Welcome to LookChem.com Sign In|Join Free

CAS

  • or
2-Methoxypropane, also known as isopropyl methyl ether or methyl isopropyl ether, is a colorless, volatile, and flammable liquid with the chemical formula C4H10O. It is an ether compound that is widely used as a solvent, particularly in the paint, varnish, and adhesive industries, as well as in the extraction of essential oils and fragrances. 2-Methoxypropane is also utilized as a fuel additive and a propellant in aerosol products. It is produced through the reaction of isopropanol and methyl chloride, and its physical properties include a low boiling point of 35°C, a low density of 0.73 g/cm3, and a flash point of -26°C. Due to its high volatility and flammability, it is classified as a hazardous substance and requires proper handling and storage to prevent accidents.

598-53-8 Suppliers

Post Buying Request

Recommended suppliersmore

  • Product
  • FOB Price
  • Min.Order
  • Supply Ability
  • Supplier
  • Contact Supplier
  • 598-53-8 Structure
  • Basic information

    1. Product Name: 2-Methoxypropane
    2. Synonyms: 2-Methoxypropane;2-Propylmethyl ether;Isopropyl methyl ether;Isopryl;Methyl iso-propyl ether;Methyl isopropylether;Ether,isopropyl methyl (6CI,7CI,8CI);
    3. CAS NO:598-53-8
    4. Molecular Formula: C4H10O
    5. Molecular Weight: 74.12
    6. EINECS: 209-937-1
    7. Product Categories: N/A
    8. Mol File: 598-53-8.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 50.6 °C at 760 mmHg
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 0.731 g/cm3
    6. Vapor Pressure: 299mmHg at 25°C
    7. Refractive Index: 1.358
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. CAS DataBase Reference: 2-Methoxypropane(CAS DataBase Reference)
    11. NIST Chemistry Reference: 2-Methoxypropane(598-53-8)
    12. EPA Substance Registry System: 2-Methoxypropane(598-53-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 598-53-8(Hazardous Substances Data)

598-53-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 598-53-8 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,9 and 8 respectively; the second part has 2 digits, 5 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 598-53:
(5*5)+(4*9)+(3*8)+(2*5)+(1*3)=98
98 % 10 = 8
So 598-53-8 is a valid CAS Registry Number.
InChI:InChI=1/C4H10O/c1-4(2)5-3/h4H,1-3H3

598-53-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-methoxypropane

1.2 Other means of identification

Product number -
Other names Methyl isopropyl ether

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:598-53-8 SDS

598-53-8Synthetic route

2,6-di-tert-butyl-4-methylpyridine
38222-83-2

2,6-di-tert-butyl-4-methylpyridine

methyltriphenylbismuthonium tetrafluoroborate
278172-59-1

methyltriphenylbismuthonium tetrafluoroborate

isopropyl alcohol
67-63-0

isopropyl alcohol

A

isopropyl methyl ether
598-53-8

isopropyl methyl ether

B

2,6-di-tert-butyl-4-methylpyridinium tetrafluoroborate
160142-36-9

2,6-di-tert-butyl-4-methylpyridinium tetrafluoroborate

C

triphenylbismuthane
603-33-8

triphenylbismuthane

Conditions
ConditionsYield
In chloroform-d1 alcohol was added to mixt. (Ph3BiMe)(BF4) and 2,6-di-tert-butyl-4-methylpyridine in CDCl3 and allowed to react at 23°C for 4-7 h; detn. by NMR;A 82%
B 100%
C 100%
methanol
67-56-1

methanol

isopropyloxy(diphenyl)-λ6-sulfanenitrile
143885-03-4

isopropyloxy(diphenyl)-λ6-sulfanenitrile

A

isopropyl methyl ether
598-53-8

isopropyl methyl ether

B

S,S-diphenylsulphoximine
22731-83-5

S,S-diphenylsulphoximine

Conditions
ConditionsYield
at 45℃; for 114h;A 99%
B n/a
aluminum isopropoxide
555-31-7

aluminum isopropoxide

methyl iodide
74-88-4

methyl iodide

isopropyl methyl ether
598-53-8

isopropyl methyl ether

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 48h; Heating;66%
ethyl methyl ether
540-67-0

