1,9-Dibromononane supplier | CasNO.4549-33-1

Name
1,9-Dibromononane
EINECS 224-913-0
CAS No. 4549-33-1
Article Data22
CAS DataBase
Density 1.407
Solubility
Melting Point -2 °C
Formula C₉H₁₈Br₂
Boiling Point 285-288 °C(lit.)
Molecular Weight 286.05
Flash Point 113 ºC
Transport Information
Appearance clear colourless to slightly yellow liquid
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols
Synonyms 1,9-Dibromononane;NSC 62682;
PSA 0.00000
LogP 4.50690

Synthetic route

: 3937-56-2
1,9-Nonanediol

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
With carbon tetrabromide; Cu(tmp)(BINAP)BF4; sodium bromide In N,N-dimethyl-formamide for 24h; Appel Halogenation; UV-irradiation; Inert atmosphere;	99%
With water; hydrogen bromide
With hydrogen bromide

: 55695-90-4
2-(9-bromononyloxy)tetrahydropyran

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
With tetrabutylammomium bromide; dichloromethylenedimethyliminium chloride In dichloromethane at 0℃;	96%

: 55362-80-6
9-bromononan-1-ol

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
Stage #1: 9-bromononan-1-ol With N,N-dimethylthiourea In dichloromethane at 20℃; Stage #2: With N-Bromosuccinimide In dichloromethane at 20℃; for 20h;	88%

: tert-butyl-[9-(4-methoxy-benzyloxy)-nonyloxy]-dimethyl-silane

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
With carbon tetrabromide; triphenylphosphine In dichloromethane at 0 - 30℃; for 2h;	85%

: tert-butyl-[9-(4-methoxy-benzyloxy)-nonyloxy]-diphenyl-silane

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
With carbon tetrabromide; triphenylphosphine In dichloromethane at 0 - 30℃; for 2h;	82%

: 3937-56-2
1,9-Nonanediol

A: 55362-80-6
9-bromononan-1-ol

B: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
With hydrogen bromide at 60℃; for 72h;	A 80% B n/a
With hydrogen bromide at 150℃;

: 267005-80-1
9-(4-methoxybenzyloxy)nonan-1-ol

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
With carbon tetrabromide; triphenylphosphine In dichloromethane at 0 - 30℃; for 1.5h;	80%

: 91337-21-2
1,9-dimethoxynonane

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
With hydrogen bromide at 100℃;

: 3937-56-2
1,9-Nonanediol

A: 4549-33-1
1,9-Dibromononane

B: 855751-72-3
bis-(9-bromo-nonyl)-ether

Conditions

Conditions	Yield
With hydrogen bromide at 130℃;

: 1732-10-1
Dimethyl azelate

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
(i) LiAlH4, (ii) aq. HBr; Multistep reaction;
Multi-step reaction with 2 steps 1: sodium; absolute alcohol 2: hydrogen bromide / 150 °C View Scheme
Multi-step reaction with 2 steps 1: sodium; isoamyl alcohol 2: hydrogen bromide / 150 °C View Scheme
Multi-step reaction with 2 steps 1: sodium; isoamyl alcohol 2: hydrogen bromide / 150 °C View Scheme

: 855751-72-3
bis-(9-bromo-nonyl)-ether

: 10035-10-6, 12258-64-9
hydrogen bromide

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
at 120 - 125℃; mit viel bei 0grad gesaettigter Verbindung;

nonanediol-(1.9)-diphenyl ether: nonanediol-(1.9)-diphenyl ether

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
With hydrogen bromide

: 3937-56-2
1,9-Nonanediol

: 10035-10-6, 12258-64-9
hydrogen bromide

A: 4549-33-1
1,9-Dibromononane

B: 855751-72-3
bis-(9-bromo-nonyl)-ether

Conditions

Conditions	Yield
at 130℃;

...Expand

: 1,9-diphenoxy-nonane

: 10035-10-6, 12258-64-9
hydrogen bromide

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
at 165 - 170℃; im geschlossenen Rohr;

: 123-99-9
azelaic acid

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: sulfuric acid 2: sodium; isoamyl alcohol 3: hydrogen bromide / 150 °C View Scheme
Multi-step reaction with 3 steps 1: sulfuric acid 2: sodium; isoamyl alcohol 3: hydrogen bromide / 150 °C View Scheme
Multi-step reaction with 2 steps 1: (i) (esterification), (ii) LiAlH4 2: aq. HBr View Scheme

