Product Name

  • Name

    Benzaldehyde dimethyl acetal

  • EINECS 214-413-0
  • CAS No. 1125-88-8
  • Article Data264
  • CAS DataBase
  • Density 1 g/cm3
  • Solubility decomposes in water
  • Melting Point 87-89 °C (18 mmHg)
  • Formula C9H12O2
  • Boiling Point 199.711 °C at 760 mmHg
  • Molecular Weight 152.193
  • Flash Point 69.444 °C
  • Transport Information UN 3271
  • Appearance Clear colorless liquid
  • Safety 23-24/25-37/39-36-26
  • Risk Codes 22-36/37/38
  • Molecular Structure Molecular Structure of 1125-88-8 (Benzaldehyde dimethyl acetal)
  • Hazard Symbols HarmfulXn
  • Synonyms Benzaldehyde,dimethyl acetal (6CI,7CI,8CI);(Dimethoxymethyl)benzene;Dimethoxyphenylmethane;NSC 286137;Phenyldimethoxymethane;a,a-Dimethoxytoluene;a-Methoxybenzyl methyl ether;
  • PSA 18.46000
  • LogP 1.97800

Synthetic route

benzaldehyde
100-52-7

benzaldehyde

trimethyl orthoformate
149-73-5

trimethyl orthoformate

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With [Sc2(C4O4)3]n In tetrachloromethane at 60℃; for 1h;100%
With lithium tetrafluoroborate In methanol for 0.5h; Heating;100%
indium(III) triflate In dichloromethane at 20℃; for 0.0833333h;99%
methanol
67-56-1

methanol

benzaldehyde
100-52-7

benzaldehyde

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With trimethyl orthoformate at 20℃; for 0.5h;99%
With cobalt(II) 2-propyliminomethyl-phenolate functionalized mesoporous silica for 2h; Reflux;99%
With Zr6(µ3-O)4(µ3-OH)4(2,2-bis(trifluoromethyl)-4,4’-biphenyldicarboxylate)4[Cu(2,2'-bipyridine-5,5’-dicarboxylate)(MeCN)I](C6H3(NH-CO-C6H4-SO3H)(PhCOO)2) at 20℃; for 2h; Catalytic behavior; Reagent/catalyst;99%
methanol
67-56-1

methanol

3,3,5-triphenyl-1,2,4-trioxolane
23246-12-0

3,3,5-triphenyl-1,2,4-trioxolane

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

benzophenone
119-61-9

benzophenone

C

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With chlorosulfonic acid for 80h;A 75%
B 95%
C 25%
3,3,5-triphenyl-1,2,4-trioxolane
23246-12-0

3,3,5-triphenyl-1,2,4-trioxolane

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

benzophenone
119-61-9

benzophenone

C

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With chlorosulfonic acid In methanol for 80h;A 75%
B 95%
C 25%
methanol
67-56-1

methanol

toluene
108-88-3

toluene

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

C

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With sodium perchlorate; Tris(2,4-dibromophenyl)amine In dichloromethane indirect electrochemical oxidation; Yields of byproduct given;A 95%
B n/a
C n/a
With lithium perchlorate direct electrochemical oxidation; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
methanol
67-56-1

methanol

3-chloro-3-phenyl-3H-diazirine
4460-46-2

3-chloro-3-phenyl-3H-diazirine

A

benzylidene dichloride
98-87-3

benzylidene dichloride

B

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

C

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
at 80℃; for 6h; Mechanism; other 3-chloro-3-aryldiazirines;A n/a
B 95%
C 1%
at 80℃; for 6h;A n/a
B 95%
C 1%
Methoxytrimethylsilane
1825-61-2

Methoxytrimethylsilane

benzaldehyde
100-52-7

benzaldehyde

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
trimethylsilyl trifluoromethanesulfonate In dichloromethane at -78℃; for 3h; Product distribution;94%
trimethylsilyl trifluoromethanesulfonate In dichloromethane at -78℃; for 3h;94%
trimethylsilyl trifluoromethanesulfonate In dichloromethane at -78℃; for 3h;94%
In dichloromethane at -78℃; for 0.0833333h;
styrene
292638-84-7

styrene

methanol
67-56-1

methanol

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With 2-Picolinic acid; ferrous(II) sulfate heptahydrate; dihydrogen peroxide at 20 - 60℃; for 12h; Schlenk technique; Molecular sieve;93%
With potassium trifluoroacetate at 55 - 60℃; electrochemical oxidation;42 % Spectr.
With tert.-butylhydroperoxide; C30H29ClN4ORu(2+)*2F6P(1-) at 50℃; Catalytic behavior; Kinetics; Reagent/catalyst; Schlenk technique; Molecular sieve;87 %Chromat.
With zinc indium sulfide; phenylmethanethiol for 15h; Irradiation;81 %Chromat.
methanol
67-56-1

methanol

1-propenylbenzene
873-66-5

1-propenylbenzene

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With 2-Picolinic acid; ferrous(II) sulfate heptahydrate; dihydrogen peroxide at 20 - 60℃; for 12h; Schlenk technique; Molecular sieve;93%
methanol
67-56-1

