alpha,alpha'-Dibromo-p-xylene supplier

Name
alpha,alpha'-Dibromo-p-xylene
EINECS 210-781-1
CAS No. 623-24-5
Article Data75
CAS DataBase
Density 1.778 g/cm³
Solubility soluble, hydrolyses
Melting Point 143-145 °C(lit.)
Formula C₈H₈Br₂
Boiling Point 245 °C at 760 mmHg
Molecular Weight 263.96
Flash Point 139.5 °C
Transport Information UN 3448 6.1/PG 2
Appearance white to light yellow crystal powder
Safety 26-36/37/39-45
Risk Codes 34-22
Molecular Structure
Hazard Symbols C
Synonyms p-Xylene, a,a'-dibromo- (6CI,7CI,8CI);1,4-Bis(bromomethyl)benzene;1,4-Di(bromomethyl)benzene;1,4-Xylylene dibromide;4-Bromomethylbenzylbromide;NSC 6226;p-Bis(bromomethyl)benzene;p-Di(bromomethyl)benzene;p-Xylylene bromide;p-Xylylene dibromide;a,a'-Dibromo-p-xylene;
PSA 0.00000
LogP 3.47640

Synthetic route

: 589-29-7
p-xylylene glycol

: 623-24-5
1,4-bis(bromomethyl)benzene

Conditions

Conditions	Yield
With Silphos; bromine In acetonitrile for 0.166667h; Heating;	97%
With hydrogen bromide bei der Destillation;

: 106-42-3
para-xylene

: 623-24-5
1,4-bis(bromomethyl)benzene

Conditions

Conditions	Yield
With N-Bromosuccinimide; dibenzoyl peroxide In tetrachloromethane for 4h; Bromination; Heating;	90%
With hydrogen bromide; sodium bromide In chloroform; water at 0 - 2℃; Electrolysis;	90%
With hydrogen bromide; sodium bromide In chloroform; water at 15℃; Electrolysis;	90%

: 623-27-8
terephthalaldehyde,

: 623-24-5
1,4-bis(bromomethyl)benzene

Conditions

Conditions	Yield
With isopinocampheyl-boron dibromide dimethylsulfide complex In hexane at 20℃; for 5h; Reduction; bromination;	81%

: 106-42-3
para-xylene

A: 623-24-5
1,4-bis(bromomethyl)benzene

B: 104-81-4
4-Methylbenzyl bromide

Conditions

Conditions	Yield
With sodium bromate; sodium hydrogensulfite In water; ethyl acetate at 20℃; for 4h; Bromination;	A 70% B 6%
With N-Bromosuccinimide In water at 25℃; for 22h; Wohl-Ziegler bromination;	A 3% B 66%
With hydrogen bromide; dihydrogen peroxide In water at 20℃; Irradiation;	A 10% B 62%

: 100-10-7
4-dimethylamino-benzaldehyde

: 623-24-5
1,4-bis(bromomethyl)benzene

Conditions

Conditions	Yield
With [2,5-Me2C6H3SO2N(Br)CH2]2; dibenzoyl peroxide In tetrachloromethane at 77℃; for 1.5h; Bromination;	62%

: 50-00-0
formaldehyd

: 100-39-0
benzyl bromide

: 623-24-5
1,4-bis(bromomethyl)benzene

Conditions

Conditions	Yield
With phosphoric acid; hydrogen bromide; acetic acid at 95 - 110℃; Einleiten von HBr;

: 50-00-0
formaldehyd

: 71-43-2
benzene

: 623-24-5
1,4-bis(bromomethyl)benzene

Conditions

Conditions	Yield
With tetrachloromethane; hydrogen bromide; zinc dibromide
With hydrogen bromide; acetaldehyde

