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5333-42-6

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5333-42-6 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 5333-42-6 differently. You can refer to the following data:
1. 2-Octyl-1-dodecanol is clear, colourless or yellowish, oily liquid.
2. Octyldodecanol occurs as a clear, colorless, or yellowish, oily liquid.

Uses

Different sources of media describe the Uses of 5333-42-6 differently. You can refer to the following data:
1. 2-Octyl-1-dodecanol have been used as a emulsion stabilizer for polymer matrix patches.
2. 2-Octyldodecane-1-ol have been used as a emulsion stabilizer for polymer matrix patches.
3. 2-Octyl-1-dodecanol may be used to investigate its interaction with the hexameric capsules of resorcin[4]arene. It has been used as diluent in a extractant screening study for the recovery of putrescine (butylene-1,4-diamine, BDA) and cadaverine (pentylene-1,5-diamine, PDA) from aqueous solutions (fermentation broths) by liquid-liquid extraction.

Production Methods

2-Octyl-1-dodecanol is produced by the condensation of two molecules of decyl alcohol. It also occurs naturally in small quantities in plants.

General Description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Pharmaceutical Applications

Octyldodecanol is widely used in cosmetics and pharmaceutical applications as an emulsifying and opacifying agent. It is primarily used in topical applications because of its lubricating and emollient properties. Octyldodecanol has been used in the preparation of oil/water microemulsions investigated as the vehicle for the dermal administration of drugs having no or low skin penetration.Octyldodecanol has also been evaluated as a solvent for naproxen when applied topically.Studies of estimated permeability coefficient suggest that octyldodecanol could be a potential dermal permeation enhancer.

Safety Profile

An eye and severe skin irritant.When heated to decomposition it emits acrid smoke andirritating vapors.

Safety

Octyldodecanol is widely used in cosmetics and topical pharmaceutical formulations, and is generally regarded as nontoxic and nonirritant at the levels employed as an excipient. In acute oral toxicity studies in rats fed 5 g/kg of undiluted octyldodecanol, no deaths were observed.In an acute dermal toxicity study, intact and abraded skin sites of guinea pigs were treated with 3 g/kg of undiluted octyldodecanol under occlusive patches; no deaths occurred and no gross skin lesions were observed.Octyldodecanol caused either no ocular irritation or minimal, transient irritation in the eyes of rabbits.However, some sources describe undiluted octyldodecanol as an eye and severe skin irritant.

storage

The bulk material should be stored in a well-closed container in a cool, dry place, protected from light. In the original unopened container, octyldodecanol can be stored for 2 years protected from moisture at below 30°C.

Incompatibilities

2-Octyl-1-dodecanol is generally compatible with most materials encountered in cosmetic and pharmaceutical formulations.

Regulatory Status

Included in the FDA Inactive Ingredients Database (topical, transdermal, and vaginal preparations). Included in nonparenteral medicines licensed in the UK. Included in the Canadian List of Acceptable Non-medicinal Ingredients.

Check Digit Verification of cas no

The CAS Registry Mumber 5333-42-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,3,3 and 3 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 5333-42:
(6*5)+(5*3)+(4*3)+(3*3)+(2*4)+(1*2)=76
76 % 10 = 6
So 5333-42-6 is a valid CAS Registry Number.
InChI:InChI=1/C20H42O/c1-3-5-7-9-11-12-13-15-17-19-20(21)18-16-14-10-8-6-4-2/h20-21H,3-19H2,1-2H3

5333-42-6 Well-known Company Product Price

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  • (Code)Product description
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  • Sigma-Aldrich

  • (PHR1155)  Octyldodecanol  pharmaceutical secondary standard; traceable to USP and PhEur

