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629-76-5

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629-76-5 Usage

General Description

1-Pentadecanol, also known as n-pentadecanol, is a long-chain fatty alcohol with the molecular formula C15H32O. It is a white, waxy solid at room temperature and is insoluble in water. 1-Pentadecanol is commonly used as an emollient in cosmetic and personal care products, as it helps to smooth and soften the skin. It also has applications in the production of surfactants, lubricants, and plasticizers. Additionally, 1-Pentadecanol has potential applications in the pharmaceutical industry, as it has been studied for its antitumor and anti-inflammatory properties. Overall, 1-Pentadecanol is a versatile chemical with a range of industrial and consumer uses.

Check Digit Verification of cas no

The CAS Registry Mumber 629-76-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,2 and 9 respectively; the second part has 2 digits, 7 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 629-76:
(5*6)+(4*2)+(3*9)+(2*7)+(1*6)=85
85 % 10 = 5
So 629-76-5 is a valid CAS Registry Number.
InChI:InChI=1/C15H32O/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16/h16H,2-15H2,1H3

629-76-5 Well-known Company Product Price

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  • (Code)Product description
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  • Detail
  • Alfa Aesar

  • (L03673)  1-Pentadecanol, 99%   

  • 629-76-5

  • 5g

  • 450.0CNY

  • Detail
  • Aldrich

  • (412228)  1-Pentadecanol  99%

  • 629-76-5

  • 412228-5G

  • 1,261.26CNY

  • Detail

629-76-5SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name pentadecan-1-ol

1.2 Other means of identification

Product number -
Other names 1-Pentadecanol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Food additives -> Flavoring Agents
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:629-76-5 SDS

629-76-5Synthetic route

palmitic acid
1002-84-2

palmitic acid

A

pentadecane
629-62-9

pentadecane

B

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With hydrogen; Rh/Al2O3; molybdenum hexacarbonyl In 1,2-dimethoxyethane at 150℃; under 76000 Torr; for 16h;A n/a
B 98%
palmitic acid
1002-84-2

palmitic acid

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With hydrogen; Rh/Al2O3; molybdenum hexacarbonyl In 1,2-dimethoxyethane at 150℃; under 76000 Torr; for 16h; Product distribution; further catalysts;98%
pentadec-14-en-1-ol
16346-16-0

pentadec-14-en-1-ol

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In ethyl acetate under 760.051 Torr; for 6h;96%
1-hydroxy-2(E)-pentadecene
6064-48-8

1-hydroxy-2(E)-pentadecene

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In various solvent(s) at 20℃; under 760 Torr; for 4h;95%
4-methyl-3-[(1-oxohexadecyl)oxy]-2(3H)-thiazolethione
89861-47-2

4-methyl-3-[(1-oxohexadecyl)oxy]-2(3H)-thiazolethione

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With antimony triphenylsulphide In diethyl ether for 12h; Ambient temperature;90%
With oxygen; thiophenol; antimony tris-benzenethiolate In diethyl ether for 4h; Ambient temperature;85%
With 2,3,3,4,4,5-hexamethyl-2-hexanethiol; oxygen; triphenylphosphine 1.) toluene, irradiation, room temperature; Yield given. Multistep reaction;
pentadecanenitrile
18300-91-9

pentadecanenitrile

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With (carbonyl)(chloro)(hydrido)tris(triphenylphosphine)ruthenium(II); water; hydrogen In 1,4-dioxane at 140℃; under 7500.75 Torr; for 18h; Autoclave;90%
tert-butyldimethyl(pentadecyloxy)silane

tert-butyldimethyl(pentadecyloxy)silane

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In tetrahydrofuran at 0 - 20℃; for 6h; Inert atmosphere;87.4%
4-methyl-3-[(1-oxohexadecyl)oxy]-2(3H)-thiazolethione
89861-47-2

4-methyl-3-[(1-oxohexadecyl)oxy]-2(3H)-thiazolethione

A

pentadecane
629-62-9

pentadecane

B

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With hydrogenchloride; antimony triphenylsulphide In chlorobenzene for 2h; Heating;A 85%
B n/a
With hydrogenchloride; thiophenol; antimony tris-benzenethiolate Yield given. Multistep reaction. Yields of byproduct given;
N-palmitoxy-2-pyridinethione
89025-67-2

