767-90-8

Basic information

• Product Name: 2-ETHYLBENZYL ALCOHOL 98
• Synonyms: 2-ETHYLBENZYL ALCOHOL 98;(2-Ethylphenyl)methanol;2-Ethylbenzyl alcohol 98%;(2-Ethylphenyl)
• CAS NO: 767-90-8
• Molecular Formula: C₉H₁₂O
• Molecular Weight: 136.193
• Product Categories: Alcohols;C9 to C30;Oxygen Compounds
• Mol File: 767-90-8.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 229 °C(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.011 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.536(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-ETHYLBENZYL ALCOHOL 98(CAS DataBase Reference)
• NIST Chemistry Reference: 2-ETHYLBENZYL ALCOHOL 98(767-90-8)
• EPA Substance Registry System: 2-ETHYLBENZYL ALCOHOL 98(767-90-8)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 767-90-8(Hazardous Substances Data)

Usage

Description

2-Ethylbenzyl alcohol 98 is a benzyl alcohol derivative, which is an organic compound with a specific chemical structure. It is characterized by the presence of an ethyl group attached to the benzene ring, making it a valuable compound for various chemical reactions and applications.

Uses

Used in Chemical Synthesis:
2-Ethylbenzyl alcohol 98 is used as a chemical intermediate for the synthesis of 2-ethylbenzyl chloride. This synthesis is significant as it allows for the creation of new compounds with potential applications in various industries.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-Ethylbenzyl alcohol 98 is used as a starting material for the production of various drugs and pharmaceutical compounds. Its unique chemical structure makes it a versatile building block for the development of new medications.
Used in Flavor and Fragrance Industry:
2-Ethylbenzyl alcohol 98 is also utilized in the flavor and fragrance industry due to its distinct aromatic properties. It can be used to create unique scents and flavors for a wide range of products, including perfumes, cosmetics, and food additives.
Used in Research and Development:
In the field of research and development, 2-Ethylbenzyl alcohol 98 serves as an important compound for studying various chemical reactions and processes. Its first-order reaction kinetics with both alcohol and oxidant make it an interesting subject for kinetic studies and the development of new synthetic methods.
Overall, 2-Ethylbenzyl alcohol 98 is a versatile and valuable compound with applications in various industries, including chemical synthesis, pharmaceuticals, flavor and fragrance, and research and development. Its unique chemical structure and properties make it an essential component in the development of new products and technologies.

Synthetic route

2-ethylbenzaldehyde (22927-13-5) → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
With sodium tetrahydroborate In ethanol for 4h; Reduction; Heating;	99%
With sodium tetrahydroborate In ethanol at 0 - 25℃; for 2h;	74%
With sodium tetrahydroborate In methanol Heating;

2-ethylbenzoic acid (612-19-1) → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
With diborane In tetrahydrofuran at 0 - 20℃; for 24h;	87%
With diborane In tetrahydrofuran; methanol at 0 - 20℃; for 24h;	87%
Stage #1: 2-ethylbenzoic acid With boron trifluoride diethyl etherate In tetrahydrofuran at 0 - 20℃; for 24h; Stage #2: With methanol In tetrahydrofuran for 0.75h;	87%

2-ethynylbenzyl alcohol (10602-08-1) → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
With hydrogen In glycerol at 100℃; under 2250.23 Torr; for 24h; chemoselective reaction;	84%

2-acetyl-benzoic acid (577-56-0) → 3-methylphthalide (3453-64-3) + 1-(1-hydroxyethyl)-2-hydroxymethylbenzene (57259-71-9) + (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
With samarium diiodide; water In tetrahydrofuran for 0.0333333h; Ambient temperature;	A 41% B 36% C 11%