  • 5333-42-6

  • PHR1155-1G

  • 732.19CNY

  • Detail
  • Sigma-Aldrich

  • (O0101000)  Octyldodecanol  European Pharmacopoeia (EP) Reference Standard

  • 5333-42-6

  • O0101000

  • 1,880.19CNY

  • Detail
  • USP

  • (1477808)  Octyldodecanol  United States Pharmacopeia (USP) Reference Standard

  • 5333-42-6

  • 1477808-200MG

  • 4,662.45CNY

  • Detail

5333-42-6SDS

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 2-Octyldodecan-1-ol

1.2 Other means of identification

Product number -
Other names Octyldodecanol

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:5333-42-6 SDS

5333-42-6Synthetic route

1-Decanol
112-30-1

1-Decanol

nickel
7440-02-0

nickel

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

Conditions
ConditionsYield
With sodium hydroxide90%
methyl 2-octyldodecanoate

methyl 2-octyldodecanoate

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran at 20℃; for 2h; Cooling with ice;86%
1-Decanol
112-30-1

1-Decanol

A

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

B

2-octydodecyl aldehyde
13893-37-3

2-octydodecyl aldehyde

Conditions
ConditionsYield
With cesium hydroxide; C33H48IIr2N6(1+)*F6P(1-) In toluene at 120℃; for 16h; Guerbet Reaction; Sealed tube;A 76%
B 3%
1-Decanol
112-30-1

1-Decanol

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

Conditions
ConditionsYield
With cesium hydroxide; C33H48IIr2N6(1+)*F6P(1-) In toluene at 120℃; for 8h; Reagent/catalyst; Guerbet Reaction; Sealed tube;69%
With dichloro(pentamethylcyclopentadienyl) iridium; potassium tert-butylate; 1,7-Octadiene In para-xylene at 120℃; for 4h; Guerbet reaction;43%
With heptanal; potassium hydroxide at 230 - 245℃; under 760 Torr; for 6h; Guerbet Reaction; Dean-Stark;
1-Decanol
112-30-1

1-Decanol

hexan-1-ol
111-27-3

hexan-1-ol

A

2-(n-butyl)octanol
3913-02-8

2-(n-butyl)octanol

B

2-hexyldecan-1-ol
2425-77-6

2-hexyldecan-1-ol

C

5-hydroxymethyl-pentadecane
21078-85-3

5-hydroxymethyl-pentadecane

D

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

Conditions
ConditionsYield
With potassium hydroxide at 255℃; for 6h; Reagent/catalyst; Dean-Stark; Inert atmosphere;A 8.4%
B n/a
C n/a
D 39.1%
caprinaldehyde
112-31-2

caprinaldehyde

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

Conditions
ConditionsYield
With nickel at 220 - 250℃; Hydrogenation;
With nickel; decalin at 220 - 250℃; Hydrogenation;
With potassium hydroxide; benzyl alcohol
caprinaldehyde
112-31-2

caprinaldehyde

benzyl alcohol
100-51-6

benzyl alcohol

A

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

B

(±)-2-benzyl-1-decanol
107613-29-6

(±)-2-benzyl-1-decanol

Conditions
ConditionsYield
With potassium hydroxide
caprinaldehyde
112-31-2

caprinaldehyde

nickel

nickel

A

1-Decanol
112-30-1

1-Decanol

B

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

Conditions
ConditionsYield
at 220 - 250℃; under 36775.4 Torr; Hydrogenation;
caprinaldehyde
112-31-2

caprinaldehyde

decalin
91-17-8

decalin

nickel

nickel

A

1-Decanol
112-30-1

1-Decanol

B

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

Conditions
ConditionsYield
at 220 - 250℃; under 36775.4 Torr; Hydrogenation;
caprinaldehyde
112-31-2

caprinaldehyde

benzylalcoholic KOH-solution

benzylalcoholic KOH-solution

A

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

B

2-benzyl-decanol-(1)

2-benzyl-decanol-(1)

1-Decene
872-05-9

1-Decene

A

2-hexyldecan-1-ol
2425-77-6

2-hexyldecan-1-ol

B

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

octanol
111-87-5

octanol

1-Decanol
112-30-1

1-Decanol

A

2-hexyldecan-1-ol
2425-77-6

2-hexyldecan-1-ol

B

2-octyl-1-decanol
45235-48-1

2-octyl-1-decanol

C

2-hexyl-1-dodecanol
110225-00-8

2-hexyl-1-dodecanol

D

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

Conditions
ConditionsYield
With potassium hydroxide at 190 - 225℃; for 3h; Dean-Stark; Inert atmosphere; Overall yield = 89.4 %;
1-Decene
872-05-9