: 4497-29-4
bis(bromomethyl) ether

: 5435-44-9, 22243-66-9
(E)-3-Ureido-but-2-enoic acid ethyl ester

: 71-43-2
benzene

A: 623-24-5
1,4-bis(bromomethyl)benzene

B: 100-39-0
benzyl bromide

...Expand

: 4497-29-4
bis(bromomethyl) ether

: 71-43-2
benzene

: 623-24-5
1,4-bis(bromomethyl)benzene

Conditions

Conditions	Yield
With zinc(II) chloride

: 4497-29-4
bis(bromomethyl) ether

: 71-43-2
benzene

A: 623-24-5
1,4-bis(bromomethyl)benzene

B: 100-39-0
benzyl bromide

Conditions

Conditions	Yield
With zinc(II) chloride

...Expand

: 502-86-3
p-xylylene

: 623-24-5
1,4-bis(bromomethyl)benzene

Conditions

Conditions	Yield
With bromine

: 106-42-3
para-xylene

A: 623-24-5
1,4-bis(bromomethyl)benzene

B ω.ω.ω'-tribromo-p-xylene: ω.ω.ω'-tribromo-p-xylene

Conditions

Conditions	Yield
With bromine

: 106-42-3
para-xylene

A: 623-24-5
1,4-bis(bromomethyl)benzene

B: 4076-57-7
1-(dibromomethyl)-4-methylbenzene

C: 1-methyl-4-(tribromomethyl)benzene

Conditions

Conditions	Yield
With 2,2'-azobis(isobutyronitrile); 1,3,4,6-Tetrabromo-3α,6α-diphenylglycoluril In tetrachloromethane at 81℃; for 2h; Inert atmosphere;	A 61 %Chromat. B 30 %Chromat. C 9 %Chromat.

...Expand

: 623-24-5
1,4-bis(bromomethyl)benzene

: 1-(5-Phenoxy-pentyl)-4-aza-1-azonia-bicyclo[2.2.2]octane; bromide

: C42H62N4O2(4+)*4Br(1-)

Conditions

Conditions	Yield
In methanol; chloroform Heating;	100%

: 288-32-4
1H-imidazole

: 623-24-5
1,4-bis(bromomethyl)benzene

: 56643-83-5
1,4-bis(imidazol-l-yl-methyl)benzene

Conditions

Conditions	Yield
Stage #1: 1H-imidazole With sodium hydride In tetrahydrofuran; mineral oil at 0 - 20℃; for 2h; Inert atmosphere; Stage #2: 1,4-bis(bromomethyl)benzene In tetrahydrofuran; mineral oil for 6h; Reflux; Inert atmosphere;	100%
Stage #1: 1H-imidazole With potassium hydroxide In acetonitrile at 20℃; for 2h; Stage #2: 1,4-bis(bromomethyl)benzene In acetonitrile at 20℃; for 1.5h;	88%
With potassium hydroxide In isopropyl alcohol	80%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 603-35-0
triphenylphosphine

: 40817-03-6
p-xylenebis(triphenylphosphonium) dibromide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 3h; Heating;	100%
In N,N-dimethyl-formamide at 20℃; for 4h;	98%
In dichloromethane at 40℃; for 4h;	95%

: 623-24-5
1,4-bis(bromomethyl)benzene

poly(p-xylylene): poly(p-xylylene)

Conditions

Conditions	Yield
With chromium chloride; tetrabutylammonium tetrafluoroborate In N,N-dimethyl-formamide Electrolysis;	100%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 102437-81-0
p-xylylene diazide

Conditions

Conditions	Yield
With sodium azide In dimethyl sulfoxide at 20℃; for 18h;	100%
With sodium azide In dimethyl sulfoxide at 20℃; for 1h;	98%
With sodium azide In N,N-dimethyl-formamide at 60℃; for 10h;	97%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 74199-16-9
cis-4,7,11,14-tetraazaperhydropyrene

: C32H52N8(2+)*2Br(1-)

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 168h;	100%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 105-09-9
1,4-bis(mercaptomethyl)benzene

Conditions

Conditions	Yield
Stage #1: 1,4-bis(bromomethyl)benzene With thiourea In ethanol for 4h; Inert atmosphere; Stage #2: With water; sodium hydroxide for 0.5h; Inert atmosphere; Reflux;	100%
With potassium carbonate; tiolacetic acid In methanol at 20℃; for 1h;	100%
With thioacetic acid; potassium carbonate In methanol at 20℃; for 0.5h;	98%