ethyl methyl ether

diazomethane-d2
14621-84-2

diazomethane-d2

A

diethyl ether
60-29-7

diethyl ether

B

isopropyl methyl ether
598-53-8

isopropyl methyl ether

C

ethene
74-85-1

ethene

D

Dimethyl ether
115-10-6

Dimethyl ether

E

methyl propyl ether
557-17-5

methyl propyl ether

Conditions
ConditionsYield
Product distribution; Mechanism; Ambient temperature; Irradiation; deuterium distribution;A 29.7%
B 17.9%
C n/a
D 37.2%
E 15.2%
ethyl methyl ether
540-67-0

ethyl methyl ether

A

diethyl ether
60-29-7

diethyl ether

B

isopropyl methyl ether
598-53-8

isopropyl methyl ether

C

ethene
74-85-1

ethene

D

methyl propyl ether
557-17-5

methyl propyl ether

Conditions
ConditionsYield
Product distribution; Mechanism; Ambient temperature; Irradiation;A 34%
B 33.2%
C n/a
D 32.8%
aluminum isopropoxide
555-31-7

aluminum isopropoxide

isopropyl methyl ether
598-53-8

isopropyl methyl ether

Conditions
ConditionsYield
With isopropyl alcohol
aluminum isopropoxide
555-31-7

aluminum isopropoxide

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl methyl ether
598-53-8

isopropyl methyl ether

isopropyl alcohol
67-63-0

isopropyl alcohol

A

isopropyl methyl ether
598-53-8

isopropyl methyl ether

B

ethene
74-85-1

ethene

C

iso-butanol
78-92-2, 15892-23-6

iso-butanol

D

tert-butyl alcohol
75-65-0

tert-butyl alcohol

Conditions
ConditionsYield
bei der Einw. von Sonnenlicht;
isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl methyl ether
598-53-8

isopropyl methyl ether

Conditions
ConditionsYield
With 1,2-dimethoxyethane; naphthalene; sodium Behandlung der Loesung mit Dimethylsulfat unterhalb 20grad;
sodium isopropylate
683-60-3

sodium isopropylate

methyl iodide
74-88-4

methyl iodide

isopropyl methyl ether
598-53-8

isopropyl methyl ether

isopropyl alcohol
67-63-0

isopropyl alcohol

methyl iodide
74-88-4

methyl iodide

isopropyl methyl ether
598-53-8

isopropyl methyl ether

Conditions
ConditionsYield
With sodium hydride
With sodium hydride 1.) ether, 4 h, reflux, 2.) 0.5 h at 20 deg C, reflux, 1 h; Multistep reaction;
With diethylene glycol dimethyl ether; sodium hydride
Stage #1: isopropyl alcohol With sodium hydride In dimethyl sulfoxide
Stage #2: methyl iodide In dimethyl sulfoxide at 20℃; for 5h; Further stages.;
methanol
67-56-1

methanol

Methyltriisopropoxyphosphonium tetrafluoroborate
93000-48-7

Methyltriisopropoxyphosphonium tetrafluoroborate

isopropyl methyl ether
598-53-8

isopropyl methyl ether

Conditions
ConditionsYield
at 25℃; for 12h;90 % Spectr.
methoxyl radical
2143-68-2

methoxyl radical

propane
74-98-6

propane

isopropyl methyl ether
598-53-8

isopropyl methyl ether

Conditions
ConditionsYield
Thermodynamic data; Mechanism; calculated (BEBO and equibonding method) activation energies for hydrogen atom transfer reaction, anodic methoxylation;
isopropyl alcohol
67-63-0

isopropyl alcohol

dimethyl sulfate
77-78-1

dimethyl sulfate

isopropyl methyl ether
598-53-8

isopropyl methyl ether

Conditions
ConditionsYield
With sodium hydroxide; tetra-(n-butyl)ammonium iodide In chlorobenzene 1.) ice bath, 1h, 2.) water bath, 2h;
Tetramethyl-[1,2,4,5]tetroxan
1073-91-2