1-Decene

trimethylaluminum
75-24-1

trimethylaluminum

A

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

C31H62

C31H62

C21H44O

C21H44O

C31H64O

C31H64O

Conditions
ConditionsYield
Stage #1: 1-Decene; trimethylaluminum With rac-[(C2H4)(η5-C9H10)2]ZrCl2 In toluene at 20℃; for 72h; Inert atmosphere;
Stage #2: With oxygen In toluene at 0℃; for 26h;
1-Decene
872-05-9

1-Decene

triethylaluminum
97-93-8

triethylaluminum

A

2-ethyldecane-1-ol
21078-65-9

2-ethyldecane-1-ol

B

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

C22H46O

C22H46O

Conditions
ConditionsYield
Stage #1: 1-Decene; triethylaluminum With rac-[(C2H4)(η5-C9H10)2]ZrCl2 In dichloromethane at 20℃; for 72h; Inert atmosphere;
Stage #2: With oxygen In dichloromethane at 0℃; for 26h; Solvent;
2-decylmalonic acid dimethyl ester

2-decylmalonic acid dimethyl ester

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: sodium methylate / N,N-dimethyl-formamide / 0.5 h / 80 °C / Large scale
1.2: 2 h / 120 °C / Large scale
2.1: lithium chloride / N,N-dimethyl-formamide; water / 24 h / 160 °C / Large scale
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice
View Scheme
2-octyl-2-decylmalonic acid dimethyl ester

2-octyl-2-decylmalonic acid dimethyl ester

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: lithium chloride / N,N-dimethyl-formamide; water / 24 h / 160 °C / Large scale
2: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice
View Scheme
1-bromo dodecane
112-29-8

1-bromo dodecane

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: sodium methylate / N,N-dimethyl-formamide / 0.5 h / 80 °C / Large scale
1.2: 2 h / 120 °C / Large scale
2.1: sodium methylate / N,N-dimethyl-formamide / 0.5 h / 80 °C / Large scale
2.2: 2 h / 120 °C / Large scale
3.1: lithium chloride / N,N-dimethyl-formamide; water / 24 h / 160 °C / Large scale
4.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 20 °C / Cooling with ice
View Scheme
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

9-(bromomethyl)nonadecane
69620-20-8

9-(bromomethyl)nonadecane

Conditions
ConditionsYield
With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 0 - 20℃;99%
With N-Bromosuccinimide; triphenylphosphine In dichloromethane at 20℃; for 24h;98%
With bromine; triphenylphosphine In dichloromethane at 0 - 20℃; Inert atmosphere;97%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

2-octyl-dodecanoic acid
40596-46-1

2-octyl-dodecanoic acid

Conditions
ConditionsYield
With periodic acid; pyridinium chlorochromate In acetonitrile at 0℃;99%
With periodic acid; pyridinium chlorochromate In acetonitrile at 0 - 20℃;86%
With potassium permanganate; sulfuric acid In dichloromethane; water for 4h;74%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

valeric acid
109-52-4

valeric acid

2-octyl-1-dodecyl pentanoate

2-octyl-1-dodecyl pentanoate

Conditions
ConditionsYield
With p-toluenesulfonic acid monohydrate99%
phenylacetic acid
103-82-2

phenylacetic acid

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

2-octyl-1-dodecyl phenylacetate

2-octyl-1-dodecyl phenylacetate

Conditions
ConditionsYield
With p-toluenesulfonic acid monohydrate98%
5-bromothiophene-2-carboxylic acid
7311-63-9

