Methyl 2-bromohexanoate supplier

Name
Methyl 2-bromohexanoate
EINECS 226-643-9
CAS No. 5445-19-2
Article Data16
CAS DataBase
Density 1.297 g/cm³
Solubility
Melting Point < -10ºC
Formula C₇H₁₃BrO₂
Boiling Point 195.9 °C at 760 mmHg
Molecular Weight 209.083
Flash Point 80.6 °C
Transport Information
Appearance Clear, colourless liquid
Safety 26-36
Risk Codes 36/37/38
Molecular Structure
Hazard Symbols Xi
Synonyms 2-Bromohexanoic acid methyl ester;Methyl 2-bromocaproate;Methyl a-bromocaproate;NSC 21976;
PSA 26.30000
LogP 2.11310

Synthetic route

: 67-56-1
methanol

: 66-25-1
hexanal

A: 5445-19-2
methyl 2-bromohexanoate

B: 106-70-7
methyl hexanoate

Conditions

Conditions	Yield
Stage #1: hexanal With ammonium cerium (IV) nitrate; lithium bromide In neat liquid Stage #2: methanol In neat liquid at 35 - 40℃; for 3.5h;	A 80% B 10 %Chromat.

...Expand

: 73621-73-5
methyl 2-acetyl-2-bromohexanoate

: 5445-19-2
methyl 2-bromohexanoate

Conditions

Conditions	Yield
With lithium perchlorate; triethylamine In diethyl ether for 5h; Ambient temperature;	72%

: 32798-42-8
methyl α-butylacetoacetate

: 5445-19-2
methyl 2-bromohexanoate

Conditions

Conditions	Yield
With sodium acetate; sodium bromide In methanol at 15℃; Electrochemical reaction;	70%
Multi-step reaction with 2 steps 1: MgBr2, H2O2 2: 72 percent / LiClO4, Et3N / diethyl ether / 5 h / Ambient temperature View Scheme

: 42768-46-7
2-bromohexanoyl chloride

: 5445-19-2
methyl 2-bromohexanoate

Conditions

Conditions	Yield
With triethylamine; mercury In methanol; benzene	69.7%

: 106-70-7
methyl hexanoate

: 5445-19-2
methyl 2-bromohexanoate

Conditions

Conditions	Yield
Stage #1: methyl hexanoate With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 0.583333h; Stage #2: With N-Bromosuccinimide In tetrahydrofuran at -78 - 20℃;	51%

: 186581-53-3, 908094-01-9
diazomethane

: 616-05-7
2-bromohexanoic acid

: 5445-19-2
methyl 2-bromohexanoate

Conditions

Conditions	Yield
With diethyl ether

: 67-56-1
methanol

: 42768-46-7
2-bromohexanoyl chloride

: 5445-19-2
methyl 2-bromohexanoate

: 67-56-1
methanol

: 142-61-0
Hexanoyl chloride

: 5445-19-2
methyl 2-bromohexanoate

Conditions

Conditions	Yield
(i) (bromination), (ii) /BRN= 1098229/; Multistep reaction;

: 106-70-7
methyl hexanoate

A: 5445-19-2
methyl 2-bromohexanoate

B: 41796-82-1
methyl 5-bromohexanoate

C: 78019-66-6
Methyl 4-bromohexanoate

D: methyl 3-bromohexanoate

Conditions

Conditions	Yield
With N-hydroxyphthalimide; bromine; nitric acid; copper diacetate In acetic acid at 80℃; for 5h; Title compound not separated from byproducts.;

...Expand

: 106-70-7
methyl hexanoate

A: 5445-19-2
methyl 2-bromohexanoate

B: 14273-90-6
methyl 6-bromohexanoate

C: 41796-82-1
methyl 5-bromohexanoate

D: 78019-66-6
Methyl 4-bromohexanoate

E: methyl 3-bromohexanoate

Conditions

Conditions	Yield
With N-bromo-N-(t-butyl)-3,5-bis(trifluoromethyl)benzamide In benzene at 20℃; for 4h; Reagent/catalyst; Sealed tube; Irradiation; Inert atmosphere; Overall yield = 56.1 %Chromat.;

...Expand

: 67-56-1
methanol

: 616-05-7
2-bromohexanoic acid

: 5445-19-2
methyl 2-bromohexanoate

Conditions

Conditions	Yield
With toluene-4-sulfonic acid at 65℃; for 12h;