Tetramethyl-[1,2,4,5]tetroxan

A

methanol
67-56-1

methanol

B

biphenyl
92-52-4

biphenyl

C

isopropyl methyl ether
598-53-8

isopropyl methyl ether

D

acetic acid methyl ester
79-20-9

acetic acid methyl ester

E

acetone
67-64-1

acetone

F

toluene
108-88-3

toluene

G

methane, ethane, oxygen, CO2

methane, ethane, oxygen, CO2

Conditions
ConditionsYield
In benzene at 135.5 - 165℃; Rate constant; Product distribution; Mechanism; ΔH(excit.), ΔS(excit.); dependence of kexp from ACDP initial conc. at different temperatures;
propene
187737-37-7

propene

BF3+2CH3OH

BF3+2CH3OH

isopropyl methyl ether
598-53-8

isopropyl methyl ether

Conditions
ConditionsYield
beim Zersetzen des bildenden Anlagerungsprodukts mit Natronlage;
1-(4-ethoxycarbonylphenyl)-3-methyltriazene
54283-75-9

1-(4-ethoxycarbonylphenyl)-3-methyltriazene

isopropyl alcohol
67-63-0

isopropyl alcohol

A

isopropyl methyl ether
598-53-8

isopropyl methyl ether

B

p-aminoethylbenzoate
94-09-7

p-aminoethylbenzoate

C

N2

N2

Conditions
ConditionsYield
copper(II) ion at 35℃; Rate constant; Mechanism;
acetic acid methyl ester
79-20-9

acetic acid methyl ester

isopropyl alcohol
67-63-0

isopropyl alcohol

A

propene
187737-37-7

propene

B

isopropyl methyl ether
598-53-8

isopropyl methyl ether

C

di-isopropyl ether
108-20-3

di-isopropyl ether

D

Isopropyl acetate
108-21-4

Isopropyl acetate

Conditions
ConditionsYield
With sodium oxide; aluminum oxide at 280℃; Product distribution; Further Variations:; different persentage compositions of reactans;
propene
187737-37-7

propene

propane
74-98-6

propane

Dimethyl ether
115-10-6

Dimethyl ether

1,2-propanediene
463-49-0

1,2-propanediene

prop-1-yne
74-99-7

prop-1-yne

A

methanol
67-56-1

methanol

B

isopropyl methyl ether
598-53-8

isopropyl methyl ether

C

di-isopropyl ether
108-20-3

di-isopropyl ether

D

isopropyl alcohol
67-63-0

isopropyl alcohol

E

acetone
67-64-1

acetone

Conditions
ConditionsYield
With hydrogen; hydrogenation catalyst from SCI of Louisville, Ky., USA at 209℃; under 16801.7 Torr;
methanol
67-56-1

methanol

1,2-propanediene
463-49-0

1,2-propanediene

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

prop-1-yne
74-99-7

prop-1-yne

A

propene
187737-37-7

propene

B

isopropyl methyl ether
598-53-8

isopropyl methyl ether

C

propane
74-98-6

propane

D

methyl propyl ether
557-17-5

methyl propyl ether

E

acetone
67-64-1

acetone

Conditions
ConditionsYield
Zn-Si catalyst prepared from silicagel and zinc acetate, content of zinc amounts to 20percent converting to ZnO Product distribution / selectivity;
2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

isopropyl methyl ether
598-53-8

isopropyl methyl ether

Conditions
ConditionsYield
With hydrogen In methanol at 210℃; under 37503.8 - 180018 Torr; for 12h;98 %Chromat.
methanol
67-56-1

methanol

propene
187737-37-7

propene

propane
74-98-6

propane

1,2-propanediene
463-49-0

1,2-propanediene

prop-1-yne
74-99-7

prop-1-yne

A

isopropyl methyl ether
598-53-8

isopropyl methyl ether

B

methyl propyl ether
557-17-5

methyl propyl ether

C

acetone
67-64-1

acetone

Conditions
ConditionsYield
Stage #1: methanol at 170℃; under 5250.53 Torr; for 0.25h;
Stage #2: propene; propane; 1,2-propanediene; prop-1-yne; Zn-Si catalyst prepared from silicagel and zinc acetate, content of zinc amounts to 20percent converting to ZnO at 175 - 220℃; under 5250.53 Torr; for 506h; Product distribution / selectivity;
methylene chloride
74-87-3

methylene chloride

isopropyl alcohol
67-63-0

isopropyl alcohol

isopropyl methyl ether
598-53-8

isopropyl methyl ether

Conditions
ConditionsYield
Stage #1: isopropyl alcohol With methane; dinitrogen monoxide
Stage #2: methylene chloride Kinetics; Thermodynamic data; Gas phase;
isopropyl methyl ether
598-53-8

isopropyl methyl ether

(1R,3R,4S,9R)-6-bromo-5,8-dimethoxy-9-methyl-2,3-dihydro-1,4-(epoxymethano)naphthalene-3,4(1H)-diol
1431636-22-4

