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57018-52-7

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57018-52-7 Usage

Chemical Properties

colourless liquid

Uses

1-(1,1-Dimethylethoxy)-2-propanol is a useful reagent for organic synthesis.

General Description

Clear colorless liquid with an ethereal odor.

Air & Water Reactions

Highly flammable. Sensitive to heat and prolonged exposure to air. Water soluble.

Reactivity Profile

1-TERT-BUTOXY-2-PROPANOL is incompatible with acids, oxidizing agents, oxygen (prolonged contact), water and dehydrating agents. .

Fire Hazard

1-TERT-BUTOXY-2-PROPANOL is combustible.

Check Digit Verification of cas no

The CAS Registry Mumber 57018-52-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,0,1 and 8 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 57018-52:
(7*5)+(6*7)+(5*0)+(4*1)+(3*8)+(2*5)+(1*2)=117
117 % 10 = 7
So 57018-52-7 is a valid CAS Registry Number.
InChI:InChI=1/C8H18O.C3H8O2/c1-7(2,3)9-8(4,5)6;1-3(5)2-4/h1-6H3;3-5H,2H2,1H3

57018-52-7SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-[(2-methylpropan-2-yl)oxy]propan-2-ol

1.2 Other means of identification

Product number -
Other names Propylene glycol mono-t-butyl 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:57018-52-7 SDS

57018-52-7Synthetic route

propylene glycol
57-55-6

propylene glycol

tert-butyl alcohol
75-65-0

tert-butyl alcohol

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

Conditions
ConditionsYield
With Amberlyst15 In hexane at 40℃; for 7h;84.8%
propylene glycol
57-55-6

propylene glycol

isobutene
115-11-7

isobutene

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

Conditions
ConditionsYield
With Amberlyst15 In toluene at 35℃; for 5h;72.3%
2-<2-(2-hydroxypropoxy)-ethyl>-4-methyl-1,3-dioxolane
89769-15-3

2-<2-(2-hydroxypropoxy)-ethyl>-4-methyl-1,3-dioxolane

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

2-tert-butoxy-1-propanol
94023-15-1

2-tert-butoxy-1-propanol

B

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

C

1,2-di-tert-butoxypropane

1,2-di-tert-butoxypropane

cis-2-(2-tert-butoxyethyl)-4-methyl-1,3-dioxolane

cis-2-(2-tert-butoxyethyl)-4-methyl-1,3-dioxolane

Conditions
ConditionsYield
With sulfuric acid for 5h; Heating; Further byproducts given;A 0.15%
B 0.65 g
C 0.08 g
D n/a
With sulfuric acid for 5h; Heating; Further byproducts given;A 0.15 g
B 0.65%
C 0.08 g
D n/a
With sulfuric acid for 5h; Heating; Further byproducts given;A 0.15 g
B 1.27 g
C 0.08 g
D n/a
potassium tert-butylate
865-47-4

potassium tert-butylate

methyloxirane
75-56-9, 16033-71-9

methyloxirane

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

Conditions
ConditionsYield
In toluene; tert-butyl alcohol
methyloxirane
75-56-9, 16033-71-9

methyloxirane

tert-butyl alcohol
75-65-0

tert-butyl alcohol

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

Conditions
ConditionsYield
With sodium hydroxide for 72h; Heating; Yield given;
2-<2-(2-hydroxypropoxy)-ethyl>-4-methyl-1,3-dioxolane
89769-15-3

2-<2-(2-hydroxypropoxy)-ethyl>-4-methyl-1,3-dioxolane

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

2-tert-butoxy-1-propanol
94023-15-1

2-tert-butoxy-1-propanol

B

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

C

1,2-di-tert-butoxypropane

1,2-di-tert-butoxypropane

trans-2-(2-tert-butoxyethyl)-4-methyl-1,3-dioxolane

trans-2-(2-tert-butoxyethyl)-4-methyl-1,3-dioxolane

Conditions
ConditionsYield
With sulfuric acid for 5h; Heating; Further byproducts given;A 0.15 g
B 1.27 g
C 0.08 g
D n/a
ethanol
64-17-5

