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6-Bromo-2-naphthaldehyde

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Name

6-Bromo-2-naphthaldehyde

EINECS N/A
CAS No. 170737-46-9 Density 1.552 g/cm3
PSA 17.07000 LogP 3.41480
Solubility N/A Melting Point 125.0 to 130.0 °C
Formula C11H7BrO Boiling Point 355.8 °C at 760 mmHg
Molecular Weight 235.08 Flash Point 125.9 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 170737-46-9 (6-bromonaphthalene-2-carbaldehyde) Hazard Symbols N/A
Synonyms

2-Naphthalenecarboxaldehyde, 6-bromo-;

Article Data 30

6-Bromo-2-naphthaldehyde Synthetic route

100751-63-1

(6-bromo-2-naphthy)methanol

170737-46-9

6-bromo-naphthalene-2-carboxaldehyde

Conditions
ConditionsYield
With Dess-Martin periodane In dichloromethane at 20℃; for 1h;100%
With pyridinium chlorochromate In dichloromethane for 1h; Reflux;98%
With pyridinium chlorochromate In dichloromethane for 5h; Reflux;95%
33626-98-1

methyl 6-bromo-2-naphthoate

170737-46-9

6-bromo-naphthalene-2-carboxaldehyde

Conditions
ConditionsYield
Stage #1: methyl 6-bromo-2-naphthoate With diisobutylaluminium hydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere;
Stage #2: With pyridinium chlorochromate In dichloromethane at 60℃; for 6h; Inert atmosphere;
95%
Stage #1: methyl 6-bromo-2-naphthoate With diisobutylaluminium hydride In tetrahydrofuran at 0 - 20℃; for 12h;
Stage #2: With pyridinium chlorochromate In dichloromethane for 5h; Reflux;
95%
With manganese dioxide; dibal In methanol; dichloromethane; toluene61%
13720-06-4

2,6-dibromonaphthalene

68-12-2, 33513-42-7

N,N-dimethyl-formamide

170737-46-9

6-bromo-naphthalene-2-carboxaldehyde

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;78%
33626-98-1

methyl 6-bromo-2-naphthoate

A

100751-63-1

(6-bromo-2-naphthy)methanol

B

170737-46-9

6-bromo-naphthalene-2-carboxaldehyde

Conditions
ConditionsYield
With diisobutylaluminium hydride In toluene at -78℃; Inert atmosphere;A 35%
B 57%
5111-65-9

2-Bromo-6-methoxynaphthalene

A

3453-33-6

6-methoxynaphthalene-2-carbaldehyde

B

170737-46-9

6-bromo-naphthalene-2-carboxaldehyde

Conditions
ConditionsYield
With n-butyllithium; sodium chloride In tetrahydrofuran; hexanes on silica gel; hexane; ethyl acetate; N,N-dimethyl-formamideA n/a
B 2.86 g (91%)
5773-80-8

6-bromo-2-naphthoic acid

170737-46-9

6-bromo-naphthalene-2-carboxaldehyde

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: borane-THF / tetrahydrofuran / 0 - 25 °C
2: pyridinium chlorochromate / dichloromethane / 25 °C
View Scheme
Multi-step reaction with 3 steps
1: sulfuric acid / 7 h / Reflux
2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / -10 - 0 °C / Inert atmosphere
3: Dess-Martin periodane / dichloromethane / 2 h / 0 °C / Inert atmosphere
View Scheme
Multi-step reaction with 2 steps
1: borane-THF / tetrahydrofuran / 0 - 20 °C
2: Dess-Martin periodane / dichloromethane / 0 - 20 °C
View Scheme
1017593-93-9

C9H15NO5

170737-46-9

6-bromo-naphthalene-2-carboxaldehyde

1017594-45-4

C20H20BrNO5

Conditions
ConditionsYield
Stage #1: C9H15NO5 With ytterbium(III) triflate In dichloromethane at 20℃; for 0.5h;
Stage #2: 6-bromo-naphthalene-2-carboxaldehyde In dichloromethane at 20℃; Further stages.;
100%
170737-46-9

6-bromo-naphthalene-2-carboxaldehyde

504-63-2

trimethyleneglycol

1129491-95-7

6-bromo-2-(1,3-dioxan-2-yl)naphthalene

Conditions
ConditionsYield
With zirconium(IV) chloride; orthoformic acid triethyl ester In dichloromethane at 20℃; for 2h; Inert atmosphere;96%
170737-46-9

6-bromo-naphthalene-2-carboxaldehyde

100751-63-1

(6-bromo-2-naphthy)methanol

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate at 0 - 20℃; for 4h; Inert atmosphere;96%
158813-39-9

2-(Z-3-chloroprop-2-enyl)-4,4,5,5-tetramethyl-1,2,3-dioxaborolane

170737-46-9

6-bromo-naphthalene-2-carboxaldehyde

(R,Z)-1-(6-bromonaphthalen-2-yl)-4-chlorobut-3-en-1-ol

Conditions
ConditionsYield
With methanol; (2S)-2-((2-hydroxy-3-(triphenylsilyl)benzyl)amino)-2-(3-hydroxyadamantan-1-yl) 1-(isoindolin-2-yl)ethan-1-one; zinc dimethoxide In toluene at 22℃; for 14h; Glovebox; Inert atmosphere; Sealed tube; stereoselective reaction;95%

6-Bromo-2-naphthaldehyde Specification

The CAS registry number of 6-Bromo-2- aphthalenecarboxaldehyde is 170737-46-9. This chemical is also named as 2-Naphthalenecarboxaldehyde, 6-bromo-. In addition, its molecular formula is C11H7BrO and molecular weight is 235.08. Its systematic name is called 6-bromonaphthalene-2-carbaldehyde.

Physical properties about this chemical are: (1)ACD/LogP: 3.64; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.64; (4)ACD/LogD (pH 7.4): 3.64; (5)ACD/BCF (pH 5.5): 345.31; (6)ACD/BCF (pH 7.4): 345.31; (7)ACD/KOC (pH 5.5): 2282.71; (8)ACD/KOC (pH 7.4): 2282.71; (9)#H bond acceptors: 1#H bond donors: 0; (10)#Freely Rotating Bonds: 1; (11)Index of Refraction: 1.7; (12)Molar Refractivity: 58.53 cm3; (13)Molar Volume: 151.3 cm3; (14)Surface Tension: 52 dyne/cm; (15)Density: 1.552 g/cm3; (16)Flash Point: 125.9 °C; (17)Enthalpy of Vaporization: 60.1 kJ/mol; (18)Boiling Point: 355.8 °C at 760 mmHg.

You can still convert the following datas into molecular structure:
(1)SMILES: O=Cc1ccc2cc(Br)ccc2c1
(2)InChI: InChI=1/C11H7BrO/c12-11-4-3-9-5-8(7-13)1-2-10(9)6-11/h1-7H
(3)InChIKey: DLLDUYJRQNTEOR-UHFFFAOYAQ

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