(1R,3R,4S,9R)-6-bromo-5,8-dimethoxy-9-methyl-2,3-dihydro-1,4-(epoxymethano)naphthalene-3,4(1H)-diol

(3aR,5S,9bR,10R)-8-bromo-6,9-dimethoxy-2,2,10-trimethyl-4,5-dihydro-3aH-5,9b-(epoxymethano)naphtho[1,2-d][1,3]dioxole
1431636-23-5

(3aR,5S,9bR,10R)-8-bromo-6,9-dimethoxy-2,2,10-trimethyl-4,5-dihydro-3aH-5,9b-(epoxymethano)naphtho[1,2-d][1,3]dioxole

Conditions
ConditionsYield
With toluene-4-sulfonic acid In tetrahydrofuran at 0 - 20℃; for 12h;91%
isopropyl methyl ether
598-53-8

isopropyl methyl ether

(2S,3S,4E)-2,5,9-trimethyldeca-4,8-diene-1,3-diol

(2S,3S,4E)-2,5,9-trimethyldeca-4,8-diene-1,3-diol

(4S,5S)-4-[(1E)-2,6-dimethylhepta-1,5-dienyl]-2,2,5-trimethyl-1,3-dioxane

(4S,5S)-4-[(1E)-2,6-dimethylhepta-1,5-dienyl]-2,2,5-trimethyl-1,3-dioxane

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In acetone at 20℃; for 3h; Inert atmosphere; Combinatorial reaction / High throughput screening (HTS);90%
isopropyl methyl ether
598-53-8

isopropyl methyl ether

(2S,3S,4Z)-2,5,9-trimethyldeca-4,8-diene-1,3-diol

(2S,3S,4Z)-2,5,9-trimethyldeca-4,8-diene-1,3-diol

(4S,5S)-4-[(1Z)-2,6-dimethylhepta-1,5-dienyl]-2,2,5-trimethyl-1,3-dioxane

(4S,5S)-4-[(1Z)-2,6-dimethylhepta-1,5-dienyl]-2,2,5-trimethyl-1,3-dioxane

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In acetone at 20℃; for 3h; Inert atmosphere; Combinatorial reaction / High throughput screening (HTS);88%
isopropyl methyl ether
598-53-8

isopropyl methyl ether

2-<(R)-3-benzyloxytetradecanamido>-2-deoxy-D-glucopyranose
111789-76-5, 111789-79-8

2-<(R)-3-benzyloxytetradecanamido>-2-deoxy-D-glucopyranose

2-<(R)-3-(benzyloxy)tetradecanamido>-2-deoxy-4,6-O-isopropylidene-D-glucopyranose
135561-40-9, 135583-79-8

2-<(R)-3-(benzyloxy)tetradecanamido>-2-deoxy-4,6-O-isopropylidene-D-glucopyranose

Conditions
ConditionsYield
With 4 A molecular sieve; toluene-4-sulfonic acid In N,N-dimethyl-formamide for 1h; Ambient temperature;60%
1-methoxy-2-methyl-1-trimethylsiloxy-1-propene
31469-15-5

