3-bromo-2-methylbenzyl alcohol
phenylboronic acid
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium hydrogencarbonate In ethanol; toluene at 80℃; for 0.5h; Suzuki-Miyaura Coupling; Inert atmosphere; | 98% |
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; cesium acetate In tetrahydrofuran Suzuki-Miyaura Coupling; Reflux; | 98% |
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium hydrogencarbonate In ethanol; toluene at 80℃; for 3h; Inert atmosphere; | 98% |
1,3-dihydro-4-phenylisobenzofuran
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
Stage #1: 1,3-dihydro-4-phenylisobenzofuran With lithium; 4,4'-di-tert-butylbiphenyl In tetrahydrofuran at -78℃; for 3h; Stage #2: With water In tetrahydrofuran at -78℃; for 0.333333h; Stage #3: With water In tetrahydrofuran at -78 - 20℃; Further stages.; | 95% |
Multi-step reaction with 2 steps 1.1: Li; DTBB / tetrahydrofuran / 3 h / -78 °C 2.1: H2O / 0.5 h / -78 °C 2.2: H2O / -78 - 20 °C View Scheme |
3-chloromethyl-2-methyl-[1,1'-biphenyl]
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; water; sodium acetate at 100℃; for 15h; Reagent/catalyst; | 91% |
A
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
B
(1R,3R)-3-((Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2,-dimethylcyclopropane-1-carboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide In methanol for 2h; Hydrolysis; Heating; |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
Stage #1: C14H12OLi(1-)*Li(1+) With water at -78℃; for 0.5h; Stage #2: With water at -78 - 20℃; Further stages.; |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: palladium 2.1: Li; DTBB / tetrahydrofuran / 3 h / -78 °C 3.1: H2O / 0.5 h / -78 °C 3.2: H2O / -78 - 20 °C View Scheme |
2,3-dimethylbromobenzene
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: N-bromosuccinimide; AIBN 2.1: tetrabutylammonium hydroxide / dioxane 3.1: palladium 4.1: Li; DTBB / tetrahydrofuran / 3 h / -78 °C 5.1: H2O / 0.5 h / -78 °C 5.2: H2O / -78 - 20 °C View Scheme |
1-bromo-2,3-bis(bromomethyl)benzene
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: tetrabutylammonium hydroxide / dioxane 2.1: palladium 3.1: Li; DTBB / tetrahydrofuran / 3 h / -78 °C 4.1: H2O / 0.5 h / -78 °C 4.2: H2O / -78 - 20 °C View Scheme |
A
3-(2-chloro-3,3,3-trifluoroprop-1-en-yl)-2,2-dimethylcyclopropanecarboxylic acid
B
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With carboxylesterase EstSt7 from Sulfolobus tokodaii strain 7; water In ethanol at 80℃; pH=9; Kinetics; Enzymatic reaction; |
3-bromo-2-methylbenzoic acid
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: borane-THF / tetrahydrofuran / 20 °C / Cooling with ice 2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium hydrogencarbonate / toluene; ethanol / 0.5 h / 80 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: borane-THF / tetrahydrofuran / 15 h / 0 - 20 °C / Inert atmosphere 2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium hydrogencarbonate / ethanol; toluene / 0.5 h / 80 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 2 steps 1: borane-THF / tetrahydrofuran / 15 h / 0 - 20 °C / Inert atmosphere 2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; sodium hydrogencarbonate / toluene; ethanol / 0.5 h / 80 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1.1: sulfuric acid / 60 °C 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C 2.2: 1 h / 0 °C 3.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 3 h / 100 °C / Inert atmosphere View Scheme |
2-methyl-[1,1'-biphenyl]-3-carbaldehyde
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With hydrogen In isopropyl alcohol; toluene at 80℃; under 9000.9 Torr; for 2h; Solvent; Temperature; Reagent/catalyst; Pressure; Autoclave; |
methyl 3-bromo-2-methylbenzoate
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C 1.2: 1 h / 0 °C 2.1: potassium carbonate; tetrakis(triphenylphosphine) palladium(0) / 1,4-dioxane; water / 3 h / 100 °C / Inert atmosphere View Scheme |
cyhalothrin chloride
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
rel-(1R,3R)-(2-methyl[1,1'-biphenyl]-3-yl)methyl 3-[(1Z)-2-chloro-3,3,3-trifluoro-1-propenyl]-2,2-dimethylcyclopropanecarboxylate
Conditions | Yield |
---|---|
