10-Bromodecanol supplier | CasNO.53463-68-6

Name
10-Bromodecanol
EINECS 258-572-4
CAS No. 53463-68-6
Article Data81
CAS DataBase
Density 1.161 g/cm³
Solubility It is miscible with water.
Melting Point
Formula C₁₀H₂₁BrO
Boiling Point 288.588 °C at 760 mmHg
Molecular Weight 237.18
Flash Point 118.313 °C
Transport Information
Appearance Clear yellow liquid
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 10-Bromo-1-decanol;10-Bromodecanol;
PSA 20.23000
LogP 3.49440

Synthetic route

: 1296645-25-4
C14H29BrO3

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
Stage #1: C14H29BrO3 With [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Stage #2: With water In diethyl ether; dichloromethane at 20℃; for 5h; Inert atmosphere; chemoselective reaction;	95%

: 112-47-0
1,10-Decanediol

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
With hydrogen bromide In water; toluene for 16h; Inert atmosphere; Reflux; Dean-Stark;	93%
With hydrogen bromide In water; toluene Reflux; Inert atmosphere;	92%
With hydrogen bromide In water; toluene Reflux;	92%

: 1296645-37-8
C16H35BrO2Si

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
Stage #1: C16H35BrO2Si With [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Stage #2: With water In dichloromethane at 20℃; for 3h; Inert atmosphere; chemoselective reaction;	92%

: 112-47-0
1,10-Decanediol

A: 53463-68-6
1-bromo-10-decanol

B: 4101-68-2
1,10-dibromodecane

Conditions

Conditions	Yield
With hydrogen bromide In cyclohexane for 6h; Heating;	A 88% B 9%
With hydrogen bromide In toluene for 48h; Substitution; Heating;	A 87% B n/a
With hydrogen bromide In water; toluene Reflux;	A 87% B n/a

: 1296645-36-7
C18H29BrO2

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
Stage #1: C18H29BrO2 With [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Stage #2: With water In dichloromethane at 20℃; for 5h; Inert atmosphere; chemoselective reaction;	88%

: 252316-67-9
1-bromo-10-(methoxymethoxy)decane

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
Stage #1: 1-bromo-10-(methoxymethoxy)decane With [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃; for 0.5h; Inert atmosphere; Stage #2: With water In diethyl ether; dichloromethane at 20℃; for 7h; Inert atmosphere; chemoselective reaction;	88%
Multi-step reaction with 3 steps 1.1: dichloromethane / 0.5 h / 0 °C / Inert atmosphere 2.1: dichloromethane / 20 °C / Inert atmosphere 3.1: [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 3.2: 5 h / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1.1: dichloromethane / 0.5 h / 0 °C / Inert atmosphere 2.1: dichloromethane / 24 h / 20 °C / Inert atmosphere 3.1: [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 3.2: 5 h / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1.1: dichloromethane / 0.5 h / 0 °C / Inert atmosphere 2.1: dichloromethane / 6 h / 20 °C / Inert atmosphere 3.1: [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 3.2: 3 h / 20 °C / Inert atmosphere View Scheme

: 1-(((10-bromodecyl)oxy)methyl)-4-methoxybenzene

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
With montmorillonite K 10 supported ammonium nitrate In neat (no solvent) for 0.05h; Irradiation;	86%

: 13019-22-2
9-Decen-1-ol

A: 53463-68-6
1-bromo-10-decanol

B: 1275582-65-4
9-bromo-decane-1-ol

C: 127102-48-1
8-(oxiran-2-yl)octan-1-ol

D: 91717-85-0
decane-1,2,10-triol

Conditions

Conditions	Yield
With [VIVO(sal-l-val)(1,10-phenanthroline)]; dihydrogen peroxide; potassium bromide at 20℃; for 8h; Catalytic behavior; Acidic conditions;	A 41% B 2% C n/a D n/a

...Expand

: 13019-22-2
9-Decen-1-ol

A: 53463-68-6
1-bromo-10-decanol

B: 1275582-65-4
9-bromo-decane-1-ol

C: 127102-48-1
8-(oxiran-2-yl)octan-1-ol

Conditions

Conditions	Yield
With [VO(O)2(PAH)(Phen)]; dihydrogen peroxide; nitric acid; potassium bromide In N,N-dimethyl-formamide; acetonitrile at 20℃; for 5h;	A 15% B 8% C 10%