5-bromothiophene-2-carboxylic acid

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

2-octyl-dodecyl 5-bromothiophene-2-carboxylate
808142-41-8

2-octyl-dodecyl 5-bromothiophene-2-carboxylate

Conditions
ConditionsYield
With 4-(dimethylamino)pyridinium tosylate; diisopropyl-carbodiimide In dichloromethane at 20℃;97%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

n-tetradecanoic acid
544-63-8

n-tetradecanoic acid

2-octyl-1-dodecyl myristate

2-octyl-1-dodecyl myristate

Conditions
ConditionsYield
With (1S)-10-camphorsulfonic acid at 60℃; for 24h;97%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

9-(iodomethyl)nonadecane
1043023-53-5

9-(iodomethyl)nonadecane

Conditions
ConditionsYield
With 1H-imidazole; iodine; triphenylphosphine In dichloromethane at 0 - 20℃; for 2.25h;97%
Stage #1: 2-octyldodecan-1-ol With 1H-imidazole; triphenylphosphine In dichloromethane at 0℃; Inert atmosphere;
Stage #2: With iodine In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;
93%
With phosphoric acid; hydrogen iodide at 130℃; Inert atmosphere;91%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

2-decyltetradecanoic acid
93778-52-0

2-decyltetradecanoic acid

2-decyl-tetradecanoic acid 2-octyl-dodecyl ester

2-decyl-tetradecanoic acid 2-octyl-dodecyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 80 - 83℃; for 24h;96%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

5,6‐difluoro‐2,1,3‐benzothiadiazole
1293389-28-2

5,6‐difluoro‐2,1,3‐benzothiadiazole

C46H84N2O2S

C46H84N2O2S

Conditions
ConditionsYield
Stage #1: 2-octyldodecan-1-ol With sodium hydride In N,N-dimethyl-formamide; paraffin oil at 0℃; for 1h;
Stage #2: 5,6-difluorobenzo[c]1,2,5thiadiazole In N,N-dimethyl-formamide; paraffin oil at 20℃; for 12h;
95%
oenanthic acid
111-14-8

oenanthic acid

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

2-octyl-1-dodecyl heptanoate

2-octyl-1-dodecyl heptanoate

Conditions
ConditionsYield
With p-toluenesulfonic acid monohydrate95%
With toluene-4-sulfonic acid at 20 - 100℃; for 18h;
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

2-octydodecyl aldehyde
13893-37-3

2-octydodecyl aldehyde

Conditions
ConditionsYield
With pyridinium chlorochromate In dichloromethane at 27℃; for 3h;94%
With magnesium sulfate; pyridinium chlorochromate In dichloromethane92%
With silica gel; pyridinium chlorochromate In dichloromethane at 20℃;90.8%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

2-[2-(2-methoxyethoxy)etoxy]acetic acid
16024-58-1

2-[2-(2-methoxyethoxy)etoxy]acetic acid

2-octyldodecyl 2-(2-(2-methoxyethoxy)ethoxy)acetate

2-octyldodecyl 2-(2-(2-methoxyethoxy)ethoxy)acetate

Conditions
ConditionsYield
With p-toluenesulfonic acid monohydrate94%
succinic acid anhydride
108-30-5

succinic acid anhydride

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

4-(2-octyldodecyloxy)-4-oxobutanoic acid
1583292-66-3

4-(2-octyldodecyloxy)-4-oxobutanoic acid

Conditions
ConditionsYield
With pyridine In toluene for 5h; Reflux;93%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

3-Thiophene carboxylic acid
88-13-1

3-Thiophene carboxylic acid

2-octyldodecyl thiophene-3-carboxylate

2-octyldodecyl thiophene-3-carboxylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 12h; Inert atmosphere;92%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

9-(fluoromethyl)nonadecane

9-(fluoromethyl)nonadecane

Conditions
ConditionsYield
With potassium 2-(difluoro(trifluoromethoxy)methoxy)-2,2-difluoroacetate; tetramethylammonium fluoride at 150℃; for 5h; Glovebox; Inert atmosphere; Schlenk technique; Sealed tube;92%
With potassium 2-(difluoro(trifluoromethoxy)methoxy)-2,2-difluoroacetate; tetramethylammonium fluoride at 150℃; for 5h; Schlenk technique; Glovebox; Inert atmosphere;92%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