N-palmitoxy-2-pyridinethione

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With antimony triphenylsulphide In diethyl ether for 1h; Ambient temperature;75%
4-methyl-3-[(1-oxohexadecyl)oxy]-2(3H)-thiazolethione
89861-47-2

4-methyl-3-[(1-oxohexadecyl)oxy]-2(3H)-thiazolethione

A

pentadecanol
629-76-5

pentadecanol

B

4-Methyl-2-phenyldisulfanyl-thiazole
110907-36-3

4-Methyl-2-phenyldisulfanyl-thiazole

C

pentadecyl thiazolyl sulphide
89861-51-8

pentadecyl thiazolyl sulphide

D

4-methylthiazole-2-thiol
5685-06-3

4-methylthiazole-2-thiol

Conditions
ConditionsYield
With thiophenol; antimony tris-benzenethiolate In chlorobenzene at 90℃; Further byproducts given;A 70%
B 20%
C 8%
D 55%
4-methyl-3-[(1-oxohexadecyl)oxy]-2(3H)-thiazolethione
89861-47-2

4-methyl-3-[(1-oxohexadecyl)oxy]-2(3H)-thiazolethione

A

pentadecanol
629-76-5

pentadecanol

B

4-Methyl-2-phenyldisulfanyl-thiazole
110907-36-3

4-Methyl-2-phenyldisulfanyl-thiazole

C

4-methylthiazole-2-thiol
5685-06-3

4-methylthiazole-2-thiol

D

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With thiophenol; antimony tris-benzenethiolate In chlorobenzene at 90℃;A 70%
B 20%
C 55%
D n/a
4-methyl-3-[(1-oxohexadecyl)oxy]-2(3H)-thiazolethione
89861-47-2

4-methyl-3-[(1-oxohexadecyl)oxy]-2(3H)-thiazolethione

A

pentadecanol
629-76-5

pentadecanol

B

4-Methyl-2-phenyldisulfanyl-thiazole
110907-36-3

4-Methyl-2-phenyldisulfanyl-thiazole

C

pentadecyl thiazolyl sulphide
89861-51-8

pentadecyl thiazolyl sulphide

D

4-methylthiazole-2-thiol
5685-06-3

4-methylthiazole-2-thiol

E

diphenyldisulfane
882-33-7

diphenyldisulfane

Conditions
ConditionsYield
With antimony triphenylsulphide In chlorobenzene for 2h; Mechanism; Heating; in the presence air, or HCl, or N2O4, or I2; reactions of group Va elements trisphenylsulphides were examined;A 70%
B n/a
C n/a
D n/a
E n/a
2-(3-carboxypropyl)-5-(12-hydroxydodecyl)thiophene
130340-56-6

2-(3-carboxypropyl)-5-(12-hydroxydodecyl)thiophene

A

pentadecanol
629-76-5

pentadecanol

B

tridecan-1-ol
112-70-9

tridecan-1-ol

C

1-Hexadecanol
36653-82-4

1-Hexadecanol

D

20-hydroxyeicosanoic acid
62643-46-3

20-hydroxyeicosanoic acid

Conditions
ConditionsYield
With Raney nickel W-2 In ethanol for 2h; Heating; Further byproducts given;A 2.8%
B 3.5%
C 12.6%
D 65%
pentadecyl bromide
629-72-1

pentadecyl bromide

potassium carbonate
584-08-7

potassium carbonate

A

dipentadecanylcarbonate
145197-00-8

dipentadecanylcarbonate

B

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With 3-butyl-1-methyl-1H-imidazol-3-ium hexafluorophosphate at 110℃; for 72h;A 59%
B 4%
formaldehyd
50-00-0

formaldehyd

tetradecylmagnesium bromide
88303-25-7

tetradecylmagnesium bromide

A

pentadecanol
629-76-5

pentadecanol

B

octacosane
630-02-4

octacosane

Conditions
ConditionsYield
at 105℃; zuletzt bei 110grad;
pentadeca-2,4-dienal
60998-25-6

pentadeca-2,4-dienal

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With ethanol; nickel Hydrogenation;
pentadecyl bromide
629-72-1

pentadecyl bromide

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With silver(I) acetate at 150℃; und Erwaermen des Reaktionsprodukts mit methanol.Kalilauge;
1-Hexadecene
629-73-2