: 4549-31-9
1,7-dibromoheptane

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: diethyl ether; magnesium 2: hydrobromic acid / 100 °C View Scheme
Multi-step reaction with 4 steps 1: aq. ethanol / 36 h / Heating 2: H2SO4 / 10 h / Heating 3: LiAlH4 / diethyl ether / 0.5 h 4: HBr, H2SO4 / 6 h / Heating View Scheme

: 624-17-9
diethyl azelate

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium; alcohol 2: hydrogen bromide / 150 °C View Scheme
Multi-step reaction with 2 steps 1: sodium; alcohol 2: hydrogen bromide / 150 °C View Scheme
Multi-step reaction with 2 steps 1: LiAlH4 / diethyl ether / 0.5 h 2: HBr, H2SO4 / 6 h / Heating View Scheme

: 1675-69-0
nonanedinitrile

: 4549-33-1
1,9-Dibromononane

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: H2SO4 / 10 h / Heating 2: LiAlH4 / diethyl ether / 0.5 h 3: HBr, H2SO4 / 6 h / Heating View Scheme

: 4549-33-1
1,9-Dibromononane

: 526221-05-6
2-ethoxy-7-hydroxy-benzo[1,3]dioxole-5-carboxylic acid methyl ester

: dimethyl 7,7'-(nonane-1,9-diylbis(oxy))bis(2-ethoxybenzo[d][1,3]dioxole-5-carboxylate)

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 85℃; Inert atmosphere;	100%

: 3302-87-2
1-phenylphospholane

: 4549-33-1
1,9-Dibromononane

: 1,9-bis(phenylphospholanium)nonane dibromide

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h; Inert atmosphere; Schlenk technique;	99%

: 616-47-7
1-methyl-1H-imidazole

: 4549-33-1
1,9-Dibromononane

: 1,9-bis(3-methylimidazolium-1-yl)nonane dibromide

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 168h;	98%
at 20℃; for 5h;
In acetonitrile Reflux;
at 20℃;

: 244-63-3
betacarboline

: 4549-33-1
1,9-Dibromononane

: 2-[9-(β-carboline-2-ium-2-yl)nonyl]-β-carboline-2-ium dibromide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide Reflux; Inert atmosphere;	98%

: 4549-33-1
1,9-Dibromononane

: 13474-65-2
N,N-dimethyl-N-(3-phthalimidopropyl)amine

: 9-bromo-N-[3-(1,3-dioxoisoindolin-2-yl)propyl]-N,N-dimethylnonan-1-aminium bromide

Conditions

Conditions	Yield
In acetonitrile for 72h; Reflux;	98%

: 4549-33-1
1,9-Dibromononane

: 505059-19-8
2-(3-(dimethylamino)-2,2-dimethylpropyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione

: 9-bromo-N-[3-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)-2,2-dimethylpropyl]-N,N-dimethylnonan-1-aminium bromide

Conditions

Conditions	Yield
In acetonitrile for 5h; Reflux;	97%

: 4549-33-1
1,9-Dibromononane

: C76H105N17O21Se2

: C85H123N17O21Se2

Conditions

Conditions	Yield
With DL-dithiothreitol In aq. phosphate buffer; N,N-dimethyl-formamide at 22℃; for 1h; pH=7;	97%

: 4549-33-1
1,9-Dibromononane

: 98954-92-8
1,9-diazidononane

Conditions

Conditions	Yield
With sodium azide In N,N-dimethyl-formamide at 60℃; for 10h;	96%
With sodium azide In N,N-dimethyl-formamide at 60℃; for 10h; Inert atmosphere;	95%
With sodium azide In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	86%
With methanol; sodium azide
With sodium azide In water at 120 - 140℃; Microwave irradiation;

: 4549-33-1
1,9-Dibromononane

: 106-53-6
para-bromobenzenethiol

: 1,9-bis[(4-bromophenyl)thio]nonane

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 18h; Williamson Ether Synthesis; Reflux;	96%

: (R)-(-)-3-[(R)-2-hydroxy-2-cyclopentyl-2-phenylethoxy]-1-azabicyclo[2.2.2]octane

: 4549-33-1
1,9-Dibromononane

: (R)-(-)-3-[(R)-2-hydroxy-2-cyclopentyl-2-phenylethoxy]-1-(9-bromononyl)-1-azoniabicyclo[2.2.2]octane bromide

Conditions

Conditions	Yield
In ethanol at 20℃; for 18h;	95.4%

: 4549-33-1
1,9-Dibromononane

: 24613-65-8
1,9-diiodononane

Conditions

Conditions	Yield
With sodium iodide In acetone at 20℃; for 24h; Darkness;	95%

: 4549-33-1
1,9-Dibromononane

: 1119-51-3
bromopentene

: 74646-31-4
14-bromo-1-tetradecene

Conditions

Conditions	Yield
Stage #1: bromopentene With iodine; magnesium In tetrahydrofuran at 50℃; for 4h; Inert atmosphere; Stage #2: 1,9-Dibromononane With 1-methyl-pyrrolidin-2-one; dilithium tetrachlorocuprate(II) In tetrahydrofuran at 0 - 20℃; for 16h; Inert atmosphere;	95%