: 623-24-5
1,4-bis(bromomethyl)benzene

: bis(tert-butoxyaminoethyl)amine

: 71277-17-3
1,4-bis<<(2-aminoethyl)amino>methyl>benzene

Conditions

Conditions	Yield
Stage #1: 1,4-bis(bromomethyl)benzene; bis(tert-butoxyaminoethyl)amine With potassium carbonate In acetonitrile at 60℃; for 12h; Stage #2: With hydrogenchloride In diethyl ether	100%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 39499-66-6
6-(3,4-dimethoxy-phenyl)-2,3,4,5-tetrahydropyridazin-3-one

: 2-[4-(bromomethyl)benzyl]-6-(3,4-dimethoxyphenyl)-4,5-dihydropyridazin-3(2H)-one

Conditions

Conditions	Yield
Stage #1: 6-(3,4-dimethoxy-phenyl)-2,3,4,5-tetrahydropyridazin-3-one With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0℃; Stage #2: 1,4-bis(bromomethyl)benzene In N,N-dimethyl-formamide; mineral oil for 0.25h;	100%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 131833-90-4
(R,R)-4,4'-diisopropyl-2,2'-methylenebis(1,3-oxazoline)

: 1381949-76-3
1,4-bis[2,2-bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)ethyl]benzene

Conditions

Conditions	Yield
Stage #1: 2,2'-methylenebis[(4S)-4-isopropyl-4,5-dihydro-oxazole] With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: 1,4-bis(bromomethyl)benzene In tetrahydrofuran at 80℃; for 10h; Inert atmosphere;	100%
Stage #1: 2,2'-methylenebis[(4S)-4-isopropyl-4,5-dihydro-oxazole] With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: 1,4-bis(bromomethyl)benzene In tetrahydrofuran for 10h; Inert atmosphere; Heating;	100%
Stage #1: 2,2'-methylenebis[(4S)-4-isopropyl-4,5-dihydro-oxazole] With potassium tert-butylate Stage #2: 1,4-bis(bromomethyl)benzene

: 623-24-5
1,4-bis(bromomethyl)benzene

: 131833-92-6
2,2-bis[(4S)-4-isopropyloxazolin-2-yl]propane

: 1381949-76-3
1,4-bis[2,2-bis((S)-4-isopropyl-4,5-dihydrooxazol-2-yl)ethyl]benzene

Conditions

Conditions	Yield
Stage #1: 2,2-bis[(4S)-4-isopropyloxazolin-2-yl]propane With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: 1,4-bis(bromomethyl)benzene In tetrahydrofuran at 77℃; Inert atmosphere; Heating;	100%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 361344-97-0
tetrakis(4-thiylphenyl)methane

: C41H32S4

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran at 20℃; for 48h; Inert atmosphere;	100%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 877-03-2
5-bromo-1H-indole-3-carboxaldehyde

: C26H18Br2N2O2

Conditions

Conditions	Yield
Stage #1: 5-bromo-1H-indole-3-carboxaldehyde With potassium hydroxide In dimethyl sulfoxide at 20℃; for 1h; Stage #2: 1,4-bis(bromomethyl)benzene In dimethyl sulfoxide for 1h;	100%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 93-60-7
methyl 3-pyridinecarboxylate

: α,α'-bis(3-methoxycarbonylpyridiniumyl)-p-xylene dibromide

Conditions

Conditions	Yield
In acetone for 10h; Substitution; Heating;	99.6%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 38873-01-7
1-methyl-4-(4-pyridyl)pyridinium iodide

: 1-methyl-[4,4']bipyridinyl-1-ium iodide

Conditions

Conditions	Yield
In acetonitrile at 130℃; for 0.166667h; Microwave irradiation;	99%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 103-49-1
dibenzylamine

: 36997-16-7
C36H36N2

Conditions

Conditions	Yield
With sodium hydroxide In 1,4-dioxane; water at 20℃; for 0.25h;	99%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 112-18-5
N,N-dimethylaminododecane

: N,N'-didodecyl-N,N,N',N'-tetramethyl-N,N'-(p-xylenediyl)diammonium dibromide

Conditions

Conditions	Yield
In acetone for 12h; Reflux;	99%
In propan-1-ol for 9h;	95%
In ethanol for 48h; Reflux;	73%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 132098-54-5
(S,S)-2,2'-methylenebis(4-tert-butyl-2-oxazoline)