2-methyl-benzyl alcohol (89-95-2) + methyl iodide (74-88-4) → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
Stage #1: 2-methyl-benzyl alcohol With n-butyllithium In diethyl ether; hexane for 4h; Heating; Stage #2: methyl iodide In diethyl ether; hexane at 20℃; for 1h;	33%

ethanol (64-17-5) + phenyldiazomethane (908094-04-2) → (2-ethylphenyl)methanol (767-90-8)

formaldehyd (50-00-0) + 2-ethylphenylmagnesium bromide (21450-63-5) → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
With diethyl ether

ethanol (64-17-5) + N-benzyl-N-nitrosobenzamide (10575-94-7) → benzoic acid benzyl ester (120-51-4) + N-benzylbenzamide (1485-70-7) + (2-ethylphenyl)methanol (767-90-8) + benzoic acid (65-85-0)

Conditions	Yield
weitere Produkten: Benzylamin,Aethylnitrit,salpetrige Saeure;

diethyl ether (60-29-7) + benzyl bromide (100-39-0) + orthoformic acid diethyl ester; sodium-compound → (2-ethylphenyl)methanol (767-90-8)

sodium phenoxide (139-02-6) + benzyl potassium (2785-29-7) + ethyl ester of p-toluenesulfonic acid (80-40-0) → (2-ethylphenyl)methanol (767-90-8) + Phenetole (103-73-1)

formaldehyd (50-00-0) + ethylbenzene (100-41-4) → (RS)-2-phenyl-1-propanol (1123-85-9) + (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
multistep reaction; optional ortho and alpha hydroxymethylation of alkylarenes;
Yield given. Multistep reaction. Yields of byproduct given;

2-ethylbenzyl chloride (1467-06-7) → (2-ethylphenyl)methanol (767-90-8)

2-ethylbenzoyl chloride (76118-05-3) → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
With lithium aluminium tetrahydride

1,3-dihydroisobenzofuran (496-14-0) + methyl iodide (74-88-4) → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
With naphthalene; lithium 1.) THF, 0 deg C, 2 h, 2.) THF, -10 deg C, 60 min; Yield given. Multistep reaction;
With naphthalene; lithium 1) THF, 0 deg C, 1.5 h, 2) THF, 0 deg C, 60 min; Yield given. Multistep reaction;

1,3-dihydro-1-methylisobenzofuran (38189-85-4) → 1-O-tolyl-ethanol (7287-82-3) + (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
With naphthalene; water; lithium 1) THF, 0 deg C, 3 h; Yield given. Multistep reaction. Yields of byproduct given;

benzyl chloride (100-44-7) + alcoholic KOH-solution → (2-ethylphenyl)methanol (767-90-8)

ethanol (64-17-5) + benzyl chloride (100-44-7) + zinc dust → (2-ethylphenyl)methanol (767-90-8) + toluene (108-88-3)

benzyl chloride (100-44-7) + alcoholic potassium acetate → Benzyl acetate (140-11-4) + (2-ethylphenyl)methanol (767-90-8) + benzyl alcohol (100-51-6)

sulfuric acid (7664-93-9) + 2-ethylbenzoic acid (612-19-1) + lead-cathode → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
bei der elektrolytischen Reduktion;

benzyl iodoethyl ether (54555-84-9) + diethyl ether (60-29-7) + magnesium → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
nachfolgend Zersetzung;

(diethoxymethyl)benzene (774-48-1) + hydrogen + used nickel catalyst → ethanol (64-17-5) + (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
at 180℃;

ethanol (64-17-5) + N,N,N-tribenzyl methylammonium iodide (18265-23-1) + sodium amalgam → N-methyldibenzylamine (102-05-6) + (2-ethylphenyl)methanol (767-90-8)

ethanol (64-17-5) + allyl-dibenzyl-methyl-ammonium; iodide (111413-94-6) + sodium amalgam → (2-ethylphenyl)methanol (767-90-8) + N-allyl-N-α-methylbenzylamine (2520-97-0)

ethanol (64-17-5) + benzyldimethylphenylammonium chloride (3204-68-0) + sodium → (2-ethylphenyl)methanol (767-90-8) + N,N-dimethyl-aniline (121-69-7)

1,3-dihydroisobenzofuran (496-14-0) → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1) sec-BuLi / 1) THF, -40 deg C, 2 h, 2) THF, 1 h 2: 1) Li, naphthalene, 2) H2O / 1) THF, 0 deg C, 3 h View Scheme

ortho-ethylaniline (578-54-1) → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
Multi-step reaction with 2 steps 2: NaBH4 / methanol / Heating View Scheme