With hexamethylenetetramine at 40 - 45℃; for 5h; Temperature; Reagent/catalyst; Large scale; | 98.5% |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
3-chloromethyl-2-methyl-[1,1'-biphenyl]
Conditions | Yield |
---|---|
With thionyl chloride In N,N-dimethyl-formamide; toluene at 20℃; for 1h; | 98% |
With thionyl chloride In N,N-dimethyl-formamide; toluene at 20℃; for 1h; | 98% |
With thionyl chloride In acetonitrile | 87% |
With thionyl chloride at 20℃; | 77% |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With phosphorus tribromide In tetrahydrofuran at 20℃; for 0.5h; | 96% |
With carbon tetrabromide; triphenylphosphine In tetrahydrofuran at 20℃; for 4h; Cooling with ice; | 96% |
With N-Bromosuccinimide; triphenylphosphine In dichloromethane for 1h; Cooling with ice; | 95% |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
(2-methyl-[1,1′-biphenyl]-3-yl)methanamine
Conditions | Yield |
---|---|
Stage #1: (2-methyl-[1,1'-biphenyl]-3-yl)methanol With hydrazine hydrate In ethanol for 3h; Reflux; Stage #2: With hydrogenchloride In ethanol; water for 0.5h; Reflux; | 96% |
1,1,1,3,3,3-hexamethyl-disilazane
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
trimethyl[(2-methylbiphenyl-3-yl)methoxy]silane
Conditions | Yield |
---|---|
With asymmetric salen type di-Schiff base-based zinc complex supported on Fe3O4 nanoparticles at 20℃; for 0.25h; | 95% |
With cross-linked poly((30percent)4-vinylpyridine/(70percent)styrene) copolymer-supported bismuth(III) triflate In dichloromethane at 20℃; for 0.166667h; | 91% |
phthalimide
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 24h; Inert atmosphere; | 92% |
3-(2-methyl-1-propenyl)-2,2-dimethylcyclopropanecarbonyl chloride
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
(2-methyl-3-phenylphenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
Conditions | Yield |
---|---|
In pyridine; diethyl ether for 3h; Ambient temperature; | 85% |
2,5-dibromopyridine
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With 1,4,7,10,13,20-Hexaoxa<13.1>(1,2)benzenophan; potassium hydroxide In toluene for 1.5h; Reflux; Dean-Stark; | 84% |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
2-chloro-4,6-dimethoxypyrimidine
Conditions | Yield |
---|---|
Stage #1: (2-methyl[1,1'-biphenyl]-3-yl)methanol With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 0.5h; Stage #2: 2-chloro-4,6-dimethoxypyrimidine In N,N-dimethyl-formamide at 0 - 20℃; for 2h; | 83% |
methanol
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With oxygen at 70℃; under 750.075 Torr; for 48h; | 81% |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
2-methyl-[1,1'-biphenyl]-3-carbaldehyde
Conditions | Yield |
---|---|
With Dess-Martin periodane In dichloromethane at 20℃; for 0.5h; | 80% |
With Dess-Martin periodane In dichloromethane for 0.5h; | 57.2% |
With Dess-Martin periodane In dichloromethane at 20℃; for 0.5h; |
3-bromo-4-hydroxybenzylaldehyde
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; for 17h; Inert atmosphere; | 77% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 20h; Mitsunobu Displacement; Cooling with ice; | 35% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 20h; Cooling with ice; | 35% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; | 106.9 mg |
6-chloro-2-methoxy-3-pyridinecarboxaldehyde
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With palladium diacetate; caesium carbonate; tert-butyl XPhos In toluene at 80℃; Buchwald-Hartwig Coupling; | 71% |
With palladium diacetate; caesium carbonate; tert-butyl XPhos In toluene at 80℃; for 24h; Inert atmosphere; | 41% |
With palladium diacetate; caesium carbonate; tert-butyl XPhos In toluene at 80℃; for 4h; Buchwald-Hartwig Coupling; Inert atmosphere; Sealed tube; | 38% |
With palladium diacetate; caesium carbonate; tert-butyl XPhos In toluene at 80℃; Inert atmosphere; |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
2-methyl-[1,1’-biphenyl]-3-carboxylic acid
Conditions | Yield |
---|---|
With sodium bromate; sodium hydrogen sulfate In acetonitrile for 1.5h; Reflux; | 70% |
With sodium bromate; sodium hydrogensulfate monohydrate In acetonitrile for 1.5h; Reflux; | |
With Jones reagent In acetone at 25℃; for 6h; | 28 g |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; Inert atmosphere; | 66% |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
