate
Conditions | Yield |
---|---|
With sulfuric acid at 120℃; for 12h; | 89% |
With sulfuric acid for 15h; | 81% |
4,4'-methylenebis(3,5-dimethylpyrazole)
2,5-dibromoterephtalic acid
Conditions | Yield |
---|---|
In water at 120℃; for 24h; Autoclave; | 82% |
4,4'-methylenebis(3,5-dimethylpyrazole)
2,5-dibromoterephtalic acid
Conditions | Yield |
---|---|
In water at 120℃; for 48h; Autoclave; | 79% |
formic acid
2,5-dibromoterephtalic acid
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
at 150℃; for 24h; Autoclave; High pressure; | 78.2% |
2,2,3,3-tetrafluoropropanol
2,5-dibromoterephtalic acid
2,5-bis(2,2,3,3-tetrafluoropropoxy)terephthalic acid
Conditions | Yield |
---|---|
Stage #1: 2,2,3,3-tetrafluoropropanol With sodium hydride In tetrahydrofuran Stage #2: 2,5-dibromoterephtalic acid; cis-N,N'-dimethyl-1,2-diaminocyclohexane; copper(ll) bromide In tetrahydrofuran; 2,2,3,3-tetrafluoropropanol at 60℃; for 48h; Stage #3: With hydrogenchloride In tetrahydrofuran; water | 72% |
Stage #1: 2,2,3,3-tetrafluoropropanol With sodium hydride In tetrahydrofuran Stage #2: 2,5-dibromoterephtalic acid; cis-N,N'-dimethyl-1,2-diaminocyclohexane; copper(ll) bromide In tetrahydrofuran; 2,2,3,3-tetrafluoropropanol at 60℃; for 48h; Stage #3: With hydrogenchloride In tetrahydrofuran; water | 72% |
Stage #1: 2,2,3,3-tetrafluoropropanol With sodium hydride In tetrahydrofuran Stage #2: 2,5-dibromoterephtalic acid; N-Methylanthranilic acid; copper(ll) bromide In tetrahydrofuran; 2,2,3,3-tetrafluoropropanol at 60℃; for 48h; Stage #3: With hydrogenchloride In tetrahydrofuran; water | |
Stage #1: 2,2,3,3-tetrafluoropropanol With sodium hydride In tetrahydrofuran Stage #2: 2,5-dibromoterephtalic acid; 2,3-bis[N,N-(2-trifluoromethylphenyl)imino]butane; copper(ll) bromide In tetrahydrofuran; 2,2,3,3-tetrafluoropropanol at 60℃; for 48h; Stage #3: With hydrogenchloride In tetrahydrofuran; water | |
Stage #1: 2,2,3,3-tetrafluoropropanol With sodium hydride In tetrahydrofuran Stage #2: 2,5-dibromoterephtalic acid; acetylacetone; copper(ll) bromide In tetrahydrofuran; 2,2,3,3-tetrafluoropropanol at 60℃; for 48h; Stage #3: With hydrogenchloride In tetrahydrofuran; water |
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol; water at 120℃; for 72h; Sealed tube; High pressure; | 72% |
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol; water at 120℃; for 72h; Sealed tube; High pressure; | 72% |
(2,5-dibromo-1,4-phenylene)bis((4-butylphenyl)methanone)
Conditions | Yield |
---|---|
Stage #1: 2,5-dibromoterephtalic acid With thionyl chloride for 10h; Reflux; Stage #2: 1-butylbenzene With aluminium trichloride In dichloromethane at 25℃; for 2h; | 72% |
2,2,2-trifluoroethanol
2,5-dibromoterephtalic acid
2,5-bis(2,2,2-trifluoroethoxy)terephthalic acid
Conditions | Yield |
---|---|
Stage #1: 2,2,2-trifluoroethanol With sodium hydride In tetrahydrofuran Stage #2: 2,5-dibromoterephtalic acid; cis-N,N'-dimethyl-1,2-diaminocyclohexane; copper(ll) bromide In tetrahydrofuran; 2,2,2-trifluoroethanol at 60℃; for 96h; Stage #3: With hydrogenchloride In tetrahydrofuran; water | 71% |
Stage #1: 2,2,2-trifluoroethanol With sodium hydride In tetrahydrofuran Stage #2: 2,5-dibromoterephtalic acid; cis-N,N'-dimethyl-1,2-diaminocyclohexane; copper(ll) bromide In tetrahydrofuran; 2,2,2-trifluoroethanol at 60℃; for 96h; Stage #3: With hydrogenchloride In tetrahydrofuran; water | 71% |
