Product Name

  • Name

    2-Methyl-3-biphenylmethanol

  • EINECS 1312995-182-4
  • CAS No. 76350-90-8
  • Article Data25
  • CAS DataBase
  • Density 1.073 g/cm3
  • Solubility Insoluble in water, soluble in ethanol, benzene and toluene
  • Melting Point 73-76 °C(lit.)
  • Formula C14H14O
  • Boiling Point 330.922 °C at 760 mmHg
  • Molecular Weight 198.265
  • Flash Point 143.013 °C
  • Transport Information
  • Appearance white to light yellow crystal powder
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 76350-90-8 (2-Methyl-3-biphenylmethanol)
  • Hazard Symbols
  • Synonyms 2-Methyl-3-phenylbenzylalcohol;2-Methylbiphenyl-3-ylmethanol;3-Hydroxymethyl-2-methylbiphenyl;2-Methyl-3-biphenylmethanol;
  • PSA 20.23000
  • LogP 3.15430

Synthetic route

3-bromo-2-methylbenzyl alcohol
83647-43-2

3-bromo-2-methylbenzyl alcohol

phenylboronic acid
98-80-6

phenylboronic acid

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

Conditions
ConditionsYield
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
502483-86-5

1,3-dihydro-4-phenylisobenzofuran

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

Conditions
ConditionsYield
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]
84541-46-8

3-chloromethyl-2-methyl-[1,1'-biphenyl]

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

Conditions
ConditionsYield
With tetrabutylammomium bromide; water; sodium acetate at 100℃; for 15h; Reagent/catalyst;91%
Bifenthrin

Bifenthrin

A

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(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
76023-99-9

(1R,3R)-3-((Z)-2-chloro-3,3,3-trifluoroprop-1-en-1-yl)-2,2,-dimethylcyclopropane-1-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In methanol for 2h; Hydrolysis; Heating;
C14H12OLi(1-)*Li(1+)

C14H12OLi(1-)*Li(1+)

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

Conditions
ConditionsYield
Stage #1: C14H12OLi(1-)*Li(1+) With water at -78℃; for 0.5h;
Stage #2: With water at -78 - 20℃; Further stages.;
4-bromo-1,3-dihydro-2-benzofuran

4-bromo-1,3-dihydro-2-benzofuran

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

Conditions
ConditionsYield
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
576-23-8

2,3-dimethylbromobenzene

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

Conditions
ConditionsYield
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
127168-82-5

1-bromo-2,3-bis(bromomethyl)benzene

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

Conditions
ConditionsYield
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
bifenthrin

bifenthrin

A

3-(2-chloro-3,3,3-trifluoroprop-1-en-yl)-2,2-dimethylcyclopropanecarboxylic acid
74609-46-4

3-(2-chloro-3,3,3-trifluoroprop-1-en-yl)-2,2-dimethylcyclopropanecarboxylic acid

B

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

Conditions
ConditionsYield
With carboxylesterase EstSt7 from Sulfolobus tokodaii strain 7; water In ethanol at 80℃; pH=9; Kinetics; Enzymatic reaction;
3-bromo-2-methylbenzoic acid
76006-33-2

3-bromo-2-methylbenzoic acid

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

Conditions
ConditionsYield
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
89951-60-0

2-methyl-[1,1'-biphenyl]-3-carbaldehyde

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

Conditions
ConditionsYield
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
99548-54-6

methyl 3-bromo-2-methylbenzoate

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

Conditions
ConditionsYield
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
78246-90-9

cyhalothrin chloride

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(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
82657-04-3

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
ConditionsYield
With hexamethylenetetramine at 40 - 45℃; for 5h; Temperature; Reagent/catalyst; Large scale;98.5%
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

3-chloromethyl-2-methyl-[1,1'-biphenyl]
84541-46-8

3-chloromethyl-2-methyl-[1,1'-biphenyl]

Conditions
ConditionsYield
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 acetonitrile87%
With thionyl chloride at 20℃;77%
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

[2-methyl-(1,1'-biphenyl)-3-yl]-methyl bromide

[2-methyl-(1,1'-biphenyl)-3-yl]-methyl bromide

Conditions
ConditionsYield
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
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