...Expand

: 50530-12-6
10-bromodecanoic acid

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
With borane In tetrahydrofuran

: 51309-10-5
10-chlorodecanol

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
With lithium bromide In various solvent(s) at 120℃; for 2h; Yield given;

: 1124-78-3
1Z,5E-cyclodecadiene

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 2: 48percent HBr / H2O / 60 h / Heating View Scheme

: CF3O3S(1-)*C21H30BrN2O(1+)

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: dichloromethane / 6 h / 20 °C / Inert atmosphere 2.1: [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 2.2: 3 h / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1.1: dichloromethane / 20 °C / Inert atmosphere 2.1: [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 2.2: 5 h / 20 °C / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1.1: dichloromethane / 24 h / 20 °C / Inert atmosphere 2.1: [2,2]bipyridinyl; trimethylsilyl trifluoromethanesulfonate / dichloromethane / 0.5 h / 0 °C / Inert atmosphere 2.2: 5 h / 20 °C / Inert atmosphere View Scheme

: 112-43-6
10-Undecen-1-ol

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: carbon tetrabromide; triphenylphosphine / dichloromethane / 2 h / 0 - 20 °C 2: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone / 3 h / 20 °C 3: sodium periodate / tetrahydrofuran; water / 1 h / 0 °C 4: sodium tetrahydroborate; water / tetrahydrofuran / 20 °C View Scheme

: 7766-50-9
1-undecen-11-ylbromide

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: osmium(VIII) oxide; water; 4-methylmorpholine N-oxide / acetone / 3 h / 20 °C 2: sodium periodate / tetrahydrofuran; water / 1 h / 0 °C 3: sodium tetrahydroborate; water / tetrahydrofuran / 20 °C View Scheme

: 85920-81-6
10-bromodecanal

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
With sodium tetrahydroborate; water In tetrahydrofuran at 20℃;

: 130203-52-0
11-bromoundecane-1,2-diol

: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium periodate / tetrahydrofuran; water / 1 h / 0 °C 2: sodium tetrahydroborate; water / tetrahydrofuran / 20 °C View Scheme

: 4101-68-2
1,10-dibromodecane

A: 112-47-0
1,10-Decanediol

B: 53463-68-6
1-bromo-10-decanol

Conditions

Conditions	Yield
With water In dimethylsulfoxide-d6; [(2)H6]acetone at 50℃;

: 110-87-2
3,4-dihydro-2H-pyran

: 53463-68-6
1-bromo-10-decanol

: 51795-88-1
1-bromo-10-(tetrahydropyranyloxy)decane

Conditions

Conditions	Yield
With toluene-4-sulfonic acid for 0.5h;	100%
With toluene-4-sulfonic acid In dichloromethane 1) 0 deg C, 15 min; 2) 25 deg C, 1 h;	100%
With toluene-4-sulfonic acid at 20℃; for 24h;	100%

: 53463-68-6
1-bromo-10-decanol

: 85920-81-6
10-bromodecanal

Conditions

Conditions	Yield
With pyridinium chlorochromate In dichloromethane for 3h; Ambient temperature;	100%
With pyridinium chlorochromate In dichloromethane for 4h; Ambient temperature;	95%
With 1-methyl-1H-imidazole; [2,2]bipyridinyl; tetrakis(actonitrile)copper(I) hexafluorophosphate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In acetonitrile at 20℃; for 14h;	91%

: 53463-68-6
1-bromo-10-decanol

: 10-(nitrooxy)decyl bromide

Conditions

Conditions	Yield
With sulfuric acid; nitric acid at 0℃; for 1h;	100%

: 53463-68-6
1-bromo-10-decanol

: 926-62-5
isobutylmagnesium bromide

: 21987-21-3
12-methyl-1-tridecanol

Conditions

Conditions	Yield
With copper(l) chloride In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere;	100%
With dilithium tetrachlorocuprate In tetrahydrofuran at -78℃; for 20h;	94%

