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Basic Information
CAS No.: 174735-02-5
Name: 3,6-DIBROMO-PHENANTHRENE
Article Data: 12
Molecular Structure:
Molecular Structure of 174735-02-5 (3,6-DIBROMO-PHENANTHRENE)
Formula: C14H8Br2
Molecular Weight: 336.026
Synonyms: 3,6-Dibromophenanthrene;
Density: 1.768 g/cm3
Melting Point: 188-191℃
Boiling Point: 438.755 °C at 760 mmHg
Flash Point: 256.192 °C
PSA: 0.00000
LogP: 5.51800
Synthetic route
Conditions
ConditionsYield
With tetrahydrofuran; iodine In toluene for 16h; Irradiation;97%
With iodine In tetrahydrofuran; toluene for 48h; Inert atmosphere; Irradiation;83%
In cyclohexane Irradiation;
18869-30-2

(E)-4,4'-dibromostilbene

174735-02-5

2,9-dibromophenanthrene

Conditions
ConditionsYield
With iodine In tetrahydrofuran; toluene for 16h; Irradiation;97%
With iodine In toluene Irradiation; Inert atmosphere;80%
With potassium iodide In cyclohexane Schlenk technique; Irradiation; Reflux;80%
With iodine In benzene Irradiation;77.2%
With iodine; methyloxirane In cyclohexane for 2h; Photolysis;
860551-67-3

3,6-dibromophenanthrene-9-carboxylic acid

174735-02-5

2,9-dibromophenanthrene

Conditions
ConditionsYield
With quinoline; copper chromite Heating;73%
13974-85-1

3,6-Dibrom-9,10-dihydrophenanthren

174735-02-5

2,9-dibromophenanthrene

Conditions
ConditionsYield
With N-Bromosuccinimide; sodium carbonate
3.6-dibromo-phenanthrene-carboxylic acid-(9)

3.6-dibromo-phenanthrene-carboxylic acid-(9)

174735-02-5

2,9-dibromophenanthrene

Conditions
ConditionsYield
With quinoline; copper chromite at 210 - 220℃;
1122-91-4

4-bromo-benzaldehyde

174735-02-5

2,9-dibromophenanthrene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium methylate / methanol / 24 h / 20 °C / Inert atmosphere
2: iodine / tetrahydrofuran; toluene / 16 h / Irradiation
View Scheme
Multi-step reaction with 3 steps
1.1: potassium carbonate / 1,2-dimethoxyethane / 1 h / Inert atmosphere
1.2: 24 h / 80 °C / Inert atmosphere
2.1: sodium acetate; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) / N,N-dimethyl acetamide / 48 h / 100 - 140 °C / Schlenk technique; Inert atmosphere
3.1: iodine / toluene / Irradiation; Inert atmosphere
View Scheme
2039-82-9

1-bromo-4-ethenyl-benzene

174735-02-5

2,9-dibromophenanthrene

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium acetate; trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) / N,N-dimethyl acetamide / 48 h / 100 - 140 °C / Schlenk technique; Inert atmosphere
2: iodine / toluene / Irradiation; Inert atmosphere
View Scheme
773837-37-9

sodium cyanide

174735-02-5

2,9-dibromophenanthrene

C15H8BrN

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 120℃; for 15h;89%
174735-02-5

2,9-dibromophenanthrene

73183-34-3

bis(pinacol)diborane

1358762-95-4

C26H32B2O4

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In 1,4-dioxane at 80℃; for 15h; Inert atmosphere;89%
174735-02-5

2,9-dibromophenanthrene

501-65-5

diphenyl acetylene

13,16-dihydrodiindeno[1,2-b:2′,1′-h]phenanthrene

Conditions
ConditionsYield
Stage #1: 3,6-dibromophenanthrene; diphenyl acetylene With 1,8-diazabicyclo[5.4.0]undec-7-ene; cesium pivalate; 1,2-bis-(diphenylphosphino)ethane; palladium dichloride In 1,4-dioxane at 130℃; for 24h; Sealed tube; Inert atmosphere;
Stage #2: With 18-crown-6 ether; potassium tert-butylate; hydrazine hydrate; potassium hydroxide In 1,4-dioxane at 110℃; for 12h; Inert atmosphere; Sealed tube;
88%
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Specification

The 3,6-Dibromophenanthrene has the CAS registry number 174735-02-5. This chemical's molecular formula is C14H8Br2 and molecular weight is 336.02. What's more, its systematic name is 3,6-Dibromophenanthrene.

Physical properties of 3,6-Dibromophenanthrene are: (1)ACD/LogP: 6.06; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 6; (4)ACD/LogD (pH 7.4): 6; (5)ACD/BCF (pH 5.5): 31591; (6)ACD/BCF (pH 7.4): 31591; (7)ACD/KOC (pH 5.5): 57859; (8)ACD/KOC (pH 7.4): 57859; (9)Index of Refraction: 1.749; (10)Molar Refractivity: 77.318 cm3; (11)Molar Volume: 190.035 cm3; (12)Polarizability: 30.651×10-24 cm3; (13)Surface Tension: 54.329 dyne/cm; (14)Density: 1.768 g/cm3; (15)Flash Point: 256.192 °C; (16)Enthalpy of Vaporization: 66.877 kJ/mol; (17)Boiling Point: 438.755 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: Brc3ccc2ccc1ccc(Br)cc1c2c3
(2)InChI: InChI=1/C14H8Br2/c15-11-5-3-9-1-2-10-4-6-12(16)8-14(10)13(9)7-11/h1-8H
(3)InChIKey: XTPMJIMUYNZFFN-UHFFFAOYSA-N