1-bromo-2-ethylbenzene (1973-22-4) → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: 1.) magnesium / 1.) ether 2: LiAlH4 / diethyl ether View Scheme

ethylbenzene (100-41-4) → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
Multi-step reaction with 2 steps 1: 16.8 percent / SnCl4 / CHCl3 View Scheme

2-Ethyltoluene (611-14-3) → (2-ethylphenyl)methanol (767-90-8)

Conditions	Yield
With Cellulosimicrobium cellulans EB-8-4 at 30℃; for 10h; pH=7; Microbiological reaction; K-buffer containing glucose; Enzymatic reaction; regioselective reaction;	94 %Chromat.

N,N-diisopropylcarbamoyl chloride (19009-39-3) + (2-ethylphenyl)methanol (767-90-8) → 2-ethylbenzyl N,N-diisopropylcarbamate (1086338-61-5)

Conditions	Yield
Stage #1: (2-ethylphenyl)methanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; Inert atmosphere; Stage #2: N,N-diisopropylcarbamoyl chloride In tetrahydrofuran; mineral oil at 20℃; for 48h; Inert atmosphere;	98%

(2-ethylphenyl)methanol (767-90-8) → 1-(bromomethyl)-2-ethylbenzene (57825-29-3)

Conditions	Yield
With phosphorus tribromide In diethyl ether at 20℃; for 0.166667h;	94%
With bromine; triphenylphosphine In dichloromethane Bromination; Heating;	80%
With hydrogen bromide

(2-ethylphenyl)methanol (767-90-8) + allyl bromide (106-95-6) → 1-allyloxymethyl-2-ethylbenzene

Conditions	Yield
Stage #1: (2-ethylphenyl)methanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: allyl bromide In tetrahydrofuran; mineral oil at 0 - 20℃;	90%

(2-ethylphenyl)methanol (767-90-8) + benzoyl chloride (98-88-4) → 2-ethylbenzyl benzoate (1070881-24-1)

Conditions	Yield
With pyridine at 0℃; for 1.5h;	89%

(2-ethylphenyl)methanol (767-90-8) + p-benzoquinone (106-51-4) → 4-hydroxyphenyl 2-ethylbenzoate

Conditions	Yield
With tert.-butylhydroperoxide; copper(II) acetate monohydrate In water; dimethyl sulfoxide at 100 - 110℃; for 20h; Sealed tube;	68%

(2-ethylphenyl)methanol (767-90-8) → 2-ethylbenzoic acid (612-19-1)

Conditions	Yield
With oxygen; eosin y In acetonitrile at 20℃; Irradiation;	65%

(Z)-1-bromo-2-(triisopropylsilyloxymethyl)but-2-ene (1044749-61-2) + (2-ethylphenyl)methanol (767-90-8) → (E)-1-(2-ethylbenzyloxy)-2-(triisopropylsilyloxymethyl)but-2-ene (1044750-04-0)

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 20℃; for 16h;	63%

4-amino-2-methylpyrimidine-5-carbaldehyde (73-68-7) + (2-ethylphenyl)methanol (767-90-8) → 2-Methyl-6-(2-trifluoromethyl-phenyl)-pyrido[2,3-d]pyrimidin-7-ylamine (76574-74-8)

Conditions	Yield
With sodium ethanolate In ethanol for 4h; Heating;	45%

(2-ethylphenyl)methanol (767-90-8) + 3-(2-((triethylsilyl)peroxy)propan-2-yl)cyclohexanone → (±)-(1R*,5S*)-1-((2-ethylbenzyl)oxy)-4,4-dimethyl-2,3-dioxabicyclo[3.3.1]nonane

Conditions	Yield
With toluene-4-sulfonic acid In dichloromethane at 25℃;	30%

naphthalene (91-20-3) + (2-ethylphenyl)methanol (767-90-8) → 1-Benzyl-naphthalene (611-45-0)