: 53463-68-6
1-bromo-10-decanol

: 603-35-0
triphenylphosphine

: 64417-10-3
(10-Hydroxydecyl)-triohenylphosphonium-bromid

Conditions

Conditions	Yield
In acetonitrile at 120℃; for 0.0833333h; Flow reactor;	99%
In acetonitrile for 16h; Heating;	96%
In acetonitrile	91%

: 53463-68-6
1-bromo-10-decanol

: 18162-48-6
tert-butyldimethylsilyl chloride

: 96044-45-0
((10-bromodecyl)oxy)(tert-butyl)dimethylsilane

Conditions

Conditions	Yield
With 1H-imidazole; dmap In dichloromethane at 0 - 20℃; Inert atmosphere;	99%
With 1H-imidazole In dichloromethane for 48h; Ambient temperature;	98%
With 1H-imidazole In dichloromethane Cooling with ice;	94.21%

: 53463-68-6
1-bromo-10-decanol

: 57395-48-9
10-azido-decan-1-ol

Conditions

Conditions	Yield
With sodium azide; tetrabutyl ammonium fluoride In tetrahydrofuran; water at 25 - 34℃; for 60h;	99%
With sodium azide; sodium iodide In N,N-dimethyl-formamide at 80℃; for 18h;	98%
With sodium azide In N,N-dimethyl-formamide at 50℃; Inert atmosphere;	97%

: 53463-68-6
1-bromo-10-decanol

: 75-36-5
acetyl chloride

: 33925-77-8
1-acetoxy-10-bromo decane

Conditions

Conditions	Yield
With triethylamine In diethyl ether at 20℃; for 2h;	99%

: 53463-68-6
1-bromo-10-decanol

: 1074-82-4
potassium phtalimide

: 161270-70-8
2-(10-hydroxydecyl)-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
With cetyltributylphosphonium bromide In toluene at 110℃; for 1.5h;	98%
In N,N-dimethyl-formamide at 80℃; for 2h;	98%
In N,N-dimethyl-formamide at 100℃; for 20h;	97%
In N,N-dimethyl-formamide at 100℃; for 20h;	97%

: 53463-68-6
1-bromo-10-decanol

: 74-88-4
methyl iodide

: 264617-28-9
11-selenadodecanol

Conditions

Conditions	Yield
With sodium hydroxide; selenium; hydrazine hydrate In methanol Condensation;	98%

: 53463-68-6
1-bromo-10-decanol

: 74-86-2
acetylene

: 18202-10-3
11-dodecyn-1-ol

Conditions

Conditions	Yield
With ammonia; lithium In dimethyl sulfoxide	97%

: 53463-68-6
1-bromo-10-decanol

: 220757-92-6
1,1-(ethylenedioxy)-3-(10-hydroxydecyl)-4-methyl-3-(phenylsulfonyl)-cyclohexane

Conditions

Conditions	Yield
Stage #1: 1,1-(ethylenedioxy)-4-methyl-3-(phenylsulfonyl)-cyclohexane With n-butyllithium; triphenylmethane In tetrahydrofuran at -78 - 20℃; for 1.16667h; Stage #2: 1-bromo-10-decanol With Hexamethylphosphorous triamide In tetrahydrofuran at -78 - -20℃; for 2h;	97%

: ethyl acetate n-hexane

: 53463-68-6
1-bromo-10-decanol

: 519-73-3
triphenylmethane

: 220757-91-5
1,1-(ethylenedioxy)-4-methyl-3-(phenylsulfonyl)-cyclohexane

: 220757-92-6
1,1-(ethylenedioxy)-3-(10-hydroxydecyl)-4-methyl-3-(phenylsulfonyl)-cyclohexane

Conditions

Conditions	Yield
With n-butyllithium; ammonium chloride In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide	97%
With n-butyllithium; ammonium chloride In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide	97%
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide	97%

...Expand

: 53463-68-6
1-bromo-10-decanol

: 96-53-7
2-mercaptothiazoline

: 10-((4,5-dihydrothiazol-2-yl)thio)decan-1-ol

Conditions

Conditions	Yield
With potassium hydroxide In ethanol; water at 25 - 60℃; for 0.3h; Microwave irradiation;	97%