(2-methyl-[1,1′-biphenyl]-3-yl)methanamine
1061650-37-0

(2-methyl-[1,1′-biphenyl]-3-yl)methanamine

Conditions
ConditionsYield
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
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

trimethyl[(2-methylbiphenyl-3-yl)methoxy]silane
1316808-61-3

trimethyl[(2-methylbiphenyl-3-yl)methoxy]silane

Conditions
ConditionsYield
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
136918-14-4

phthalimide

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

2-((2-methyl-[1,1′-biphenyl]-3-yl)methyl)isoindoline-1,3-dione

2-((2-methyl-[1,1′-biphenyl]-3-yl)methyl)isoindoline-1,3-dione

Conditions
ConditionsYield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 20℃; for 24h; Inert atmosphere;92%
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

(2-methyl-3-phenylphenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate
107686-57-7

(2-methyl-3-phenylphenyl)methyl 2,2-dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate

Conditions
ConditionsYield
In pyridine; diethyl ether for 3h; Ambient temperature;85%
2,5-dibromopyridine
624-28-2

2,5-dibromopyridine

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

5-bromo-2-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyridine

5-bromo-2-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyridine

Conditions
ConditionsYield
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
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

2-chloro-4,6-dimethoxypyrimidine
13223-25-1

2-chloro-4,6-dimethoxypyrimidine

4,6-dimethoxy-2-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyrimidine

4,6-dimethoxy-2-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyrimidine

Conditions
ConditionsYield
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
67-56-1

methanol

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

methyl 2-methyl-[1,1’-biphenyl]-3-carboxylate

methyl 2-methyl-[1,1’-biphenyl]-3-carboxylate

Conditions
ConditionsYield
With oxygen at 70℃; under 750.075 Torr; for 48h;81%
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

2-methyl-[1,1'-biphenyl]-3-carbaldehyde
89951-60-0

2-methyl-[1,1'-biphenyl]-3-carbaldehyde

Conditions
ConditionsYield
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
2973-78-6

3-bromo-4-hydroxybenzylaldehyde

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

3-bromo-4-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)benzaldehyde

3-bromo-4-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)benzaldehyde

Conditions
ConditionsYield
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
95652-81-6

6-chloro-2-methoxy-3-pyridinecarboxaldehyde

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

2-methoxy-6-[(2-methyl-3-phenyl-phenyl)methoxy]pyridine-3-carbaldehyde

2-methoxy-6-[(2-methyl-3-phenyl-phenyl)methoxy]pyridine-3-carbaldehyde

Conditions
ConditionsYield
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
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

2-methyl-[1,1’-biphenyl]-3-carboxylic acid
115363-11-6

2-methyl-[1,1’-biphenyl]-3-carboxylic acid

Conditions
ConditionsYield
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
(S)-tert-butyl 2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(3-bromo-4-hydroxyphenyl)propanoate

(S)-tert-butyl 2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(3-bromo-4-hydroxyphenyl)propanoate

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

(S)-tert-butyl 2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-{3-bromo-4-[(2-methyl-1,1’-biphenyl-3-yl)methoxy]phenyl}propanoate

(S)-tert-butyl 2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-{3-bromo-4-[(2-methyl-1,1’-biphenyl-3-yl)methoxy]phenyl}propanoate

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0℃; Inert atmosphere;66%
(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

2-hydroxy-4-((2-methyl-[1,1′-biphenyl]-3-yl)methoxy)benzaldehyde

2-hydroxy-4-((2-methyl-[1,1′-biphenyl]-3-yl)methoxy)benzaldehyde

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 20℃; Cooling with ice;64%
ethyl 4-((2',3,3',5-tetrafluoro-5'-hydroxy-[1,1'-biphenyl]-4-yl)oxy)butanoate

ethyl 4-((2',3,3',5-tetrafluoro-5'-hydroxy-[1,1'-biphenyl]-4-yl)oxy)butanoate

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

ethyl 4-((2',3,3',5-tetrafluoro-5'-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)-[1,1'-biphenyl]-4-yl)oxy)butanoate

ethyl 4-((2',3,3',5-tetrafluoro-5'-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)-[1,1'-biphenyl]-4-yl)oxy)butanoate

Conditions
ConditionsYield
With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine In tetrahydrofuran; toluene at 0 - 20℃; for 11h; Mitsunobu Displacement; Inert atmosphere;64%
3-((5-amino-2-formylphenoxy)methyl)benzonitrile

3-((5-amino-2-formylphenoxy)methyl)benzonitrile

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

3-((2-formyl-5-(((2-methyl-[1,1′-biphenyl]-3-yl)methyl)amino)phenoxy)methyl)benzonitrile