1-Hexadecene

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With 2,2,4-trimethylpentane; ozone und anschliessenden Hydrierung an Nickel/Kieselgur,zuletzt bei 140grad/40at;
ethyl pentadecanoate
41114-00-5

ethyl pentadecanoate

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With copper chromite at 250℃; under 154457 Torr; Hydrogenation;
palmitic acid pentadecyl ester
18299-77-9

palmitic acid pentadecyl ester

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With potassium hydroxide
potassium palmitate
2624-31-9

potassium palmitate

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With ethanol Electrolysis.Kochen des entstandenen Esters mit Kalilauge;
formaldehyd
50-00-0

formaldehyd

1-Bromotetradecane
112-71-0

1-Bromotetradecane

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
(i) Mg, Et2O, (ii) /BRN= 1209228/; Multistep reaction;
pentadecane
629-62-9

pentadecane

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
(i) (microbiological transformation), (ii) (hydrolysis); Multistep reaction;
1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

A

pentadecanol
629-76-5

pentadecanol

B

n-triacontane
638-68-6

n-triacontane

Conditions
ConditionsYield
With sodium hydroxide; dihydrogen peroxide In methanol
acridine
260-94-6

acridine

1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

A

pentadecanol
629-76-5

pentadecanol

B

n-pentadecanal
2765-11-9

n-pentadecanal

C

9-pentadecylacridine
69202-36-4

9-pentadecylacridine

Conditions
ConditionsYield
With dimethylsulfide; oxygen 1) toluene, irradiation, 4 h, 2) MeOH, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
formaldehyd
50-00-0

formaldehyd

tetradecyl magnesium iodide

tetradecyl magnesium iodide

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With water Multistep reaction;
(R)-1-phenyl-1-pentadecanol
89537-68-8

(R)-1-phenyl-1-pentadecanol

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With sodium periodate; lithium aluminium tetrahydride; ruthenium tetroxide 1.) CH2Cl2/H2O, 2.) Et2O; Multistep reaction;
(S)-1-phenyl-1-pentadecanol
89537-66-6

(S)-1-phenyl-1-pentadecanol

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With sodium periodate; lithium aluminium tetrahydride; ruthenium tetroxide 1.) CH2Cl2/H2O, 2.) Et2O; Multistep reaction;
1-hexadecylcarboxylic acid
57-10-3

1-hexadecylcarboxylic acid

A

pentadecanol
629-76-5

pentadecanol

B

n-pentadecanal
2765-11-9

n-pentadecanal

C

9-pentadecylacridine
69202-36-4

9-pentadecylacridine

Conditions
ConditionsYield
With acridine; dimethylsulfide; oxygen 1) toluene, irradiation, 4 h, 2) MeOH, 1 h; Yield given. Multistep reaction. Yields of byproduct given;
2-mercaptopyridine-1-oxide sodium salt
3811-73-2

2-mercaptopyridine-1-oxide sodium salt

n-hexadecanoyl chloride
112-67-4

n-hexadecanoyl chloride

A

2-(2-tert-butyldisulfanyl)pyridine
24367-44-0

2-(2-tert-butyldisulfanyl)pyridine

B

pentadecane
629-62-9

pentadecane

C

pentadecanol
629-76-5

pentadecanol

Conditions
ConditionsYield
With dimethylsulfide; oxygen; 2-methylpropan-2-thiol; dmap Product distribution; multistep reaction: 1) 80 deg C; 2) 80 deg C; investigation of reaction with various molar ratios and (MeO3)P;
pentadecanol
629-76-5