ethanol

isopropyl alcohol
67-63-0

isopropyl alcohol

methyloxirane
75-56-9, 16033-71-9

methyloxirane

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

propylene glycol monoethyl ether
1569-02-4

propylene glycol monoethyl ether

B

1-isopropoxy-2-propanol
3944-36-3

1-isopropoxy-2-propanol

C

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

Conditions
ConditionsYield
Trimethyl borate; hydrogen fluoride In water for 0.5h;
phosphotungestic acid
1343-93-7

phosphotungestic acid

propylene glycol
57-55-6

propylene glycol

isobutene
115-11-7

isobutene

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

tert-butyl glycidyl ether
7580-85-0

tert-butyl glycidyl ether

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / Reflux
2: diethyl ether / 0 °C
View Scheme
tert-butoxyacetaldehyde
28047-97-4

tert-butoxyacetaldehyde

methylmagnesium bromide
75-16-1

methylmagnesium bromide

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

Conditions
ConditionsYield
In diethyl ether at 0℃;
methyloxirane
75-56-9, 16033-71-9

methyloxirane

tert-butyl alcohol
75-65-0

tert-butyl alcohol

A

2-tert-butoxy-1-propanol
94023-15-1

2-tert-butoxy-1-propanol

B

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

Conditions
ConditionsYield
With trigonal Mo-V-O oxide at 100℃; for 12h;
1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

ethoglucid
1954-28-5

ethoglucid

C19H38O8

C19H38O8

Conditions
ConditionsYield
With tin(IV) chloride at 80℃; for 4.5h;94.7%
1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

ethylaluminum dichloride
563-43-9

ethylaluminum dichloride

[Cl2Al(OCH(CH3)CH2OC(CH3)3)]2
463966-50-9

[Cl2Al(OCH(CH3)CH2OC(CH3)3)]2

Conditions
ConditionsYield
In hexane (Ar); addn. of a soln. of alcohol in hexane to a soln. of aluminium compd. in hexane at 0°C; evapn., drying in vac., recrystn. (hexane); elem. anal.;94%
Isopropenyl acetate
108-22-5

Isopropenyl acetate

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

(R)-2-O-acetyl-1-O-tert-butylpropane-1,2-diol
136579-69-6

(R)-2-O-acetyl-1-O-tert-butylpropane-1,2-diol

Conditions
ConditionsYield
With Novozym 435; dicarbonyl(chloro)(η5-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate In toluene at 75℃; for 120h; Time; Enzymatic reaction;92%
With novozyme 435; dicarbonyl(chloro)(η5-pentaphenylcyclopentadienyl)ruthenium(II); potassium tert-butylate; sodium carbonate In tetrahydrofuran; toluene at 75℃; for 120h; Catalytic behavior; Time; Resolution of racemate; Inert atmosphere;68%
1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

tris(dimethylamino)aluminum
14314-61-5

tris(dimethylamino)aluminum

3C7H15O2(1-)*Al(3+)

3C7H15O2(1-)*Al(3+)

Conditions
ConditionsYield
at 23 - 60℃; for 18.25h;84%
1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

trimethylaluminum
75-24-1

trimethylaluminum

[(CH3)2Al(OCH(CH3)CH2OC(CH3)3)]2

[(CH3)2Al(OCH(CH3)CH2OC(CH3)3)]2

Conditions
ConditionsYield
In hexane; toluene (Ar); addn. of a soln. of alcohol in toluene to a soln. of aluminium compd. in hexane at -78°C, stirring for 0.5 h, slow warming to room temp.; evapn., crystn. (hexane, -5°C, 5 d); elem. anal.;83%
gallium tris(dimethylamide)

gallium tris(dimethylamide)

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

3C7H15O2(1-)*Ga(3+)

3C7H15O2(1-)*Ga(3+)

Conditions
ConditionsYield
In toluene at 23 - 60℃; for 18.25h;81%
1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

indium (III) tris(hexamethyldisilyl) amide

indium (III) tris(hexamethyldisilyl) amide

In(3+)*3C7H15O2(1-)

In(3+)*3C7H15O2(1-)