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene

isopropyl methyl ether
598-53-8

isopropyl methyl ether

methyl 2,2,3-trimethylbut-3-enoate
1727-59-9

methyl 2,2,3-trimethylbut-3-enoate

Conditions
ConditionsYield
With gallium(III) bromide In 1,2-dichloro-ethane at 80℃; for 2h;58%
isopropyl methyl ether
598-53-8

isopropyl methyl ether

2-bromoaniline
615-36-1

2-bromoaniline

2-isopropylamino-1-bromobenzene

2-isopropylamino-1-bromobenzene

Conditions
ConditionsYield
With sodium tetrahydroborate; acetic acid In 1,2-dichloro-ethane at 20℃; for 16h; Inert atmosphere;53%
isopropyl methyl ether
598-53-8

isopropyl methyl ether

isopropyl methyl ether hydrotrioxide
53329-35-4

isopropyl methyl ether hydrotrioxide

Conditions
ConditionsYield
With ozone In acetone at -78℃; Oxidation;40%
isopropyl methyl ether
598-53-8

isopropyl methyl ether

2-O-benzoyl-myo-inositol
156556-46-6

2-O-benzoyl-myo-inositol

2-O-benzoyl-1,6:3,4-di-O-isopropylidene-myo-inositol
208714-30-1

2-O-benzoyl-1,6:3,4-di-O-isopropylidene-myo-inositol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 50℃; for 1.5h; Inert atmosphere;35%
1,2,3,4-tetrahydrocarbazole
942-01-8

1,2,3,4-tetrahydrocarbazole

isopropyl methyl ether
598-53-8

isopropyl methyl ether

A

1-propyl-1,2,3,4-tetrahydrocarbazole
1140-49-4

1-propyl-1,2,3,4-tetrahydrocarbazole

B

1-ethyl-1,2,3,4-tetrahydrocarbazole
10257-86-0

1-ethyl-1,2,3,4-tetrahydrocarbazole

C

1-butyl-1,2,3,4-tetrahydrocarbazole

1-butyl-1,2,3,4-tetrahydrocarbazole

D

1-pentyl-1,2,3,4-tetrahydrocarbazole

1-pentyl-1,2,3,4-tetrahydrocarbazole

Conditions
ConditionsYield
With n-butyllithium; potassium tert-butylate In hexane Ambient temperature;A n/a
B 27%
C n/a
D n/a
isopropyl methyl ether
598-53-8

isopropyl methyl ether

2-chlorobenzalaniline
32347-02-7, 5877-49-6

2-chlorobenzalaniline

(2-Methoxy-2-methyl-1-phenyl-propyl)-phenyl-amine
41203-41-2

(2-Methoxy-2-methyl-1-phenyl-propyl)-phenyl-amine

Conditions
ConditionsYield
With sodium
isopropyl methyl ether
598-53-8

isopropyl methyl ether

2-chlorobenzalaniline
32347-02-7, 5877-49-6

2-chlorobenzalaniline

[1-(2-Chloro-phenyl)-2-methoxy-2-methyl-propyl]-phenyl-amine
41203-42-3

[1-(2-Chloro-phenyl)-2-methoxy-2-methyl-propyl]-phenyl-amine

Conditions
ConditionsYield
With sodium
isopropyl methyl ether
598-53-8

isopropyl methyl ether

phenyl(bromodichloromethyl)mercury
3294-58-4

phenyl(bromodichloromethyl)mercury

1,1-dichloro-2-methoxy-2-methyl-propane
918-43-4

1,1-dichloro-2-methoxy-2-methyl-propane

Conditions
ConditionsYield
In benzene
isopropyl methyl ether
598-53-8

isopropyl methyl ether

2-methoxy-propane-2-sulfinic acid
29099-06-7

2-methoxy-propane-2-sulfinic acid

Conditions
ConditionsYield
With sulfur dioxide Irradiation;
isopropyl methyl ether
598-53-8

isopropyl methyl ether

5-phenyl-3,4-dihydro-2H-pyrrole perchlorate
69105-60-8

5-phenyl-3,4-dihydro-2H-pyrrole perchlorate

A

2-(1-Methoxy-1-methyl-ethyl)-2-phenyl-pyrrolidine
92490-42-1

2-(1-Methoxy-1-methyl-ethyl)-2-phenyl-pyrrolidine

B

2-Isopropoxymethyl-2-phenyl-pyrrolidine

2-Isopropoxymethyl-2-phenyl-pyrrolidine

Conditions
ConditionsYield
In acetonitrile Irradiation;
isopropyl methyl ether
598-53-8

isopropyl methyl ether

(2S,5S)-1,6-bis[(tert-butyldiphenylsilyl)oxy]hexane-2,5-diol
146547-11-7

(2S,5S)-1,6-bis[(tert-butyldiphenylsilyl)oxy]hexane-2,5-diol

1,6-di-O-(tert-butyldiphenyl)silyl-2,5-di-O-isopropylidene-3,4-dideoxy-D-threo-hexitol
146547-12-8