pentadecanol

n-pentadecanal
2765-11-9

n-pentadecanal

Conditions
ConditionsYield
With oxalyl dichloride; dimethyl sulfoxide; triethylamine In dichloromethane at -78℃; Swern oxidation;100%
With pyridinium chlorochromate In dichloromethane for 4h;90%
With silica gel; 4-acetylamino-2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate In dichloromethane at 20℃; Inert atmosphere;90.8%
pentadecanol
629-76-5

pentadecanol

3-(thymine-1-yl)propionic acid
6214-59-1

3-(thymine-1-yl)propionic acid

pentadecyl 3-(thymin-1-yl)propionate

pentadecyl 3-(thymin-1-yl)propionate

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide In pyridine at 0 - 20℃; for 48h;100%
pentadecanol
629-76-5

pentadecanol

1-Phenyl-1H-tetrazole-5-thiol
86-93-1

1-Phenyl-1H-tetrazole-5-thiol

5-pentadecylsulfanyl-1-phenyl-1H-tetrazole
861997-80-0

5-pentadecylsulfanyl-1-phenyl-1H-tetrazole

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine for 0.166667h;99%
but-3-enoic acid
625-38-7

but-3-enoic acid

pentadecanol
629-76-5

pentadecanol

pentadecanyl but-3-enoate
1092972-96-7

pentadecanyl but-3-enoate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 6h;99%
sulphomaleic anhydride
40336-85-4

sulphomaleic anhydride

pentadecanol
629-76-5

pentadecanol

(E)-2-Sulfo-but-2-enedioic acid 4-pentadecyl ester

(E)-2-Sulfo-but-2-enedioic acid 4-pentadecyl ester

Conditions
ConditionsYield
at 70℃; for 1h;96%
pentadecanol
629-76-5

pentadecanol

t-Boc-L-valine
13734-41-3

t-Boc-L-valine

(S)-2-tert-Butoxycarbonylamino-3-methyl-butyric acid pentadecyl ester
126686-57-5

(S)-2-tert-Butoxycarbonylamino-3-methyl-butyric acid pentadecyl ester

Conditions
ConditionsYield
With dmap; TEA In dichloromethane at 0℃; for 0.5h;96%
pentadecanol
629-76-5

pentadecanol

N-tert-butoxycarbonyl-L-phenylalanine
13734-34-4

N-tert-butoxycarbonyl-L-phenylalanine

(S)-2-tert-Butoxycarbonylamino-3-phenyl-propionic acid pentadecyl ester
126686-60-0

(S)-2-tert-Butoxycarbonylamino-3-phenyl-propionic acid pentadecyl ester

Conditions
ConditionsYield
With dmap; TEA In dichloromethane at 0℃; for 0.5h;96%
pentadecanol
629-76-5

pentadecanol

5'-O-(4,4'-dimethoxytrityl)-2',3'-O-disuccinyluridine
1034292-76-6

5'-O-(4,4'-dimethoxytrityl)-2',3'-O-disuccinyluridine

C68H98N2O14
1034293-16-7

C68H98N2O14

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In toluene at 20℃; for 72h; Inert atmosphere;95%
pentadecanol
629-76-5

pentadecanol

[4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-phenyl]-oxo-acetonitrile
203256-20-6

[4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-phenyl]-oxo-acetonitrile

4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-benzoic acid pentadecyl ester

4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-benzoic acid pentadecyl ester

Conditions
ConditionsYield
With dmap In acetonitrile for 1.5h; Heating;92%
2-bromo-3,4,4-trichloro-3-butenoyl chloride
913966-90-2

2-bromo-3,4,4-trichloro-3-butenoyl chloride

pentadecanol
629-76-5

pentadecanol

1-pentadecyl 2-bromo-3,4,4-trichlorobut-3-enoate

1-pentadecyl 2-bromo-3,4,4-trichlorobut-3-enoate

Conditions
ConditionsYield
With pyridine In benzene at 20 - 23℃;90%
pentadecanol
629-76-5

pentadecanol

hexanoic acid
142-62-1

hexanoic acid

hexanoic acid pentadecyl ester

hexanoic acid pentadecyl ester

Conditions
ConditionsYield
With silphos at 20℃; for 0.0833333h; Neat (no solvent);90%
pentadecanol
629-76-5