Conditions	Yield
With phosphorus pentoxide

(2-ethylphenyl)methanol (767-90-8) + methylmagnesium bromide (75-16-1) → ethylbenzene (100-41-4)

Conditions	Yield
at 160 - 180℃;

(2-ethylphenyl)methanol (767-90-8) → anthracene (120-12-7)

Conditions	Yield
With phosphorus pentaoxide

(2-ethylphenyl)methanol (767-90-8) → 1-Phenyl-1-propanol (93-54-9)

Conditions	Yield
With sodium at 130 - 210℃;

(2-ethylphenyl)methanol (767-90-8) → 2-ethylbenzaldehyde (22927-13-5)

Conditions	Yield
With chromium(III) oxide; sulfuric acid
With chromium(VI) oxide; silica gel In diethyl ether; dichloromethane for 24h;
With dipyridinium dichromate; trichloroacetic acid In acetonitrile at 19.99℃; Kinetics; Further Variations:; Temperatures;

(2-ethylphenyl)methanol (767-90-8) → 4-chlorobenzaldehyde (104-88-1)

Conditions	Yield
With iodine; chlorine

(2-ethylphenyl)methanol (767-90-8) → 2-ethylbenzyl chloride (1467-06-7)

Conditions	Yield
With thionyl chloride; N,N-diethylaniline
With thionyl chloride
With thionyl chloride In benzene Heating;
With thionyl chloride In benzene

(2-ethylphenyl)methanol (767-90-8) + acetic acid (64-19-7) → acetic acid-(2-ethyl-benzyl ester) (100058-58-0)

Conditions	Yield
With potassium acetate

(2-ethylphenyl)methanol (767-90-8) + toluene (108-88-3) → 1-methyl-4-(phenylmethyl)benzene (620-83-7)

Conditions	Yield
With tin(IV) chloride
With phosphorus pentoxide

(2-ethylphenyl)methanol (767-90-8) + benzene (71-43-2) → Diphenylmethane (101-81-5)

Conditions	Yield
With titanium tetrachloride
With aluminium trichloride

(2-ethylphenyl)methanol (767-90-8) + benzene (71-43-2) → anthracene (120-12-7)

Conditions	Yield
With aluminium trichloride

Upstream product

• 50-00-0 formaldehyd 
• 21450-63-5 2-ethylphenylmagnesium bromide 
• 64-17-5 ethanol 
• 10575-94-7 N-benzyl-N-nitrosobenzamide 
• 60-29-7 diethyl ether 
• 100-39-0 benzyl bromide 
• 139-02-6 sodium phenoxide 
• 2785-29-7 benzyl potassium 
• 80-40-0 ethyl ester of p-toluenesulfonic acid 
• 612-19-1 2-ethylbenzoic acid 
• 22927-13-5 2-ethylbenzaldehyde 
• 76118-05-3 2-ethylbenzoyl chloride 
• 496-14-0 1,3-dihydroisobenzofuran 
• 74-88-4 methyl iodide 

Downstream Products

• 611-45-0 1-Benzyl-naphthalene 
• 76574-74-8 2-Methyl-6-(2-trifluoromethyl-phenyl)-pyrido[2,3-d]pyrimidin-7-ylamine 
• 101-81-5 Diphenylmethane 
• 793-23-7 1,4-dibenzylbenzene 
• 15180-20-8 1,3-dibenzylbenzene 
• 612-19-1 2-ethylbenzoic acid 
• 611-14-3 2-Ethyltoluene 
• 22927-13-5 2-ethylbenzaldehyde 
• 1410807-21-4 4-(2-ethylphenylmethyl)-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one 
• 1410806-88-0 C₁₆H₂₂O₃ 
• 1410807-90-7 4-(2-ethylphenylmethyl)-5-isopropyl-1H-pyrazol-3-yl β-d-glucopyranoside 
• 1410807-67-8 4-(2-ethylphenylmethyl)-5-isopropyl-1H-pyrazol-3-yl 2,3,4,6-tetra-O-acetyl-β-d-glucopyranoside 
• 910777-83-2 2-ethylbenzyl methanesulfonate 
• 1070881-24-1 2-ethylbenzyl benzoate 

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