1,6-di-O-(tert-butyldiphenyl)silyl-2,5-di-O-isopropylidene-3,4-dideoxy-D-threo-hexitol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In tetrahydrofuran at 0℃; for 2h;4.11 g
isopropyl methyl ether
598-53-8

isopropyl methyl ether

(3aR,4R,5R,6aS)-4-((1E,5Z)-(S)-3-Hydroxy-octa-1,5-dienyl)-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one
32233-42-4

(3aR,4R,5R,6aS)-4-((1E,5Z)-(S)-3-Hydroxy-octa-1,5-dienyl)-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one

(3aR,4R,5R,6aS)-4-[(1E,5Z)-(S)-3-(1-Methoxy-1-methyl-ethoxy)-octa-1,5-dienyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one
75351-52-9

(3aR,4R,5R,6aS)-4-[(1E,5Z)-(S)-3-(1-Methoxy-1-methyl-ethoxy)-octa-1,5-dienyl]-5-(tetrahydro-pyran-2-yloxy)-hexahydro-cyclopenta[b]furan-2-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane for 0.166667h; Ambient temperature;

598-53-8Relevant articles and documents

Investigating the α-effect in gas-phase SN2 reactions of microsolvated anions

Thomsen, Ditte L.,Reece, Jennifer N.,Nichols, Charles M.,Hammerum, Steen,Bierbaum, Veronica M.

, p. 15508 - 15514 (2013/11/06)

The α-effect - enhanced reactivity of nucleophiles with a lone-pair adjacent to the attacking center - was recently demonstrated for gas-phase SN2 reactions of HOO-, supporting an intrinsic component of the α-effect. In the present work we explore the gas-phase reactivity of microsolvated nucleophiles in order to investigate in detail how the α-effect is influenced by solvent. We compare the gas-phase reactivity of the microsolvated α-nucleophile HOO-(H2O) to that of microsolvated normal alkoxy nucleophiles, RO-(H2O), in reaction with CH3Cl using a flowing afterglow-selected ion flow tube instrument. The results reveal enhanced reactivity of HOO-(H 2O) and clearly demonstrate the presence of an α-effect for the microsolvated α-nucleophile. The association of the nucleophile with a single water molecule results in a larger Bronsted βnuc value than is the case for the unsolvated nucleophiles. Accordingly, the reactions of the microsolvated nucleophiles proceed through later transition states in which bond formation has progressed further. Calculations show a significant difference in solvent interaction for HOO- relative to the normal nucleophiles at the transition states, indicating that differential solvation may well contribute to the α-effect. The reactions of the microsolvated anions with CH3Cl can lead to formation of either the bare Cl- anion or the Cl-(H2O) cluster. The product distributions show preferential formation of the Cl- anion even though the formation of Cl-(H2O) would be favored thermodynamically. Although the structure of the HOO-(H2O) cluster resembles HO-(HOOH), we demonstrate that HOO- is the active nucleophile when the cluster reacts.

METHOD FOR THE PRODUCTION OF ISOPROPENYL ETHERS

-

Page/Page column 14, (2010/02/13)

The invention relates to a method for the production of isopropenyl ethers of formula (A), wherein R represents an aliphatic, cycloaliphatic, aralyphatic, aromatic or heterocyclic radical which can include other substituents which do not react with acetylenes or allens, by reacting a gaseous flow (I), containing MAPD which is obtained from an olefin system and which is used to separate C3-sections, with at least one gaseous flow selected from a gaseous flow (II) containing an acetone ketal of formula (B), wherein R has the above-mentioned meaning, and a gaseous flow (III) containing a monohydroxyalcohol ROH, wherein R has the above-mentioned meaning, in the presence of a heterogeneous catalyst.