3-((2-formyl-5-(((2-methyl-[1,1′-biphenyl]-3-yl)methyl)amino)phenoxy)methyl)benzonitrile

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide; acetonitrile for 11h; Reflux;57%
syringaldehyde
22080-96-2

syringaldehyde

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

2,6-dimethoxy-4-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)benzaldehyde

2,6-dimethoxy-4-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)benzaldehyde

Conditions
ConditionsYield
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
5-bromo-2-(methylsulfonyl)-4-(2,2,2-trifluoroethoxy)pyrimidine

5-bromo-2-(methylsulfonyl)-4-(2,2,2-trifluoroethoxy)pyrimidine

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

5-bromo-2-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)-4-(2,2,2-trifluoroethoxy)pyrimidine

5-bromo-2-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)-4-(2,2,2-trifluoroethoxy)pyrimidine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h;53%
5-bromo-4-(4-((tert-butyldimethylsilyl)oxy)butoxy)-2-chloropyrimidine

5-bromo-4-(4-((tert-butyldimethylsilyl)oxy)butoxy)-2-chloropyrimidine

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

5-bromo-4-(4-((tert-butyldimethylsilyl)oxy)butoxy)-2-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyrimidine

5-bromo-4-(4-((tert-butyldimethylsilyl)oxy)butoxy)-2-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyrimidine

Conditions
ConditionsYield
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%
5-(((5-bromo-2-chloropyrimidin-4-yl)oxy)methyl)nicotinonitrile

5-(((5-bromo-2-chloropyrimidin-4-yl)oxy)methyl)nicotinonitrile

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

5-(((5-bromo-2-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyrimidin-4-yl)oxy)methyl)nicotinonitrile

5-(((5-bromo-2-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyrimidin-4-yl)oxy)methyl)nicotinonitrile

Conditions
ConditionsYield
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
145742-50-3

4-amino-5-chloro-2-methoxybenzaldehyde

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

5-chloro-2-methoxy-4-(((2-methyl-[1,1′-biphenyl]-3-yl)methyl)amino)benzaldehyde

5-chloro-2-methoxy-4-(((2-methyl-[1,1′-biphenyl]-3-yl)methyl)amino)benzaldehyde

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 18h; Reflux;47%
5-bromo-4-methoxy-2-(methylsulfonyl)pyrimidine

5-bromo-4-methoxy-2-(methylsulfonyl)pyrimidine

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

5-bromo-4-methoxy-2-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyrimidine

5-bromo-4-methoxy-2-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)pyrimidine

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h;40.8%
6-hydroxynaphthalene-2-carbaldehyde
78119-82-1

6-hydroxynaphthalene-2-carbaldehyde

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

6-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)-2-naphthaldehyde

6-((2-methyl-[1,1'-biphenyl]-3-yl)methoxy)-2-naphthaldehyde

Conditions
ConditionsYield
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
4-bromo-3-methoxy-1-(methylsulfonyl)-6,7-dihydro-5H-cyclopenta[c]pyridine

4-bromo-3-methoxy-1-(methylsulfonyl)-6,7-dihydro-5H-cyclopenta[c]pyridine

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

4-bromo-3-methoxy-1-((2-methyl-[1,1‘-biphenyl]-3-yl)methoxy)-6,7-dihydro-5H-cyclopenta[c]pyridine

4-bromo-3-methoxy-1-((2-methyl-[1,1‘-biphenyl]-3-yl)methoxy)-6,7-dihydro-5H-cyclopenta[c]pyridine

Conditions
ConditionsYield
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
39828-37-0

2,4-dihydroxy-5-methylbenzaldehyde

(2-methyl-[1,1'-biphenyl]-3-yl)methanol
76350-90-8

(2-methyl-[1,1'-biphenyl]-3-yl)methanol

2-hydroxy-5-methyl-4-[(2-methyl-[1,1'-biphenyl]-3-yl)methoxy]benzaldehyde

2-hydroxy-5-methyl-4-[(2-methyl-[1,1'-biphenyl]-3-yl)methoxy]benzaldehyde

Conditions
ConditionsYield
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 40℃; Mitsunobu Displacement;37%

2-Methyl-3-biphenylmethanol Specification

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%.

2-Methyl-3-biphenylmethanol can be used to produce 2,2-dimethyl-3-(2-methyl-propenyl)-cyclopropanecarboxylic acid 2-methyl-biphenyl-3-ylmethyl ester at the ambient temperature

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

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