2,4-Dihydroxybenzaldehyde
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Cooling with ice; | 64% |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine In tetrahydrofuran; toluene at 0 - 20℃; for 11h; Mitsunobu Displacement; Inert atmosphere; | 64% |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide; acetonitrile for 11h; Reflux; | 57% |
syringaldehyde
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 20h; Mitsunobu Displacement; Cooling with ice; | 56% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; for 20h; Cooling with ice; | 56% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 23℃; for 18.1667h; Inert atmosphere; | 27% |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; | |
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 22h; Mitsunobu Displacement; Inert atmosphere; | 699 mg |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h; | 53% |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
Stage #1: (2-methyl[1,1'-biphenyl]-3-yl)methanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: 5-bromo-4-(4-((tert-butyldimethylsilyl)oxy)butoxy)-2-chloropyrimidine In tetrahydrofuran; mineral oil at 20℃; for 3h; | 49% |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
Stage #1: (2-methyl[1,1'-biphenyl]-3-yl)methanol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 0.5h; Stage #2: 5-(((5-bromo-2-chloropyrimidin-4-yl)oxy)methyl)nicotinonitrile In tetrahydrofuran; mineral oil at 20℃; for 3h; | 47% |
4-amino-5-chloro-2-methoxybenzaldehyde
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 18h; Reflux; | 47% |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h; | 40.8% |
6-hydroxynaphthalene-2-carbaldehyde
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 25℃; | 40% |
Stage #1: 6-hydroxynaphthalene-2-carbaldehyde; (2-methyl[1,1'-biphenyl]-3-yl)methanol With triphenylphosphine In tetrahydrofuran for 0.25h; Stage #2: With di-isopropyl azodicarboxylate In tetrahydrofuran for 10h; | 3 g |
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
Stage #1: (2-methyl[1,1'-biphenyl]-3-yl)methanol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Stage #2: 4-bromo-3-methoxy-1-(methylsulfonyl)-6,7-dihydro-5H-cyclopenta[c]pyridine In N,N-dimethyl-formamide at 20℃; for 6h; | 39% |
2,4-dihydroxy-5-methylbenzaldehyde
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 40℃; Mitsunobu Displacement; | 37% |
The 2-Methyl-3-biphenylmethanol, with the CAS registry number 76350-90-8, is also known as 3-Hydroxymethyl-2-methylbiphenyl. It belongs to the product categories of Aromatic alcohols and diols; Alkohols; Pesticide; C9 to C30; Oxygen Compounds; Aromatics; Intermediates & Fine Chemicals; Pharmaceuticals. This chemical's molecular formula is C14H14O and molecular weight is 198.26. What's more, its systematic name is (2-Methyl-3-biphenylyl)methanol. This chemical should be sealed and stored in a cool and dry place. Moreover, it should be protected from oxides. It is used as as Bifenthrin intermediate.
Physical properties of 2-Methyl-3-biphenylmethanol are: (1)ACD/LogP: 3.252; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 3.25; (4)ACD/LogD (pH 7.4): 3.25; (5)ACD/BCF (pH 5.5): 174.41; (6)ACD/BCF (pH 7.4): 174.41; (7)ACD/KOC (pH 5.5): 1399.98; (8)ACD/KOC (pH 7.4): 1399.98; (9)#H bond acceptors: 1; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 20.23 Å2; (13)Index of Refraction: 1.587; (14)Molar Refractivity: 62.121 cm3; (15)Molar Volume: 184.81 cm3; (16)Polarizability: 24.627×10-24cm3; (17)Surface Tension: 42.5 dyne/cm; (18)Density: 1.073 g/cm3; (19)Flash Point: 143.013 °C; (20)Enthalpy of Vaporization: 60.541 kJ/mol; (21)Boiling Point: 330.922 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.
Uses of 2-Methyl-3-biphenylmethanol: it can be used to produce 2,2-dimethyl-3-(2-methyl-propenyl)-cyclopropanecarboxylic acid 2-methyl-biphenyl-3-ylmethyl ester at the ambient temperature. It will need solvents diethyl ether, pyridine with the reaction time of 3 hours. The yield is about 85%.
You can still convert the following datas into molecular structure:
(1)SMILES: OCc2cccc(c1ccccc1)c2C
(2)Std. InChI: InChI=1S/C14H14O/c1-11-13(10-15)8-5-9-14(11)12-6-3-2-4-7-12/h2-9,15H,10H2,1H3
(3)Std. InChIKey: BGTLHJPGBIVQLJ-UHFFFAOYSA-N
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View