METHOD FOR THE PRODUCTION OF ETHERS

-

Page/Page column 8, (2008/06/13)

The invention relates to a method for the production of ethers of formula (I), where R1 and R2 independently = H, substituted or unsubstituted, branched or linear 1 - 20 C alkyl chains, substituted or unsubstituted 5 - 8 C cycloaliphatic groups with a ring size of from 5 - 8 carbon atoms, whereby the ring can be interrupted by a heteroatom, or R1 and/or R2 = unsubstituted or substituted aromatic groups or together form a chain of 5 - 7 methylene groups and R3 = linear or branched 1 - 20 C alkyl chains, by hydrogenation of acetals of formula (II), where R1, R2 and R3 have the meanings given above, in the presence of hydrogen on a catalyst comprising copper oxide, aluminium oxide and optionally, in addition, manganese oxide.

Application of alkoxy-λ6-sulfanenitriles as strong alkylating reagents

Hao, Wei,Fujii, Takayoshi,Dong, Tiaoling,Wakai, Youko,Yoshimura, Toshiaki

, p. 193 - 198 (2007/10/03)

Alkoxy-λ6-sulfanenitriles were found to be versatile alkylating reagents toward various nucleophiles bearing at least one proton such as methanol, phenol, thiophenols, carboxylic acids, ptoluenesulfonic acid, hydrochloric acid, and primary and secondary amines. Reactivity of the alkoxy group of the λ6-sulfanenitriles showed an opposite trend to the usual SN2 character, i.e. Me (la), Pr (1b), and Bu (1d) ? i-Pr (1c). In the presence of p-TsOH, alkyl tosylates were predominantly formed instead of the alkylation products of nucleophiles. In addition, even a sterically hindered substrate, neopentyloxy-λ6-sulfanenitrile, was found to undergo an SN2 reaction toward thiophenol without any rearrangement product to give neopentyl phenyl sulfide in good yield.

Process for removing oxygenates from an olefinic stream

-

Page column 38-39, (2008/06/13)

The present invention provides a process for removing oxygenate impurities, e.g., dimethyl ether, from an olefinic product stream by converting the oxygenate impurity to a compound whose boiling point differs by at least about 5° C. from the oxygenate impurity. Typically, the compound is more readily removable from the product stream than the oxygenate impurity.

Trends in alkyl substituent effects on nucleophilic reactions of carbonyl compounds: Gas phase reactions between ammonia and R1R2COCH3+ oxonium ions

Bache-Andreassen, Lihn,Uggerud, Einar

, p. 705 - 713 (2007/10/03)

The reactivity of carbonyl substituted methyl oxonium ions (R1R2COCH3-) towards ammonia has been investigated using an FT-ICR mass spectrometer and ab initio calculations. The monosubstituted ions (R1=H: R2 = H, CH3, C2H5 and i-C3H7) show different reaction patterns with variable degree of: (1) nucleophilic substitution, (2) addition elimination and (3) proton transfer, when reacted with ammonia. In all cases addition-elimination dominates over nucleophilic substitution, and the observed reactions are slow. The trends in reactivity are consistent with the alkyl group's electronic properties, as expressed by a single parameter linear or slightly non-linear model.

Synthesis, structure, and reactions of triaryl(methyl)bismuthonium salts

Matano, Yoshihiro

, p. 2258 - 2263 (2008/10/08)

Treatment of triarylbismuth difluorides 2 (Ar3BiF2; a, Ar = Ph; b, Ar = 4-MeC6H4; c, Ar = 4-MeOC6H4; d, Ar = 2-MeOC6H4) with methylboronic acid (3) in the presence of BF3·OEt2 in CH2Cl2 afforded the corresponding triaryl(methyl)bismuthonium tetrafluoroborates 4a-d ([Ar3MeBi+][BF4-]) in 42-91% yield. X-ray crystallographic analysis of compound 4d revealed that the bismuth center possesses a distorted tetrahedral geometry with C-Bi-C bond angles of 106.1(3)-113.6(3)° and Bi-C bond lengths of 2.182(7)-2.195(8) angstrom. Compound 4a transferred the methyl group to Ph3E (E = P, As, Sb), tris(4-methylphenyl)bismuthine, ROH (R = Me, Et, i-Pr, PhCH2), water, sodium benzenesulfinate, sodium benzoate, N,N-dimethylformamide (DMF), and thioacetamide to give the corresponding methylated products with a good recovery of triphenylbismuthine. The pseudo-first-order rate constant (kobsd = 2.9 × 10-4 s-1) observed for the reaction between 4a and benzyl alcohol (5d) was about twice as large as that (kobsd = 1.3 × 10-4 s-1) between MeOTf and 5d (in CDCl3 at 23°C; [4a] or [MeOTf] = 0.062 M; [5d] = 0.97 M). The observed reactivity of 4a clearly demonstrates the high nucleofugality of the triphenylbismuthonio group.