pentadecanol

myristonitrile
629-63-0

myristonitrile

Conditions
ConditionsYield
With 2,3'-bipyridine; ammonium hydroxide; copper(l) iodide; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; oxygen In acetonitrile at 50℃; for 24h;90%
diphenyl hydrogen phosphate
838-85-7

diphenyl hydrogen phosphate

pentadecanol
629-76-5

pentadecanol

C27H41O4P
1354973-90-2

C27H41O4P

Conditions
ConditionsYield
With pyridine; trichloroacetonitrile; triphenylphosphine In dichloromethane at 20℃; for 5.5h;89%
pentadecanol
629-76-5

pentadecanol

4-bromobutyroyl chloride
927-58-2

4-bromobutyroyl chloride

pentadecyl 4-bromobutanoate
959258-35-6

pentadecyl 4-bromobutanoate

Conditions
ConditionsYield
sulfuric acid In dichloromethane at 0 - 20℃; for 4.5h; Inert atmosphere;88%
pentadecanol
629-76-5

pentadecanol

4-(benzyloxycarbonylamino)butyric acid
5105-78-2

4-(benzyloxycarbonylamino)butyric acid

4-Benzyloxycarbonylamino-butyric acid pentadecyl ester
126686-61-1

4-Benzyloxycarbonylamino-butyric acid pentadecyl ester

Conditions
ConditionsYield
With dmap; TEA In dichloromethane at 0℃; for 0.5h;87%
pentadecanol
629-76-5

pentadecanol

diethyl 5-(hydroxymethyl)isophthalate
181425-91-2

diethyl 5-(hydroxymethyl)isophthalate

C39H68O5
1416739-21-3

C39H68O5

Conditions
ConditionsYield
With titanium(IV)isopropoxide at 130℃; for 72h; Inert atmosphere;87%
pentadecanol
629-76-5

pentadecanol

8-(4-bromophenyl)-8-hydroxy-5-methyl-8H-[1,4]thiazino[3,4-c][1,2,4]oxadiazol-3-one
227007-70-7

8-(4-bromophenyl)-8-hydroxy-5-methyl-8H-[1,4]thiazino[3,4-c][1,2,4]oxadiazol-3-one

8-(4-bromophenyl)-5-methyl-8-pentadecyloxy-8H-[1,4]thiazino[3,4-c][1,2,4]oxadiazol-3-one

8-(4-bromophenyl)-5-methyl-8-pentadecyloxy-8H-[1,4]thiazino[3,4-c][1,2,4]oxadiazol-3-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 3.2h; Heating;86%
pentadecanol
629-76-5

pentadecanol

8-(4-chlorophenyl)-8-hydroxy-5-methyl-8H-<1,4>thiazino<3,4-c><1,2,4>oxadiazol-3-one
145193-13-1

8-(4-chlorophenyl)-8-hydroxy-5-methyl-8H-<1,4>thiazino<3,4-c><1,2,4>oxadiazol-3-one

8-(4-chloro-phenyl)-5-methyl-8-pentadecyloxy-8H-[1,2,4]oxadiazolo[3,4-c][1,4]thiazin-3-one

8-(4-chloro-phenyl)-5-methyl-8-pentadecyloxy-8H-[1,2,4]oxadiazolo[3,4-c][1,4]thiazin-3-one

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene for 3.2h; Heating;85%
With toluene-4-sulfonic acid In toluene Reflux;
pentadecanol
629-76-5

pentadecanol

4,4'-biphenyldicarboxylic acid dichloride
2351-37-3

4,4'-biphenyldicarboxylic acid dichloride

Biphenyl-4,4'-dicarboxylic acid dipentadecyl ester
80911-53-1

Biphenyl-4,4'-dicarboxylic acid dipentadecyl ester

Conditions
ConditionsYield
With pyridine In diethyl ether at 18 - 23℃;84%
pentadecanol
629-76-5