: 1593634-91-3
1,4-bis{2,2-bis[(S)-4-tert-butyl-4,5-dihydrooxazol-2-yl]ethyl}benzene

Conditions

Conditions	Yield
Stage #1: (S,S)-2,2'-methylenebis(4-tert-butyl-2-oxazoline) With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: 1,4-bis(bromomethyl)benzene In tetrahydrofuran for 10h; Inert atmosphere; Heating;	99%
Stage #1: (S,S)-2,2'-methylenebis(4-tert-butyl-2-oxazoline) With potassium tert-butylate Stage #2: 1,4-bis(bromomethyl)benzene

: 623-24-5
1,4-bis(bromomethyl)benzene

: 132098-59-0
(S,S)-2,2'-methylenebis(4-phenyl-2-oxazoline)

: 1593634-96-8
1,4-bis{2,2-bis[(4S)-4-phenyl-4,5-dihydrooxazol-2-yl]ethyl}benzene

Conditions

Conditions	Yield
Stage #1: (S,S)-2,2'-methylenebis(4-phenyl-2-oxazoline) With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Inert atmosphere; Stage #2: 1,4-bis(bromomethyl)benzene In tetrahydrofuran for 10h; Inert atmosphere; Heating;	99%
Stage #1: (S,S)-2,2'-methylenebis(4-phenyl-2-oxazoline) With potassium tert-butylate Stage #2: 1,4-bis(bromomethyl)benzene

: 623-24-5
1,4-bis(bromomethyl)benzene

: C32H22N4

: C64H54Br4N4(4+)*4F6P(1-)

Conditions

Conditions	Yield
Stage #1: 1,4-bis(bromomethyl)benzene; C32H22N4 In N,N-dimethyl-formamide at 20℃; for 48h; Stage #2: With ammonium hexafluorophosphate In water; N,N-dimethyl-formamide	99%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 145901-58-2
N1-trityl-N2-(2-(tritylamino)ethyl)ethane-1,2-diamine

: N-[4-({Bis-[2-(trityl-amino)-ethyl]-amino}-methyl)-benzyl]-N'-trityl-N-[2-(trityl-amino)-ethyl]-ethane-1,2-diamine

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide; acetonitrile for 50h; Heating;	98.6%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 118160-75-1
(E)-1-(4-pyridyl)-2-(3,4,5-trimethoxyphenyl)ethene

A: 118160-64-8
1-(4-Bromomethyl-benzyl)-4-[(E)-2-(3,4,5-trimethoxy-phenyl)-vinyl]-pyridinium; bromide

B: C40H42N2O6(2+)*2Br(1-)

Conditions

Conditions	Yield
In various solvent(s) for 1h; Heating;	A 98% B n/a

...Expand

: 623-24-5
1,4-bis(bromomethyl)benzene

: 3425-46-5
potassium selenocyanate

: 85539-83-9
1,4-bis(selenocyanatomethyl)benzene

Conditions

Conditions	Yield
In acetone for 4h; Ambient temperature;	98%
In N,N-dimethyl-formamide for 0.75h; Inert atmosphere;	96%
In acetone at 20℃; for 4h; Inert atmosphere;	95.1%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 553-26-4
4,4'-bipyridine

: 108861-20-7
1,1-[1,4-phenylenebis(methylene)]bis-4,4'-pyridylpiridinium bis(hexafluorophosphate)

Conditions

Conditions	Yield
Stage #1: 1,4-bis(bromomethyl)benzene; 4,4'-bipyridine In acetonitrile Stage #2: With ammonium hexafluorophosphate In water	98%
With ammonium hexafluorophosphate In chloroform; acetonitrile for 5h; Heating;	96%
Stage #1: 1,4-bis(bromomethyl)benzene; 4,4'-bipyridine In acetonitrile at 60℃; for 8h; Sealed tube; Stage #2: With ammonium hexafluorophosphate In water	45%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 67882-97-7
4-[(E)-2-(4-pyridinyl)ethenyl]phenol

A: 118160-74-0
1-(4-Bromomethyl-benzyl)-4-[(E)-2-(4-hydroxy-phenyl)-vinyl]-pyridinium; bromide

