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5-Bromo-m-xylene
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Name

5-Bromo-m-xylene

 EINECS 629-686-5
CAS No. 556-96-7 Density 1.339 g/cm3
PSA 0.00000 LogP 3.06590
Solubility N/A Melting Point -20.49°C (estimate)
Formula C8H9Br Boiling Point 206.9 °C at 760 mmHg
Molecular Weight 185.063 Flash Point 87.2 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 26-36/37/39-37/39 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 556-96-7 (5-Bromo-m-xylene) Hazard Symbols IrritantXi
Synonyms

m-Xylene,5-bromo- (6CI,7CI,8CI);1-Bromo-3,5-dimethylbenzene;1-Bromo-3,5-xylene;3,5-Dimethyl-1-bromobenzene;3,5-Dimethylbromobenzene;3,5-Dimethylphenylbromide;5-Bromo-1,3-xylene;

Article Data 30

5-Bromo-m-xylene Synthetic route

108-69-0

3,5-dimethylaminoaniline

556-96-7

5-bromo-1,3-xylene

Conditions
ConditionsYield
With trimethylsilyl bromide; N-benzyl-N,N,N-triethylammonium chloride; sodium nitrite In tetrachloromethane 1.) 0 deg C, 1.5 h, 2.) r.t., 12 h;89%
With hydrogen bromide Diazotization.Behandlung der Diazoniumsalz-Loesung mit CuBr oder mit Kupfer-Pulver;
(i) (diazotization), aq. HBr, (ii) Cu; Multistep reaction;
108-38-3

m-xylene

556-96-7

5-bromo-1,3-xylene

Conditions
ConditionsYield
With copper(ll) bromide; aluminum oxide In tetrachloromethane at 80℃; for 2h;85%
With copper(ll) bromide; aluminum oxide In tetrachloromethane at 80℃; for 2h; Product distribution;85%
172975-69-8

3,5-dimethylphenyl boronic acid

556-96-7

5-bromo-1,3-xylene

Conditions
ConditionsYield
With 1,10-Phenanthroline; oxygen; potassium bromide; copper(ll) bromide In N,N-dimethyl-formamide at 130℃; for 20h;71%
24596-19-8

4-bromo-2,6-dimethylphenylamine

556-96-7

5-bromo-1,3-xylene

Conditions
ConditionsYield
Stage #1: 4-bromo-2,6-dimethylphenylamine With sulfuric acid In ethanol at -10 - 20℃; for 1h;
Stage #2: With sodium nitrite In ethanol; water for 1.5h;
Stage #3: With copper In ethanol; water at 20℃;		51%
Stage #1: 4-bromo-2,6-dimethylphenylamine With sulfuric acid In ethanol at 7 - 20℃; for 1h;
Stage #2: With sodium nitrite In ethanol; water at 20℃; for 1.5h; Cooling;
Stage #3: With copper In ethanol; water at 20℃; Inert atmosphere;		51%
Stage #1: 4-bromo-2,6-dimethylphenylamine With sulfuric acid In ethanol at -10 - 20℃;
Stage #2: With sodium nitrite In ethanol; water for 1.5h; Cooling with ice;
Stage #3: With copper In ethanol; water at 20℃;		63.5 g

<(3,5-Dimethylphenyl)azo>pyrrolidine

556-96-7

5-bromo-1,3-xylene

Conditions
ConditionsYield
With hydrogen bromide; copper(I) bromide37%
41825-73-4

2-bromo-4,6-dimethylaniline

556-96-7

5-bromo-1,3-xylene

Conditions
ConditionsYield
With hydrogenchloride Diazotization.Behandlung der Diazoniumsalz-Loesung mit wss.-alkal. Stannit-Loesung;
95-68-1

2,4-Xylidine

556-96-7

5-bromo-1,3-xylene

Conditions
ConditionsYield
With hydrogenchloride; hydrogen bromide; bromine Behandeln des Reaktionsgemisches mit Natriumnitrit und anschliessend Behandeln mit Zinn(II)-chlorid und wss. Natronlauge;
Multi-step reaction with 2 steps
1: hydrochloric acid; bromine / ueber mehrere Stufen
View Scheme
583-70-0

1-bromo-2,4-dimethylbenzene

556-96-7

5-bromo-1,3-xylene

Conditions
ConditionsYield
With hydrogen fluoride; antimony pentafluoride
576-22-7

2-Bromo-m-xylene

A

556-96-7

5-bromo-1,3-xylene

B

583-70-0

1-bromo-2,4-dimethylbenzene

Conditions
ConditionsYield
TfOH2+B(OTf)4- In toluene for 18h; Product distribution; Ambient temperature;A 3.5 % Chromat.
B 69.1 % Chromat.
576-22-7

2-Bromo-m-xylene

A

556-96-7

5-bromo-1,3-xylene

B

583-70-0

1-bromo-2,4-dimethylbenzene

C

108-38-3

m-xylene

Conditions
ConditionsYield
With hydrogen; oxygen at 40℃; under 760 Torr; Product distribution; Mechanism; Irradiation; effect of further reagents;

5-Bromo-m-xylene Chemical Properties

Molecule structure of 3,5-Dimethylbromobenzene (CAS NO.556-96-7) :

IUPAC Name: 1-bromo-3,5-dimethylbenzene 
Molecular Weight: 185.06106 g/mol
Molecular Formula: C8H9Br 
Density: 1.339 g/cm3 
Boiling Point: 206.9 °C at 760 mmHg 
Flash Point: 87.2 °C
Appreance: white to light yellow crystal powder
Index of Refraction: 1.543
Molar Refractivity: 43.59 cm3
Molar Volume: 138.1 cm3
Polarizability: 17.28*10-24 cm3
Surface Tension: 33.7 dyne/cm 
Enthalpy of Vaporization: 42.5 kJ/mol
Vapour Pressure: 0.333 mmHg at 25 °C 
log P (octanol-water): 3.980 
Atmospheric OH Rate Constant 8.64E-12 cm3/molecule-sec 
XLogP3: 3.4
Exact Mass: 183.988763
MonoIsotopic Mass: 183.988763
Heavy Atom Count: 9
Complexity: 80.6
Canonical SMILES: CC1=CC(=CC(=C1)Br)C
InChI: InChI=1S/C8H9Br/c1-6-3-7(2)5-8(9)4-6/h3-5H,1-2H3
InChIKey: LMFRTSBQRLSJHC-UHFFFAOYSA-N
Product Categories of 3,5-Dimethylbromobenzene (CAS NO.556-96-7) : Aromatic Hydrocarbons (substituted) & Derivatives; Halogen toluene; Benzene derivates; Miscellaneous; Bromine Compounds

5-Bromo-m-xylene Safety Profile

Hazard Codes: Xi
Risk Statements: 36/37/38 
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36/37/39-37/39 
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 
S37/39: Wear suitable gloves and eye/face protection
WGK Germany: 3
Hazard Note: Irritant
HS Code: 29036990

5-Bromo-m-xylene Specification

 3,5-Dimethylbromobenzene (CAS NO.556-96-7)  is also called 5-Bromo-1,3-xylene ; m-Xylene, 5-bromo- ; 5-Bromo-m-xylene ; 5-Bromometaxylene ; 5-Bromo-3,5-dimethylbenzene ; 1-Bromo-3,5-dimethylbenzene .

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