p-toluenesulfonyl chloride
98-59-9

p-toluenesulfonyl chloride

2-octyldodecyl 4-methylbenzenesulfonate

2-octyldodecyl 4-methylbenzenesulfonate

Conditions
ConditionsYield
With pyridine at 0 - 20℃; for 3h; Inert atmosphere;90%
With pyridine In dichloromethane at 0 - 20℃;87%
With pyridine at 20℃; for 3h;83%
With pyridine In dichloromethane at 20℃; for 48h; Cooling with ice;80%
With pyridine at -10℃; for 6h;74%
methyl 3-ethyl-20-(triisopropylsilylethynyl)-pyropheophorbide a

methyl 3-ethyl-20-(triisopropylsilylethynyl)-pyropheophorbide a

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

2-octyl-1-dodecyl 3-ethyl-20-(triisopropylsilylethynyl)-pyropheophorbide a

2-octyl-1-dodecyl 3-ethyl-20-(triisopropylsilylethynyl)-pyropheophorbide a

Conditions
ConditionsYield
With hydrogenchloride In dichloromethane at 20℃; for 36h;89.7%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

dimethyl 5,5'-dibromo-[2,2'-bithiophene]-4,4'-dicarboxylate

dimethyl 5,5'-dibromo-[2,2'-bithiophene]-4,4'-dicarboxylate

bis(2-octyldodecyl) 5,5'-dibromo-[2,2'-bithiophene]-4,4'-dicarboxylate

bis(2-octyldodecyl) 5,5'-dibromo-[2,2'-bithiophene]-4,4'-dicarboxylate

Conditions
ConditionsYield
With titanium(IV) acetylacetone In toluene for 40h; Reflux;88%
With dmap; oxo[hexa(trifluoroacetato)]tetrazinc In toluene at 100℃; Inert atmosphere; Molecular sieve; Schlenk technique; Sealed tube;83.8%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

4,7-dibromo-5,6-difluorobenzo[c]1,2,5thiadiazole
1295502-53-2

4,7-dibromo-5,6-difluorobenzo[c]1,2,5thiadiazole

4,7-dibromo-5-fluoro((2-octyldodecyl)oxy)benzo[c]1,2,5thiadiazole

4,7-dibromo-5-fluoro((2-octyldodecyl)oxy)benzo[c]1,2,5thiadiazole

Conditions
ConditionsYield
With potassium tert-butylate In tetrahydrofuran Inert atmosphere; Reflux;87%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

di-(2-octyl-1-dodecyl) ether

di-(2-octyl-1-dodecyl) ether

Conditions
ConditionsYield
tin(II) trifluoromethanesulfonate at 180℃;86.8%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

D-glucal triacetate
2873-29-2

D-glucal triacetate

2-octyl-dodecan-1-yl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

2-octyl-dodecan-1-yl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

Conditions
ConditionsYield
With pentafluorophenylboronic acid In nitromethane at 40℃; for 6h; Ferrier Carbohydrate Rearrangement; stereoselective reaction;86%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

C14H6N2O4S4

C14H6N2O4S4

bis(2-octyldodecyl) (2,2'-(thiazolo[5,4-d]thiazole-2,5-diyl)bis(thiophene-3,2-diyl))dicarbamate

bis(2-octyldodecyl) (2,2'-(thiazolo[5,4-d]thiazole-2,5-diyl)bis(thiophene-3,2-diyl))dicarbamate

Conditions
ConditionsYield
With diphenyl phosphoryl azide; triethylamine at 90℃; Curtius Rearrangement; Inert atmosphere;85%
N-(1-oxododecyl)alanine
35054-69-4

N-(1-oxododecyl)alanine

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

N-lauroylalanine 2-octyldodecyl ester

N-lauroylalanine 2-octyldodecyl ester

Conditions
ConditionsYield
With sodium bicarbonate; magnesium sulfate; toluene-4-sulfonic acid82%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