Reaction of 2-propanol over alumina in the presence of methyl acetate. Evidence for the nature of adsorption

Jain

, p. 355 - 357 (2007/10/03)

Dehydration of 2-propanol over alumina at 280°has been studied in the presence of methyl acetate as a co-reactant. Even as low as 2 mol% of methyl acetate strongly inhibits the dehydration reaction (alkene and ether formation). Co-adsorption of methyl acetate leads to the formations of 2-propyl acetate (ester exchange) and methyl 2-propyl ether (ether formation) as competing reactions at low concentrations of methyl acetate and the only reactions at more than 50 mol% of methyl acetate.

Triazene Drug Metabolites. Part 10. Metal-ion Catalysed Decomposition of Monoalkyltriazenes in Ethanol Solutions

Iley, Jim,Moreira, Rui,Rosa, Eduarda

, p. 81 - 86 (2007/10/02)

The metal ions Fe(2+), Zn(2+) and Cu(2+) bring about the rapid decomposition of 1-aryl-3-alkyltriazenes to the corresponding anilines.For Fe(2+), a linear dependence of the pseudo-first-order rate constant, k0, on was observed, while for Zn(2+) and Cu(2+) plots of k0 versus were curved and indicative of complex formation.For Fe(2+), second-order rate constants k2Fe(2+) for substituted 1-aryl-3-methyltriazenes follow a Hammett relationship giving rise to a ρ value of -3.0.For Zn(2+) and Cu(2+), the data were analysed in terms of an equilibrium konstant, KM(2+), for the dissociation of a metal-ion-triazene complex and the first-order rate constant, for the collapse of this complex to products, k2M(2+).Hammett ρ values of 1.0 for both KZn(2+) and KCu(2+) are found, and the corresponding ρ values for k2Zn(2+) and k2Cu(2+) are -1.3 and -1.9.There is reasonable correlation between the Taft Eg parameter for the alkyl group and KCu(2+), giving a δ value of -1.6.The dependence of k2Cu(2+) on the alkyl group is not simple: k2Cu(2+) decreases in the order Pr > Et * PhCH2 ca. 4-MeOC6H4CH2 > CD3 ca.Me.The reactions catalysed by Cu(2+) are inhibited by added nucleophiles e.g.Br(1-) and N-methylimidazole. A mechanism is proposed in which the triazene complexes to the metal ion via the N(1) nitrogen atom of the E-cis conformer, then undergoes a fast proton transfer to form a complex involving the unconjugated tautomer which subsequently decomposes via unimolecular scission of the N(2)-N(3) bond to form an alkyldiazonium ion and an aniline-metal complex.The observed products then arise from rapid solvolysis of the metal-aniline complex and the alkyl diazonium ion.

A Gas-Phase E2 Reaction: Methoxide Ion and Bromopropane

Jones, Mark E.,Ellison, G. Barney

, p. 1645 - 1654 (2007/10/02)

We describe a procedure for studying gas-phase ion-molecule chemistry in which the reaction pathway is elucidated by direct detection of the neutral products.Our experiment uses a flowing afterglow device configured with a novel cold finger trap coupled to a GC/MS.Material collected by the trap is separated by capillary gas chromatography and the individual components identified by their retention times and electron impact mass spectra.We have used this device to study the reaction of methoxide ion with 1-bromopropane.CH3O(-) + CH3CH2CH2Br --> Br(-) + CH3OH + CH3CH=CH2 (a) Br(-) + CH3CH2CH2OCH3 (b) We find that the reaction produces only products resulting from elimination a; there is no evidence for the species resulting from displacement b.The E2 product, propylene, is detected while the SN2 product, 1-methoxypropane, is not.Our gas-phase results contrast sharply with solution studies, which show an overwhelming preference for the displacement channel b.

Post a RFQ

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

1

What can I do for you?
Get Best Price

Get Best Price for 598-53-8