: 4549-33-1
1,9-Dibromononane

: 1427019-68-8
9-(3-chlorobenzyl)-β-carboline-3-carboxylic acid

: 1427019-03-1
1,9-bis[9-(3-chlorobenzyl)-β-carboline-3-carboxylic acid]nonanediyl ester

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 6 - 10h;	94%

: 4549-33-1
1,9-Dibromononane

: C21H33BrO7

: C30H51BrO7

Conditions

Conditions	Yield
Stage #1: C21H33BrO7 With tert.-butyl lithium In tetrahydrofuran at -78℃; for 0.0833333h; Inert atmosphere; Stage #2: 1,9-Dibromononane In tetrahydrofuran at -14 - 20℃; for 12h; Inert atmosphere;	94%
Stage #1: C21H33BrO7 With tert.-butyl lithium In tetrahydrofuran at -78℃; for 0.0833333h; Inert atmosphere; Schlenk technique; Stage #2: 1,9-Dibromononane In tetrahydrofuran at -14 - 20℃; for 12h; Inert atmosphere; Schlenk technique;	1.77 g

: 4549-33-1
1,9-Dibromononane

: 1-benzylphospholane

: 2Br(1-)*C31H48P2(2+)

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 48h; Inert atmosphere; Schlenk technique;	93%

: 288-13-1
NH-pyrazole

: 4549-33-1
1,9-Dibromononane

: 1,9-bis(pyrazol-1-yl)nonane

Conditions

Conditions	Yield
Stage #1: NH-pyrazole With potassium hydroxide In dimethyl sulfoxide at 80℃; for 0.5h; Stage #2: 1,9-Dibromononane In dimethyl sulfoxide at 80℃; for 4.5h; Cooling;	93%
Stage #1: NH-pyrazole With potassium hydroxide In dimethyl sulfoxide at 80℃; for 0.5h; Stage #2: 1,9-Dibromononane In dimethyl sulfoxide at 80℃; for 4.5h;	93%

: 91-22-5
quinoline

: 4549-33-1
1,9-Dibromononane

: 1,1'-non-1,9-diyl-bis(quinolinium) dibromide

Conditions

Conditions	Yield
at 65℃; for 24h;	92%
With ethanol
at 65℃; for 24h;
In acetonitrile at 70℃;

: 5930-92-7
Ethyl 4-nitropyrrole-2-carboxylate

: 4549-33-1
1,9-Dibromononane

: C23H32N4O8

Conditions

Conditions	Yield
With potassium carbonate In acetone at 65℃; for 18h;	92%

: 280-57-9
1,4-diaza-bicyclo[2.2.2]octane

: 4549-33-1
1,9-Dibromononane

: 1-Azo-4-(9'-{1''-azonia-4''-azobicyclo[2.2.2]octyl}-1'-nonyl)bicyclo[2.2.2]octane dibromide

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 24h;	92%
In acetonitrile for 120h; Alkylation; Heating;	88%
In acetonitrile at 80℃;

: 119-65-3
isoquinoline

: 4549-33-1
1,9-Dibromononane

: 1,9-bis(isoquinolin-2-ium)nonane dibromide

Conditions

Conditions	Yield
at 65℃; for 24h;	92%
In N,N-dimethyl-formamide at 70℃;	54%
In acetonitrile	30%
at 65℃; for 24h;
In N,N-dimethyl-formamide at 70℃;

: 4549-33-1
1,9-Dibromononane

: 603-35-0
triphenylphosphine

: 9-Bromononyltriphenylphosphonium bromide

Conditions

Conditions	Yield
In toluene at 120℃; for 10h;	91%
In toluene at 110℃; for 24h;

: 4549-33-1
1,9-Dibromononane

: 122-52-1
triethyl phosphite

: diethyl (9-bromononyl)phosphonate

Conditions

Conditions	Yield
for 0.0833333h; Irradiation;	91%
at 140℃;	90%

: 67-51-6
3,5-dimethyl-1H-pyrazole

: 4549-33-1
1,9-Dibromononane

: 1,9-bis(3,5-dimethylpyrazol-1-yl)nonane

Conditions

Conditions	Yield
Stage #1: 3,5-dimethyl-1H-pyrazole With potassium hydroxide In dimethyl sulfoxide at 80℃; for 0.5h; Stage #2: 1,9-Dibromononane In dimethyl sulfoxide at 80℃; for 4.5h; Cooling;	91%
Stage #1: 3,5-dimethyl-1H-pyrazole With potassium hydroxide In dimethyl sulfoxide at 80℃; for 0.5h; Stage #2: 1,9-Dibromononane In dimethyl sulfoxide at 80℃; for 4.5h;	91%