: 5445-19-2
methyl 2-bromohexanoate

: 81629-62-1
α-Azidohexansaeure-methylester

Conditions

Conditions	Yield
With sodium azide; Aliquat 336 In water at 60℃; for 14h;	99%

: 5445-19-2
methyl 2-bromohexanoate

: 90-02-8
salicylaldehyde

: 138320-26-0
methyl 2-(2-formylphenoxy)hexanoate

Conditions

Conditions	Yield
Stage #1: salicylaldehyde With potassium carbonate In N,N-dimethyl-formamide; toluene at 60 - 70℃; for 0.5h; Stage #2: methyl 2-bromohexanoate In N,N-dimethyl-formamide; toluene at 80 - 100℃; for 2h;	99%
With potassium carbonate; potassium iodide In DMF (N,N-dimethyl-formamide) at 80℃; for 4h; Product distribution / selectivity;	98.6%
With potassium carbonate In DMF (N,N-dimethyl-formamide) at 80℃; for 4h; Product distribution / selectivity;	98.9%

: 5445-19-2
methyl 2-bromohexanoate

: 119-36-8
methyl salicylate

: methyl 2-(1-methoxycarbonylpentoxy)benzoate

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 16h; Heating / reflux;	99%

: 5445-19-2
methyl 2-bromohexanoate

: 38622-91-2, 36635-61-7
[(p-methylphenyl)sulfonylmethyl]isonitrile

: 71512-23-7
methyl 2-tosylhexanoate

Conditions

Conditions	Yield
With water; copper(II) bis(trifluoromethanesulfonate); caesium carbonate In 1,4-dioxane at 70℃; for 9h; Schlenk technique; Inert atmosphere;	98%

: 5445-19-2
methyl 2-bromohexanoate

: 112-13-0
n-decanoyl chloride

: methyl 2-butyl-3-oxododecanoate

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; titanium tetrachloride; triphenylphosphine In dichloromethane at -50 - -45℃; Ti-crossed Claisen condensation;	96%

: 5445-19-2
methyl 2-bromohexanoate

: 92-77-3
2,3-oxynaphthoic acid phenylamide

: 1242053-83-3
C24H25NO4

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 92 - 94℃; for 4h; Williamson synthesis;	96%

: 5445-19-2
methyl 2-bromohexanoate

: 1404435-50-2
7-hydroxy-6-iodo-2,2-dimethyl-4H-benzo[d][1,3]dioxin-4-one

: methyl 2-((6-iodo-2,2-dimethyl-4-oxo-4H-benzo[d][1,3]dioxin-7-yl)oxy)hexanoate

Conditions

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 20℃;	96%

: 5445-19-2
methyl 2-bromohexanoate

: 108-98-5
thiophenol

: 75280-16-9
methyl 2-(phenylthio)hexanoate

Conditions

Conditions	Yield
With sodium hydroxide In ethanol	95%
With sodium hydroxide In ethanol for 18h;	95%

: 5445-19-2
methyl 2-bromohexanoate

: 42806-90-6
2-(4-hydroxyphenoxy)-2-methyl propionic acid ethyl ester

: 860262-39-1
C19H28O6

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile Heating / reflux;	95%

: 5445-19-2
methyl 2-bromohexanoate

: 645-45-4
hydrocinnamic acid chloride

: methyl 2-(3-phenylpropanoyl)hexanoate

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; titanium tetrachloride; triphenylphosphine In dichloromethane at -50 - -45℃; Ti-crossed Claisen condensation;	94%

: 5445-19-2
methyl 2-bromohexanoate

: 635-93-8
5-chlorosalicyclaldehyde

: 1323367-31-2
methyl 2-(4-chloro-2-formyl-phenoxy)hexanoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 2h; Inert atmosphere;	94%

: 38460-95-6
undec-10-enoyl chloride

: 5445-19-2
methyl 2-bromohexanoate

: methyl 2-butyl-3-oxo-12-tridecenoate

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; titanium tetrachloride; triphenylphosphine In dichloromethane at -50 - -45℃; Ti-crossed Claisen condensation;	93%

: 5445-19-2
methyl 2-bromohexanoate

: 1575-61-7
5-Chlorovaleroyl chloride

: 2-butyl-7-chloro-3-oxo-heptanoic acid methyl ester

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; titanium tetrachloride; triphenylphosphine In dichloromethane at -50 - -45℃; Ti-crossed Claisen condensation;	93%