Stage #1: 2,2,2-trifluoroethanol With sodium hydride In tetrahydrofuran Stage #2: 2,5-dibromoterephtalic acid; D,L-valine; copper(ll) bromide In tetrahydrofuran; 2,2,2-trifluoroethanol at 60℃; for 96h; Stage #3: With hydrogenchloride In tetrahydrofuran; water | |
Stage #1: 2,2,2-trifluoroethanol With sodium hydride In tetrahydrofuran Stage #2: 2,5-dibromoterephtalic acid; 1,2-bis[(2,4,6-trimethylphenyl)imino]-1,2-dimethylethane; copper(ll) bromide In tetrahydrofuran; 2,2,2-trifluoroethanol at 60℃; for 96h; Stage #3: With hydrogenchloride In tetrahydrofuran; water | |
Stage #1: 2,2,2-trifluoroethanol With sodium hydride In tetrahydrofuran Stage #2: 2,5-dibromoterephtalic acid; copper(ll) bromide In tetrahydrofuran; 2,2,2-trifluoroethanol at 60℃; for 96h; Stage #3: With hydrogenchloride In tetrahydrofuran; water |
2,5-dibromoterephtalic acid
1,3,5-trimethyl-benzene
Conditions | Yield |
---|---|
Stage #1: 2,5-dibromoterephtalic acid With thionyl chloride In dichloromethane for 24h; Reflux; Stage #2: 1,3,5-trimethyl-benzene With aluminum (III) chloride In dichloromethane at 0 - 20℃; for 12h; | 70% |
Stage #1: 2,5-dibromoterephtalic acid With thionyl chloride In dichloromethane for 12h; Reflux; Stage #2: 1,3,5-trimethyl-benzene With aluminum (III) chloride In dichloromethane Cooling with ice; Reflux; | 65% |
2-hexyldecan-1-ol
2,5-dibromoterephtalic acid
Conditions | Yield |
---|---|
Stage #1: 2,5-dibromoterephtalic acid With thionyl chloride Reflux; Stage #2: 2-hexyldecan-1-ol With pyridine at 80℃; for 18h; | 70% |
4,4'-dimethyl-2,2'-bipyridines
2,5-dibromoterephtalic acid
Conditions | Yield |
---|---|
In water; N,N-dimethyl-formamide at 120℃; for 72h; Sealed tube; | 70% |
2,5-dibromoterephtalic acid
calcium acetate hydrate
1,4-bis-(1H-imidazol-1-yl)benzene
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol; water at 120℃; for 72h; Sealed tube; High pressure; | 69% |
4,4'-bipyridine
2,5-dibromoterephtalic acid
Conditions | Yield |
---|---|
In ethanol; water at 160℃; for 24h; Sealed tube; High pressure; | 65% |
[2,2]bipyridinyl
2,5-dibromoterephtalic acid
Conditions | Yield |
---|---|
In water; N,N-dimethyl-formamide at 120℃; for 72h; Sealed tube; | 65% |
Conditions | Yield |
---|---|
In ethanol; water for 0.5h; | 63% |
IUPAC Name: 2,5-dibromoterephthalic acid
Empirical Formula: C8H4Br2O4
Molecular Weight: 323.923g/mol
EINECS: 237-300-8
Structure of 1,4-Benzenedicarboxylicacid, 2,5-dibromo- (CAS NO.13731-82-3):
Index of Refraction: 1.679
Molar Refractivity: 55.49 cm3
Molar Volume: 146.8 cm3
Polarizability: 21.99×10-24cm3
Surface Tension: 75.2 dyne/cm
Density: 2.205 g/cm3
Flash Point: 222.9 °C
Enthalpy of Vaporization: 74.08 kJ/mol
Melting Point: 320-325°C
Boiling Point: 445 °C at 760 mmHg
Vapour Pressure: 1.06E-08 mmHg at 25°C
Physical Appearance: white crystalline powder
Product Categories: Phthalic Acids, Esters and Derivatives;Carboxylic Acids;Phenyls & Phenyl-Het;Organic acids;Carboxylic Acids;Phenyls & Phenyl-Het;Derivatives of phthalic acid
Canonical SMILES: C1=C(C(=CC(=C1Br)C(=O)O)Br)C(=O)O
InChI: InChI=1S/C8H4Br2O4/c9-5-1-3(7(11)12)6(10)2-4(5)8(13)14/h1-2H,(H,11,12)(H,13,14)
InChIKey: VUTICWRXMKBOSF-UHFFFAOYSA-N
Hazard Codes: C,Xi
Risk Statements: 36/37/38
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
S36:Wear suitable protective clothing.
1,4-Benzenedicarboxylicacid, 2,5-dibromo- , its cas register number is 13731-82-3. It also can be called 2,5-Dibromoterephthalic acid ; NSC 115430 . 1,4-Benzenedicarboxylicacid, 2,5-dibromo- (CAS NO.13731-82-3) is irritating to eyes, respiratory system and skin.
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