Conditions
ConditionsYield
In toluene at 23 - 60℃; for 18.25h;81%
vinyl acetate
108-05-4

vinyl acetate

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

A

(R)-2-O-acetyl-1-O-tert-butylpropane-1,2-diol
136579-69-6

(R)-2-O-acetyl-1-O-tert-butylpropane-1,2-diol

B

(S)-1-tert-butoxy-2-propanol
136656-76-3

(S)-1-tert-butoxy-2-propanol

Conditions
ConditionsYield
In various solvent(s) lipase from Pseudomonas fluorescens (SAM-1); pH 7;
1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

A

(R)-2-O-acetyl-1-O-tert-butylpropane-1,2-diol
136579-69-6

(R)-2-O-acetyl-1-O-tert-butylpropane-1,2-diol

B

(S)-1-tert-butoxy-2-propanol
136656-76-3

(S)-1-tert-butoxy-2-propanol

Conditions
ConditionsYield
In various solvent(s) lipase from Pseudomonas fluorescens (SAM-1); pH 7;
1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

tert-butoxy-2-propanone
28047-99-6

tert-butoxy-2-propanone

Conditions
ConditionsYield
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; trichloroisocyanuric acid In dichloromethane at 20℃; for 6h;95 % Turnov.
With acetic anhydride; pyridinium chlorochromate In dichloromethane at 20℃; Molecular sieve;
1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

5-(1-hydroxy-2-methylpropylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione
84794-38-7

5-(1-hydroxy-2-methylpropylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione

4-methyl-3-oxo-pentanoic acid 2-tert-butoxy-1-methyl-ethyl ester
575838-16-3

4-methyl-3-oxo-pentanoic acid 2-tert-butoxy-1-methyl-ethyl ester

Conditions
ConditionsYield
In toluene Heating;
1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

5-(1-hydroxy-2-phenyl-butylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione

5-(1-hydroxy-2-phenyl-butylidene)-2,2-dimethyl-[1,3]dioxane-4,6-dione

3-oxo-4-phenyl-hexanoic acid 2-tert-butoxy-1-methyl-ethyl ester

3-oxo-4-phenyl-hexanoic acid 2-tert-butoxy-1-methyl-ethyl ester

Conditions
ConditionsYield
In toluene Heating;
2-amino-8-quinolinol
70125-16-5

2-amino-8-quinolinol

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

8-(2-tert-butoxy-1-methyl-ethoxy)-quinolin-2-ylamine

8-(2-tert-butoxy-1-methyl-ethoxy)-quinolin-2-ylamine

Conditions
ConditionsYield
With PS-PPh3; dibenzyl azodicarboxylate In tetrahydrofuran Mitsunobu reaction;
5-(6-(azidocarbonyl)-5-isopropylpyrrolo[2,1-f][1,2,4]triazin-4-ylamino)-2,4-difluoro-N-methoxybenzamide
658085-52-0

5-(6-(azidocarbonyl)-5-isopropylpyrrolo[2,1-f][1,2,4]triazin-4-ylamino)-2,4-difluoro-N-methoxybenzamide

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

[4-(2,4-difluoro-5-methoxycarbamoyl-phenylamino)-5-isopropyl-pyrrolo[2,1-f][1,2,4]triazin-6-yl]-carbamic acid 2-tert-butoxy-1-methyl-ethyl ester

[4-(2,4-difluoro-5-methoxycarbamoyl-phenylamino)-5-isopropyl-pyrrolo[2,1-f][1,2,4]triazin-6-yl]-carbamic acid 2-tert-butoxy-1-methyl-ethyl ester

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 85℃; for 2h; Curtius rearrangement;
1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

methyl 4-hydroxy-3-chlorobenzoate
3964-57-6

methyl 4-hydroxy-3-chlorobenzoate

4-(1-tert-butoxy-2-propoxy)-3-chlorobenzoic acid methyl ester
570408-03-6

4-(1-tert-butoxy-2-propoxy)-3-chlorobenzoic acid methyl ester

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 1h;
1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

TsOCH(CH3)CH2OC(CH3)3
304874-42-8

TsOCH(CH3)CH2OC(CH3)3

Conditions
ConditionsYield
With pyridine at 5℃; for 2h;
4-chloro-7-methoxyquinoline
68500-37-8