pentadecanol

4,5-dichloroisothiazole-3-carboxylic acid chloride
220769-88-0

4,5-dichloroisothiazole-3-carboxylic acid chloride

pentadecyl 4,5-dichloroisothiazole-3-carboxylate

pentadecyl 4,5-dichloroisothiazole-3-carboxylate

Conditions
ConditionsYield
With pyridine In diethyl ether at 20 - 25℃;81%
pentadecanol
629-76-5

pentadecanol

3,3,4-trichloro-3-butenoyl chloride
484067-66-5

3,3,4-trichloro-3-butenoyl chloride

3,4,4-trichloro-but-3-enoic acid pentadecyl ester

3,4,4-trichloro-but-3-enoic acid pentadecyl ester

Conditions
ConditionsYield
With pyridine In diethyl ether at 20 - 23℃; for 22h;81%
pentadecanol
629-76-5

pentadecanol

ethanol
64-17-5

ethanol

acetonitrile
75-05-8

acetonitrile

A

Diaethyl-pentadecyl-amin
36555-73-4

Diaethyl-pentadecyl-amin

B

triethylamine
121-44-8

triethylamine

Conditions
ConditionsYield
With hydrogen; copper at 240℃; under 7600 Torr;A 80%
B n/a

629-76-5Relevant articles and documents

New strategy for production of primary alcohols from aliphatic olefins by tandem cross-metathesis/hydrogenation

Jia, Ruilong,Zuo, Zhijun,Li, Xu,Liu, Lei,Dong, Jinxiang

, p. 1525 - 1529 (2019/11/11)

Primary alcohols are widely used in industry as solvents and precursors of detergents. The classic methods for hydration of terminal alkenes always produce the Markovnikov products. Herein, we reported a reliable approach to produce primary alcohols from terminal alkenes combining with biomass-derived allyl alcohol by tandem cross-metathesis/hydrogenation. A series of primary alcohol with different chain lengths was successfully produced in high yields (ca. 90percent). Computational studies revealed that self-metathesis and hydrogenation of substrates are accessible but much slower than cross-metathesis. This new methodology represents a unique alternative to primary alcohols from terminal alkenes.

Method for preparing aliphatic alcohol from aliphatic carboxylic acid through decarboxylation

-

, (2018/11/04)

The invention relates to a method for preparing aliphatic alcohol from aliphatic carboxylic acid through decarboxylation. The method comprises the following steps of converting aliphatic carboxylic acid into aliphatic N-(acyl oxy)phthalimide; then, performing photocatalysis decarboxylation reaction to convert the material into aliphatic N-(oxy)2, 2,6,6-tetramethylpiperidine nitrogen-oxygen free radicals; finally, reducing the materials into aliphatic alcohol. The method provided by the invention has the advantages that good chemical selectivity is realized; the wide and easy-to-obtain materialsources are realized. The defects of harsh reaction conditions and high energy consumption such as high temperature and high pressure of aliphatic carboxylic acid conversion by a conventional heat conversion method are avoided; the reaction process is simple and convenient; the operation is easy; the repeated extraction is avoided; in addition, the additional introduction of high-purity hydrogengas is not needed; the reaction energy consumption and the raw material consumption are greatly reduced; the green and environment-friendly effects are achieved; the environment pollution is small; the wide application prospects are realized.

Convergent synthesis of a deuterium-labeled serine dipeptide lipid for analysis of biological samples

Dietz, Christopher,Clark, Robert B.,Nichols, Frank C.,Smith, Michael B.

, p. 274 - 285 (2017/05/29)

Bacterial serine dipeptide lipids are known to promote inflammatory processes and are detected in human tissues associated with periodontal disease or atherosclerosis. Accurate quantification of bacterial serine lipid, specifically lipid 654 [((S)-15-methyl-3-((13-methyltetradecanoyl)oxy)hexadecanoyl)glycyl-l-serine, (3S)-l-serine] isolated from Porphyromonas gingivalis, in biological samples requires the preparation of a stable isotope internal standard for sample supplementation and subsequent mass spectrometric analysis. This report describes the convergent synthesis of a deuterium-substituted serine dipeptide lipid, which is an isotopically labeled homologue that represents a dominant form of serine dipeptide lipid recovered in bacteria.

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