: 5445-19-2
methyl 2-bromohexanoate

: 845790-87-6
4-fluoro-3-methyl benzenethiol

: 1043450-31-2
2-(4-fluoro-3-methyl-phenylsulfanyl)-hexanoic acid methyl ester

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 20℃; for 46h;	92%

: 5445-19-2
methyl 2-bromohexanoate

: 41624-92-4
methyl 8-chloro-8-oxooctanoate

: 2-butyl-3-oxo-decanedioic acid dimethyl ester

Conditions

Conditions	Yield
With 1-methyl-1H-imidazole; titanium tetrachloride; triphenylphosphine In dichloromethane at -50 - -45℃; Ti-crossed Claisen condensation;	91%

: 5445-19-2
methyl 2-bromohexanoate

: 90-15-3
α-naphthol

: 1242053-84-4
C17H20O3

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 92 - 94℃; for 4h; Williamson synthesis;	91%

: 5445-19-2
methyl 2-bromohexanoate

: 1393481-89-4
1-(phenylethynyl)-2-(vinyloxy)-benzene

: methyl 2-butyl-1-phenyl-2,3-dihydro-1H-benzo[b]cyclopenta[d]furan-2-carboxylate

Conditions

Conditions	Yield
With tert.-butylhydroperoxide; tetrakis(actonitrile)copper(I) hexafluorophosphate; silver carbonate In N,N-dimethyl acetamide at 120℃; for 24h; Schlenk technique; Inert atmosphere;	88%

: 5445-19-2
methyl 2-bromohexanoate

: 97-51-8
5-Nitrosalicylaldehyde

: 335153-23-6
methyl 2-(2-formyl-4-nitrophenoxy)hexanoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 92 - 94℃; for 3.5h;	87%
With potassium carbonate In N,N-dimethyl-formamide

: 530-48-3
1,1-Diphenylethylene

: 5445-19-2
methyl 2-bromohexanoate

: 1380341-61-6
methyl 2-(2,2-diphenylvinyl)hexanoate

Conditions

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine)nickel(0); 1,3-bis-(diphenylphosphino)propane In toluene at 100℃; for 16h; Heck type reaction; Inert atmosphere;	87%

: 5445-19-2
methyl 2-bromohexanoate

: 1310063-64-9
9-isopropyl-6-phenyl-9H-purine

: methyl 2-[3-(9-isopropyl-9H-purin-6-yl)phenyl]hexanoate

Conditions

Conditions	Yield
With [Ru(O2CAd)2(p-cymene)]; potassium carbonate; triphenylphosphine In 1,4-dioxane at 40℃; for 20h;	87%
With potassium phosphate; {bis(triphenylphosphine)ruthenium diacetate} In 1,4-dioxane at 100℃; for 18h; Inert atmosphere; Schlenk technique; chemoselective reaction;	60%

: 22020-69-5
oxytriphine

: 5445-19-2
methyl 2-bromohexanoate

: C22H25NO3

Conditions

Conditions	Yield
With Ru(mesitylCO2)2(p-cymene); potassium carbonate; triphenylphosphine In 1,4-dioxane at 60℃; for 20h;	86%

: 5445-19-2
methyl 2-bromohexanoate

: 126775-18-6
4-(2-methoxybenzyl)-6-methylpyridazin-3(2H)-one

: methyl 2-(5-(2-methoxybenzyl)-3-methyl-6-oxopyridazin-1(6H)-yl)hexanoate

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran; mineral oil at 50℃; for 5h;	86%

: 5445-19-2
methyl 2-bromohexanoate

: 17028-61-4
5-nitro-o-vanilline

: 959416-85-4
methyl 2-(2-formyl-6-methoxy-4-nitrophenoxy)hexanoate

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 92 - 94℃; for 4h;	85%
With potassium carbonate In N,N-dimethyl-formamide at 93 - 95℃; for 4h;

: 7431-45-0
2-phenylpyrimidine

: 5445-19-2
methyl 2-bromohexanoate

: C17H20N2O2

Conditions

Conditions	Yield
With [Ru(O2CAd)2(p-cymene)]; potassium carbonate; triphenylphosphine In 1,4-dioxane at 40℃; for 20h;	85%

: 15115-52-3
4-bromo-1-phenyl-1H-pyrazole

: 5445-19-2
methyl 2-bromohexanoate

: C16H19BrN2O2

Conditions

Conditions	Yield
With [Ru(O2CAd)2(p-cymene)]; potassium carbonate; triphenylphosphine In 1,4-dioxane at 60℃; for 20h;	84%