4-chloro-7-methoxyquinoline

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

4-(1-tert-butoxypropan-2-yloxy)-7-methoxyquinoline
1051315-81-1

4-(1-tert-butoxypropan-2-yloxy)-7-methoxyquinoline

Conditions
ConditionsYield
Stage #1: 1-tert-butoxy-2-propanol With sodium hydride In N,N-dimethyl-formamide at 23℃; for 0.166667h;
Stage #2: 4-chloro-7-methoxyquinoline In N,N-dimethyl-formamide at 37℃; for 18h;
potassium hexacyanidocobaltate(III)

potassium hexacyanidocobaltate(III)

nitroprusside

nitroprusside

poly(propyleneoxide)

poly(propyleneoxide)

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

zinc(II) chloride
7646-85-7

zinc(II) chloride

Catalyst Complex B

Catalyst Complex B

1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

C11H20O3

C11H20O3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: acetic anhydride; pyridinium chlorochromate / dichloromethane / 20 °C / Molecular sieve
2.1: sodium hydride / tetrahydrofuran / 0 °C
2.2: 20 °C
View Scheme
1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

C11H21NO3

C11H21NO3

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: acetic anhydride; pyridinium chlorochromate / dichloromethane / 20 °C / Molecular sieve
2.1: sodium hydride / tetrahydrofuran / 0 °C
2.2: 20 °C
3.1: isopropylmagnesium chloride / tetrahydrofuran / 0 - 20 °C
View Scheme
1-tert-butoxy-2-propanol
57018-52-7

1-tert-butoxy-2-propanol

C16H24O2
1392278-12-4

C16H24O2

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: acetic anhydride; pyridinium chlorochromate / dichloromethane / 20 °C / Molecular sieve
2.1: sodium hydride / tetrahydrofuran / 0 °C
2.2: 20 °C
3.1: isopropylmagnesium chloride / tetrahydrofuran / 0 - 20 °C
4.1: tetrahydrofuran; diethyl ether / 0 °C
5.1: [2,2]bipyridinyl; silver hexafluoroantimonate; palladium dichloride / methanol; water / 60 °C / Inert atmosphere
View Scheme

57018-52-7Relevant academic research and scientific papers

METHOD FOR PRODUCING 1-ALKOXY-2-ALKANOL COMPOUND

-

Paragraph 0028, (2017/03/24)

PROBLEM TO BE SOLVED: To provide a method for producing 1-alkoxy-2-alkanol compounds from 1,2-alkanediol compounds with good yields while suppressing the by-production of 1,2-dialkoxyalkane compounds. SOLUTION: The present invention provides a method for producing 1-alkoxy-2-alkanol compounds represented by formula (3) by making the reaction between 1,2-alkanediol compounds and tertiary alcohol compounds represented by formula (2) to occur in the presence of acidic catalysts (R1-R4 are each a C1-4 alkyl group). SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT

Epoxide hydrolysis and alcoholysis reactions over crystalline Mo-V-O oxide

Zhang, Xiaochen,Wang, Min,Zhang, Chaofeng,Lu, Jianmin,Wang, Yehong,Wang, Feng

, p. 70842 - 70847 (2016/08/05)

Crystalline Mo-V-O oxides have been used as a catalyst for the hydrolysis and alcoholysis of propylene oxide to diols and ethers, respectively. Relationships between the active crystal facet, the acidity of Mo-V-O catalysts and the activity have been established. Our results indicate that the a-b plane is the active facet for the hydrolysis reaction.