C30H36N2O6
1527526-62-0

C30H36N2O6

C50H76N2O6

C50H76N2O6

Conditions
ConditionsYield
Stage #1: 2-octyldodecan-1-ol; C30H36N2O6 In dichloromethane; N,N-dimethyl-formamide at 0℃; for 0.25h;
Stage #2: With 1,2-dichloro-ethane In dichloromethane; N,N-dimethyl-formamide at 20℃; for 24h;
78%
2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

4-bromomethylbenzoic Acid
6232-88-8

4-bromomethylbenzoic Acid

(2-octyldodecyl) 4-bromomethylbenzoate
808142-53-2

(2-octyldodecyl) 4-bromomethylbenzoate

Conditions
ConditionsYield
With 4-(dimethylamino)pyridinium tosylate; diisopropyl-carbodiimide In dichloromethane at 20℃;76%
2-bromothiophene-4-carboxylic acid
100523-84-0

2-bromothiophene-4-carboxylic acid

2-octyldodecan-1-ol
5333-42-6

2-octyldodecan-1-ol

2-octyldodecyl 5-bromothiophene-3-carboxylate

2-octyldodecyl 5-bromothiophene-3-carboxylate

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 24h; Inert atmosphere;76%

5333-42-6Relevant articles and documents

Ir(NHC)-Catalyzed Synthesis of β-Alkylated Alcohols via Borrowing Hydrogen Strategy: Influence of Bimetallic Structure

Sung, Kihyuk,Lee, Mi-hyun,Cheong, Yeon-Joo,Kim, Yu Kwon,Yu, Sungju,Jang, Hye-Young

supporting information, p. 3090 - 3097 (2021/05/10)

Multi N-heterocyclic carbene(NHC)-modified iridium catalysts were employed in the β-alkylation of alcohols; dimerization of primary alcohols (Guerbet reaction), cross-coupling of secondary and primary alcohols, and intramolecular cyclization of alcohols. Mechanistic studies of Guerbet reaction, including kinetic experiments, mass analysis, and density functional theory (DFT) calculation, were employed to explain the fast reaction promoted by bimetallic catalysts, and the dramatic reactivity increase of monometallic catalysts at the late stage of the reaction. (Figure presented.).

Preparation method and application of bifurcated halogenated alkyl chain compounds

-

Paragraph 0104; 0105; 0106; 0107, (2018/11/26)

The invention discloses a preparation method and an application of bifurcated halogenated alkyl chain compounds. The method comprises the following steps: reacting bromoalkane with dimethyl malonate to obtain single-branch dimethyl malonate; reacting bromoalkane with the obtained single-branch dimethyl malonate to obtain two-branch dimethyl malonate; carrying out selective hydrolysis decarboxylation on the two-branch dimethyl malonate to obtain a hydrolysate; reducing the hydrolysate to obtain primary alcohol; carrying out a bromination reaction on the primary alcohol to obtain a brominated product; reacting the brominated product with ethylene oxide to obtain carbon chain-extended primary alcohol compounds; and carrying out a halogenation reaction on the carbon chain-extended primary alcohol compounds to obtain the bifurcated halogenated alkyl chain compounds with R being a corresponding halogen atom. The method has the advantages of low cost, high yield, simplicity in operation, andeasiness in realization of industrialization. Alkyl chains with different bifurcated lengths are introduced to an organic conjugated polymer, so the pi-pi piling distance between polymers is effectively reduced, the mobility of the polymer is improved.

Synthetic base stock based on Guerbet alcohols

Waykole, Chetan,Bhowmick, Diptinarayan,Pratap, Amit

, p. 1407 - 1416 (2014/08/18)

Guerbet (β branched) alcohols of varying chain length of even carbon numbers were synthesized by using single linear fatty alcohols ranging from 1-octanol to 1-dodecanol. All Guerbet alcohols having fewer than 28 carbon atoms and are liquid at 0 °C due to β branching. Synthetic base oils were prepared by reacting commonly available unsaturated fatty acids and dicarboxylic acids with Guerbet alcohols using p-toluenesulfonic acid as a catalyst. These base oils were characterized by physical and tribological properties like viscosity, viscosity index, pour point, flash point, wear scar, weld load, coefficient of friction etc. and compared with commercially available 150 and 500 N base oils.

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