: 53463-68-6
1-bromo-10-decanol

: 4548-78-1
(3-methylbutyl)magnesium bromide

: 20194-47-2
13-methyltetradecan-1-ol

Conditions

Conditions	Yield
With dilithium tetrachlorocuprate In tetrahydrofuran	96%
With dilithium tetrachlorocuprate In tetrahydrofuran at -78 - 20℃; Grignard reaction;	96%
With dilithium tetrachlorocuprate In tetrahydrofuran at -78 - 20℃; for 12h;	95%
With dilithium tetrachlorocuprate In tetrahydrofuran at -78 - 20℃; for 12h;	94%

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

: 53463-68-6
1-bromo-10-decanol

: N,N'-bis-(10-hydroxydecyl)-4,4'-bipyridinium dibromide

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 140℃; for 16h;	96%

: 53463-68-6
1-bromo-10-decanol

: 5427-29-2
methyl 2-hydroxy-4-benzyloxybenzoate

: 944409-63-6
methyl 2-[(10-hydroxy)decyloxy]-4-benzyloxybenzoate

Conditions

Conditions	Yield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 80℃; for 20h;	96%

: 53463-68-6
1-bromo-10-decanol

: 72344-31-1
3-methoxy-4-methylthiophene

: 1239617-74-3
3-(10-bromodecyloxy)-4-methylthiophene

Conditions

Conditions	Yield
With sodium hydrogen sulfate In toluene at 100℃; for 24h;	96%
With sodium hydrogen sulfate In toluene at 100℃; for 24h;	96%

: 53463-68-6
1-bromo-10-decanol

: 57395-49-0
10-iododecan-1-ol

Conditions

Conditions	Yield
With sodium iodide In acetone Reflux; Inert atmosphere;	95%
With sodium iodide In acetone Ambient temperature;	94%
With sodium iodide In acetone for 24h; Finkelstein Reaction; Reflux; Inert atmosphere;	88%

: 53463-68-6
1-bromo-10-decanol

: 107-82-4
i-pentyl bromide

: 20194-47-2
13-methyltetradecan-1-ol

Conditions

Conditions	Yield
Stage #1: i-pentyl bromide With magnesium In tetrahydrofuran at 20℃; Stage #2: 1-bromo-10-decanol With dilithium tetrachlorocuprate In tetrahydrofuran at -78 - 20℃; Further stages.;	95%

: 53463-68-6
1-bromo-10-decanol

: 75-26-3
isopropyl bromide

: 85763-57-1
11-methyl-1-dodecanol

Conditions

Conditions	Yield
Stage #1: isopropyl bromide With magnesium In tetrahydrofuran for 0.5h; Inert atmosphere; Stage #2: 1-bromo-10-decanol With dilithium tetrachlorocuprate In tetrahydrofuran at -78 - 20℃; for 1h; Inert atmosphere;	95%
Stage #1: isopropyl bromide With dilithium tetrachlorocuprate; magnesium In tetrahydrofuran Stage #2: 1-bromo-10-decanol In tetrahydrofuran at -78 - 0℃;	89%

: 53463-68-6
1-bromo-10-decanol

: 220757-96-0
4,4-dimethyl-1,1-(ethylenedioxy)-3-(10-hydroxydecyl)-3-(phenylsulfonyl)-cyclohexane

Conditions

Conditions	Yield
Stage #1: 4,4-dimethyl-1,1-(ethylenedioxy)-3-(phenylsulfonyl)-cyclohexane With n-butyllithium; triphenylmethane In tetrahydrofuran at -78 - 20℃; for 1.16667h; Stage #2: 1-bromo-10-decanol With Hexamethylphosphorous triamide In tetrahydrofuran at -78 - -20℃; for 2h;	94%

: ethyl acetate n-hexane

: 53463-68-6
1-bromo-10-decanol

: 519-73-3
triphenylmethane

: 220757-94-8
4,4-dimethyl-1,1-(ethylenedioxy)-3-(phenylsulfonyl)-cyclohexane

: 220757-96-0
4,4-dimethyl-1,1-(ethylenedioxy)-3-(10-hydroxydecyl)-3-(phenylsulfonyl)-cyclohexane