: 108-99-6
3-Methylpyridine

: 4549-33-1
1,9-Dibromononane

: bPiNB

Conditions

Conditions	Yield
at 65℃; for 24h;	90%
at 65℃; for 24h;
for 24h;

: 629-05-0
n-octyne

: 4549-33-1
1,9-Dibromononane

: 151329-54-3
1-Bromoheptadec-10-yne

Conditions

Conditions	Yield
Stage #1: n-octyne With n-butyllithium In tetrahydrofuran; hexane at -25℃; for 1h; Stage #2: 1,9-Dibromononane With N,N,N,N,N,N-hexamethylphosphoric triamide In tetrahydrofuran; hexane at -25 - 20℃; for 14.5h;	90%

: 4549-33-1
1,9-Dibromononane

: 100-83-4
meta-hydroxybenzaldehyde

: 1042251-70-6
C23H28O4

Conditions

Conditions	Yield
With tetra-(n-butyl)ammonium iodide; potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; Inert atmosphere;	90%
With tetrabutylammonium sulfate; sodium hydroxide In water for 7h; Reflux;

: 6253-28-7, 19878-26-3, 42074-03-3
3,6-epoxy-1,2,3,6-tetrahydrophthalimide

: 4549-33-1
1,9-Dibromononane

: 1449656-06-7
C25H30N2O6

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 24h; Inert atmosphere;	90%
With sodium hydrogencarbonate In N,N-dimethyl-formamide at 50℃; for 24h; Inert atmosphere;	77.45%

: 4549-33-1
1,9-Dibromononane

: 84607-62-5, 97718-45-1, 110043-85-1, 113429-19-9
subergorgic acid

: C24H37BrO3

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 12h; Inert atmosphere;	90%

1,9-Dibromononane Specification

The 1,9-Dibromononane with cas registry number of 4549-33-1 is clear colourless to slightly yellow liquid. Its EINECS registry number is 224-913-0. This chemical belongs to the categories: Bromine Compounds; alpha,omega-Bifunctional Alkanes; alpha,omega-Dibromoalkanes; Monofunctional & alpha,omega-Bifunctional Alkanes. Both its systematic name and IUPAC name are the same which is called 1,9-dibromononane.

The physical properties about this chemical are: (1)ACD/LogP: 5.26; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.26; (4)ACD/LogD (pH 7.4): 5.26; (5)ACD/BCF (pH 5.5): 5857.16; (6)ACD/BCF (pH 7.4): 5857.16; (7)ACD/KOC (pH 5.5): 17318.17; (8)ACD/KOC (pH 7.4): 17318.17; (9)#H bond acceptors: 0; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 8; (12)Index of Refraction: 1.493; (13)Molar Refractivity: 59.2 cm³; (14)Molar Volume: 203.4 cm³; (15)Surface Tension: 34.8 dyne/cm; (16)Density: 1.405 g/cm³; (17)Flash Point: 139 °C; (18)Enthalpy of Vaporization: 50.45 kJ/mol; (19)Boiling Point: 286.5 °C at 760 mmHg; (20)Vapour Pressure: 0.00453 mmHg at 25°C; (21)Refractive index: 1.496.

Preparation of 1,9-Dibromononane: it can be prepared by 2-(9-bromo-nonyloxy)-tetrahydro-pyran with reagents N, N-dimethylphosgeniminium chloride, tetrabutylammonium bromide and solvent CH₂Cl₂ at temperature of 0 ℃.

Uses of 1,9-Dibromononane: this chemical can react with 2-thioxo-2,3-dihydro-1H-pyrimidin-4-one to prepare 2-(9-bromo-nonylsulfanyl)-3H-pyrimidin-4-one by using reagents 0.1N NaOH and solvent Methanol at ambient temperature for 5 days.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. Therefore, wear suitable protective clothing, gloves and eye/face protection during using it. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: BrCCCCCCCCCBr;
(2)InChI: InChI=1/C9H18Br2/c10-8-6-4-2-1-3-5-7-9-11/h1-9H2;
(3)InChIKey: WGAXVZXBFBHLMC-UHFFFAOYAA

Product Name

1,9-Dibromononane

Synthetic route

1,9-Dibromononane Specification

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