: 5445-19-2
methyl 2-bromohexanoate

: 1431563-05-1
methyl 2-(2-(phenylethynyl)benzyl)acrylate

: dimethyl (2R*,8aS*)-2-butyl-3-phenyl-1,2,8,8a-tetrahydrocyclopenta[a]indene-2,8a-dicarboxylate

Conditions

Conditions	Yield
With tris[2-phenylpyridinato-C2,N]iridium(III); sodium carbonate In acetonitrile at 20℃; for 20h; Inert atmosphere; Photolysis;	83%

: 5445-19-2
methyl 2-bromohexanoate

: 5720-07-0
4-methoxyphenylboronic acid

: methyl 2-(4-methoxyphenyl)hexanoate

Conditions

Conditions	Yield
With potassium phosphate; tetrakis(triphenylphosphine)nickel(0) In toluene at 80℃; for 16h;	82%

: 5445-19-2
methyl 2-bromohexanoate

: 77232-13-4
2-p-tolyl-pyrimidine

: C18H22N2O2

Conditions

Conditions	Yield
With [Ru(O2CAd)2(p-cymene)]; potassium carbonate; triphenylphosphine In 1,4-dioxane at 40℃; for 20h;	82%

: 637-69-4
4-Methoxystyrene

: 5445-19-2
methyl 2-bromohexanoate

: 121-69-7
N,N-dimethyl-aniline

: methyl 2-(2-(4-(dimethylamino)phenyl)-2-(4-methoxyphenyl)ethyl)hexanoate

Conditions

Conditions	Yield
With tris(bipyridine)ruthenium(II) dichloride hexahydrate; potassium carbonate; copper(l) chloride In acetonitrile at 20℃; for 2h; Inert atmosphere; Irradiation; Schlenk technique;	82%

...Expand

: 5445-19-2
methyl 2-bromohexanoate

: 122-52-1
triethyl phosphite

: 94014-69-4
methyl 2-diethylphosphonohexanoate

Conditions

Conditions	Yield
at 150℃; for 16h;	81%

Methyl 2-bromohexanoate Specification

The Methyl 2-bromohexanoate, with the CAS registry number 5445-19-2 and EINECS registry number 226-643-9, is also called hexanoic acid, 2-bromo-, methyl ester. It belongs to the product category of Acid based bromo compounds. And the molecular formula of this chemical is C₇H₁₃BrO₂.

The physical properties of Methyl 2-bromohexanoate are as following: (1)ACD/LogP: 2.78; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.78; (4)ACD/LogD (pH 7.4): 2.78; (5)ACD/BCF (pH 5.5): 76.31; (6)ACD/BCF (pH 7.4): 76.31; (7)ACD/KOC (pH 5.5): 774.72; (8)ACD/KOC (pH 7.4): 774.72; (9)#H bond acceptors: 2; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 26.3 Å²; (13)Index of Refraction: 1.457; (14)Molar Refractivity: 43.94 cm³; (15)Molar Volume: 161.1 cm³; (16)Polarizability: 17.42×10^-24cm³; (17)Surface Tension: 32.5 dyne/cm; (18)Density: 1.297 g/cm³; (19)Flash Point: 80.6 °C; (20)Enthalpy of Vaporization: 43.2 kJ/mol; (21)Boiling Point: 195.9 °C at 760 mmHg; (22)Vapour Pressure: 0.411 mmHg at 25°C.

Uses of Methyl 2-bromohexanoate: It can react with cyclopent-2-enyl-acetone to produce 2-(2-cyclopent-2-enyl-1-hydroxy-1-methyl-ethyl)-hexanoic acid methyl ester. And the yield is about 70%.

Methyl 2-bromohexanoate can react with cyclopent-2-enyl-acetone to produce 2-(2-cyclopent-2-enyl-1-hydroxy-1-methyl-ethyl)-hexanoic acid methyl ester

You should be cautious while dealing with this chemical. It irritates eyes, respiratory system and skin. Therefore, you had better take the following instructions: Wear suitable protective clothing, and in case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: BrC(C(=O)OC)CCCC
(2)InChI: InChI=1/C7H13BrO2/c1-3-4-5-6(8)7(9)10-2/h6H,3-5H2,1-2H3
(3)InChIKey: YGLPDRIMFIXNBI-UHFFFAOYAZ

Product Name

Methyl 2-bromohexanoate

Synthetic route

Methyl 2-bromohexanoate Specification

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