Conditions

Conditions	Yield
With n-butyllithium; ammonium chloride In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide	94%
With n-butyllithium; ammonium chloride In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide	94%
With n-butyllithium In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide	94%

...Expand

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

: 53463-68-6
1-bromo-10-decanol

: 1449305-13-8
1-(10-hydroxydecyl)-3-methylimidazolium bromide

Conditions

Conditions	Yield
at 20℃; Inert atmosphere;	94%

: 53463-68-6
1-bromo-10-decanol

: 108-24-7
acetic anhydride

: 33925-77-8
1-acetoxy-10-bromo decane

Conditions

Conditions	Yield
With melamine-N2,N4,N6-trisulfonic acid In dichloromethane at 20℃; Inert atmosphere;	94%

: 53463-68-6
1-bromo-10-decanol

: 115262-01-6
[bromo(difluoro)methyl](trimethyl)silane

: 1-bromo-10-(difluoromethoxy)decane

Conditions

Conditions	Yield
With potassium hydrogenfluoride In water at 20℃; for 12h;	94%

: 53463-68-6
1-bromo-10-decanol

: 1066-26-8
sodium acetylide

: 18202-10-3
11-dodecyn-1-ol

Conditions

Conditions	Yield
In ammonia; N,N-dimethyl-formamide at 50℃; for 2h;	93.4%

: 110-86-1
pyridine

: 53463-68-6
1-bromo-10-decanol

: 1-(10-hydroxydecyl)pyridinium bromide

Conditions

Conditions	Yield
In acetonitrile at 80℃; for 22h;	93.1%

10-Bromodecanol Specification

The IUPAC name of this chemical is 10-bromodecan-1-ol. With the CAS registry number 53463-68-6, it is also named as 1-Decanol, 10-bromo-. The product's categories are omega-Bromoalkanols; omega-Functional Alkanols, Carboxylic Acids, Amines & Halides; Linear Hydrocarbon Series. It is clear yellow liquid which should be sealed in the container and stored in the cool and dry place.

The other characteristics of this product can be summarized as: (1)ACD/LogP: 3.93; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.92; (4)ACD/LogD (pH 7.4): 3.92; (5)ACD/BCF (pH 5.5): 565.8; (6)ACD/BCF (pH 7.4): 565.8; (7)ACD/KOC (pH 5.5): 3250.55; (8)ACD/KOC (pH 7.4): 3250.55; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 10; (12)Index of Refraction: 1.476; (13)Molar Refractivity: 57.64 cm³; (14)Molar Volume: 204.2 cm³; (15)Polarizability: 22.85×10^-24 cm³; (16)Surface Tension: 35.5 dyne/cm; (17)Enthalpy of Vaporization: 61.25 kJ/mol; (18)Vapour Pressure: 0.000257 mmHg at 25°C; (19)Rotatable Bond Count: 9; (20)Exact Mass: 236.077578; (21)MonoIsotopic Mass: 236.077578; (22)Topological Polar Surface Area: 20.2; (23)Complexity: 76.2.

Preparation of 10-Bromodecanol: It can be obtained by decane-1,10-diol. This reaction needs reagent conc. HBr. And the yield is 81%.

Uses of 10-Bromodecanol: It can react with propynoic acid to get propynoic acid 10-bromo-decyl ester. This reaction needs reagents DCC, DMAP and solvent ethyl acetate at ambient temperature. The yield is 65%.

When you are using this chemical, please be cautious about it as the following:
It is irritating to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. If you want to contact this product, you must wear suitable protective clothing.

People can use the following data to convert to the molecule structure.
1. SMILES:BrCCCCCCCCCCO
2. InChI:InChI=1/C10H21BrO/c11-9-7-5-3-1-2-4-6-8-10-12/h12H,1-10H2
3. InChIKey:LGZMUUBPTDRQQM-UHFFFAOYAG

Product Name

10-Bromodecanol

Synthetic route

10-Bromodecanol Specification

Related Products

Hot Products