B: C34H30N2O2(2+)*2Br(1-)

Conditions

Conditions	Yield
In various solvent(s) for 1h; Heating;	A 98% B n/a

...Expand

: 623-24-5
1,4-bis(bromomethyl)benzene

: 112-60-7
Tetraethylene glycol

: 168211-62-9
1,4-bis(13-hydroxy-2,5,8,11-tetraoxatridecyl)benzene

Conditions

Conditions	Yield
With sodium Williamson etherification;	98%
With sodium hydride at 40℃; for 48h;	71%
With potassium carbonate In acetone for 15h; Heating;	53%
With sodium 1.) 50 deg C; 2.) 60 deg C, 18 h; Yield given. Multistep reaction;

: 623-24-5
1,4-bis(bromomethyl)benzene

: 74199-09-0, 79236-92-3
cis-13-1,4,7,10-tetraazatetracyclo<5.5.2.04,14010,13>tetradecane

: C28H44N8(2+)*2Br(1-)

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 24h;	98%

: 623-24-5
1,4-bis(bromomethyl)benzene

: 244-63-3
betacarboline

: 2-[4-(β-carboline-2-ium-2-ylmethyl)benzyl]-β-carboline-2-ium dibromide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide Reflux; Inert atmosphere;	98%
In ethyl acetate at 78℃; for 48h;	54%

: 873-69-8
2-pyridinealdoxime

: 623-24-5
1,4-bis(bromomethyl)benzene

: 78282-91-4
1-(2-bromomethylbenzyl)-4-hydroxyiminomethylpyridinium bromide

Conditions

Conditions	Yield
With acetone for 2h; Reflux;	98%
In acetone Reflux;
In acetone at 20℃;

: 623-24-5
1,4-bis(bromomethyl)benzene

: 1193-92-6
3-pyridinealdoxime

: 951126-25-3
1-(3-bromomethylbenzyl)-4-hydroxyiminomethylpyridinium bromide

Conditions

Conditions	Yield
With acetone for 2h; Reflux;	98%
In acetone Reflux;
In acetone at 20℃;

alpha,alpha'-Dibromo-p-xylene Chemical Properties

IUPAC Name: 1,4-bis(Bromomethyl)benzene
Synonyms of alpha,alpha'-Dibromo-p-xylene (CAS NO.623-24-5): 1,4-Bis(Bromomethyl)benzene ; p-Xylylene dibromide
CAS NO: 623-24-5
Molecular Formula: C₈H₈Br₂
Molecular Weight: 263.96
Molecular Structure:
EINECS: 210-781-1
H bond acceptors: 0
H bond donors: 0
Freely Rotating Bonds: 2
Polar Surface Area: Å²
Index of Refraction: 1.611
Molar Refractivity: 51.54 cm³
Molar Volume: 148.4 cm³
Surface Tension: 45.3 dyne/cm
Density: 1.778 g/cm³
Flash Point: 139.5 °C
Enthalpy of Vaporization: 46.25 kJ/mol
Boiling Point: 245 °C at 760 mmHg
Vapour Pressure: 0.046 mmHg at 25°C
Melting Point: 143-145 °C(lit.)
Water Solubility: soluble, hydrolyses
Sensitive: Lachrymatory
Appearance: white to light yellow crystal powder
Product Categories of alpha,alpha'-Dibromo-p-xylene (CAS NO.623-24-5): Aromatic Halides (substituted)

alpha,alpha'-Dibromo-p-xylene Safety Profile

Safety Information about alpha,alpha'-Dibromo-p-xylene (CAS NO.623-24-5):
Hazard Codes: Corrosive C
Risk Statements: 34-22
R34: Causes burns.
R22: Harmful if swallowed.
Safety Statements: 26-36/37/39-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
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 the label whenever possible.)
RIDADR: UN 3448 6.1/PG 2
WGK Germany: 3
F: 8-19-21
Hazard Note: Corrosive/Lachrymatory
HazardClass: 8
PackingGroup: III

Product Name

alpha,alpha'-Dibromo-p-xylene

Synthetic route

alpha,alpha'-Dibromo-p-xylene Chemical Properties

alpha,alpha'-Dibromo-p-xylene Safety Profile

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