Palladium-catalyzed asymmetric quaternary stereocenter formation

Gottumukkala, Aditya L.,Matcha, Kiran,Lutz, Martin,De Vries, Johannes G.,Minnaard, Adriaan J.

supporting information; experimental part, p. 6907 - 6914 (2012/07/01)

An efficient palladium catalyst is presented for the formation of benzylic quaternary stereocenters by conjugate addition of arylboronic acids to a variety of β,β-disubstituted carbocyclic, heterocyclic, and acyclic enones. The catalyst is readily prepared from PdCl2, PhBOX, and AgSbF 6, and provides products in up to 99 % enantiomeric excess, with good yields. Based on this strategy, (-)-α-cuparenone has been prepared in only two steps. Copyright

PROCESS FOR PREPARING AN ALKOXYLATED ALCOHOL OR PHENOL

-

Page/Page column 19, (2008/06/13)

Process for preparing an alkoxylated alcohol comprising reacting a starting monohydroxy alcohol selected from secondary alcohols, tertiary alcohols and mixtures thereof with an alkylene oxide in the presence of hydrogen fluoride and a boron-containing compound comprising at least one B-O bond. The alcohol may also be a primary monohydroxy alcohol when the boron containing compound is boric acid or boric acid anhydride or a mixture thereof, or may be a primary mono hydroxy alcohol, except a C14/C15 alcohol when reacted with ethylene oxide in the presence of HF and trimethyl borate. A phenol may be alkoxylated in the same way instead of the mono-hydroxyalcohol.

Synthesis of low molecular weight ethylene propylene glycol ethers via olefin addition to the corresponding glycol

-

, (2008/06/13)

A selective process for the synthesis of ethers of polyols involves reacting an olefin and a polyol in the presence of a heteropoly acid catalyst at a temperature of 25 to 200oC and a pressure of up to 7MPa.

Influence of the reaction temperature on some acid-catalized processes of 6-hydroxy-4-oxa-alkanal derivatives and related products. Ring contraction in 5-alkoxy-1,4-dioxepanes

Espinosa, Antonio,Gallo, A. Miguel,Campos, Joaquin,Entrena, Antonio

, p. 379 - 383 (2007/10/02)

The qualitative effect of the reaction temperature on some acid-catalized processes carried out on 6-hydroxy-4-oxa-alkanal derivatives may be rationalized by means of two simultaneous or competitive pathways which involve intermediates such as 5-alkoxy-1,4-dioxepane derivatives or vinyl dioxolanes.We describe herein an acid catalyzed contraction of the 5-isopropoxy-1,4-dioxepane ring in dioxane and different alcohol interchange reactions with 5-alkoxy-1,4-dioxepanes that also occur with ring contraction when the reaction temperature is 60 deg C or higher.The transacetalization reactions between 6-hydroxy-4-oxa-hexal ethylene acetal and 6-hydroxy-4-oxa-heptanal 1,2-propylene acetal and tert-butanol, carried out at the reflux of the reacting mixtures are also described.The results obtained suggest 2-vinyl-1,3-dioxolanes as reactive intermediates.In order to prove this hypothesis the reaction between 2-vinyl-1,3-dioxolane and tert-butanol at reflux has been stuied.It leads to the same reaction products.

13C-N.M.R.-SPECTRAL AND RELATED STUDIES ON THE DISTRIBUTION OF SUBSTITUENTS IN O-(2-HYDROXYPROPYL)CELLULOSE

Lee, Dae-Sil,Perlin, Arthur S.

, p. 1 - 20 (2007/10/02)

Information about the degree of substitution at individual oxygen atoms of O-(2-hydroxypropyl)cellulose, and the total molar substitution, was obtained from 13C-n.m.r. spectra of the intact polymer and of its hydrolyzate.On the basis of their 13-CH3 chemical-shifts, O-(2-hydroxypropyl) (HOPr) substituents occurring singly, or as terminal units of substituent chains, were radily distinguished from inner HOPr units of chains.Differentiation between monomeric HOPr units and longer chains located at O-2 of D-glucosyl residues was effected by the transformation of appropriatly substituted sugars in the hydrolyzate into 1,2-cyclic acetals incorporating a 2-O-(2-hydroxypropyl) group.Similarly, the pattern of substitution at O-6 of D-glucosyl residues was determined, through selective degradation, from the identity of HOPr derivatives of ethylene glycol, representing C-5 and C-6 of the residues.Overall, it was found that, although O-2 and O-6 are more readily substituted than O-3, the rate at which each, initially introduced, HOPr substituent is converted into a dimeric structure is not materially affected by its location.Also described are the synthesis and the n.m.r. spectra of several HOPr derivatives of D-glucose, and of simple alkanols that served as model compounds.

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