methanol

2-phenyl-1,3-oxathiolane
5721-88-0

2-phenyl-1,3-oxathiolane

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With N-Bromosuccinimide at 20℃; for 0.166667h;92%
methanol
67-56-1

methanol

benzaldehyde
100-52-7

benzaldehyde

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With oxygen; Pd5-Bi2-Pb1-Fe1/(100)SiO2-MgOA 90.3%
B n/a
With oxygen; Pd5-Bi2-Fe1/(100)SiO2-MgOA 88.8%
B n/a
With oxygen; Pd5-Bi2-Pb1-Co1/(100)SiO2A 88.6%
B n/a
methanol
67-56-1

methanol

3-α-bromobenzyloxy-3-fluorodiazirine
138173-30-5

3-α-bromobenzyloxy-3-fluorodiazirine

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
In acetonitrile at 25℃; Rate constant; Mechanism; also in the presence of HCl or bases, use of CD3OD/CD3CN, also with ethylene glycol or piperidine;90%
methanol
67-56-1

methanol

[bis(acetoxy)iodo]benzene
3240-34-4

[bis(acetoxy)iodo]benzene

benzaldehyde benzylidenehydrazone
28867-76-7

benzaldehyde benzylidenehydrazone

A

iodobenzene
591-50-4

iodobenzene

B

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With sodium methylate at 0 - 25℃; for 48h; Product distribution; Var. aldazines and alcohols;A n/a
B 88%
methanol
67-56-1

methanol

benzaldehyde benzylidenehydrazone
28867-76-7

benzaldehyde benzylidenehydrazone

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With [bis(acetoxy)iodo]benzene; sodium methylate at 0 - 25℃; for 48h;88%
tetramethylorthosilicate
681-84-5

tetramethylorthosilicate

benzaldehyde
100-52-7

benzaldehyde

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
trimethylsilyl iodide In dichloromethane 1.) -78 deg C, 3 h, 2.) RT, 4h;87%
With hydrogenchloride
methanol
67-56-1

methanol

N-Benzylidenemethylamine
622-29-7

N-Benzylidenemethylamine

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With bromine for 1h; Heating;87%
methanol
67-56-1

methanol

2-phenyl-1,3-dithiane
5616-55-7

2-phenyl-1,3-dithiane

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With N-Bromosuccinimide at 20℃; for 0.0833333h;86%
trifluoroacetic acid-methyl ester
431-47-0

trifluoroacetic acid-methyl ester

sodium methylate
124-41-4

sodium methylate

benzaldehyde
100-52-7

benzaldehyde

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
In methanol at 20℃; Inert atmosphere;85%
methanol
67-56-1

methanol

chalcone epoxide
5411-12-1

chalcone epoxide

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

C

2-hydroxy-3-methoxy-1,3-diphenylpropan-1-one
412017-63-1

2-hydroxy-3-methoxy-1,3-diphenylpropan-1-one

Conditions
ConditionsYield
With tetraethylammonium bromide at 25℃; Product distribution; reaction in CH3OD and nitromethane (1:50); in acetic acid; retention/inversion products;A 2%
B 13%
C 84%
benzaldehyde
100-52-7

benzaldehyde

2,2-dimethoxy-propane
77-76-9

2,2-dimethoxy-propane

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With toluene-4-sulfonic acid at 70℃; Addition;84%
With toluene-4-sulfonic acid67%
methanol
67-56-1

methanol

1,2-dimethoxyethylbenzene
32345-80-5, 4013-37-0

1,2-dimethoxyethylbenzene

A

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

B

1-phenyl-1,1,2-trimethoxyethane
143191-51-9

1-phenyl-1,1,2-trimethoxyethane

Conditions
ConditionsYield
With potassium fluoride; 100 mA cm-2 at 60℃; Product distribution; various supporting electrolytes and anode materials;A 82%
B 10%
With potassium fluoride at 60℃; 100 mA cm-2, Pt anode;A 82%
B 10%
styrene
292638-84-7

styrene

methanol
67-56-1

methanol

A

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

B

1,2-dimethoxyethylbenzene
32345-80-5, 4013-37-0

1,2-dimethoxyethylbenzene

C

1,4-dimethoxy-1,4-diphenylbutane
32673-77-1

1,4-dimethoxy-1,4-diphenylbutane

D

1-phenyl-1,2,2-trimethoxy ethane
54845-42-0

1-phenyl-1,2,2-trimethoxy ethane

Conditions
ConditionsYield
With potassium fluoride at 60℃; 100 mA cm-2, Pt anode; Further byproducts given;A 1%
B 80%
C 3%
D 5%
With TPC at 60℃; 100 mA cm-2, C anode;A 16%
B 45%
C 13%
D 2%
styrene
292638-84-7

styrene

methanol
67-56-1

methanol

A

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

B

1,2-dimethoxyethylbenzene
32345-80-5, 4013-37-0

1,2-dimethoxyethylbenzene

C

1,4-dimethoxy-1,4-diphenylbutane
32673-77-1

1,4-dimethoxy-1,4-diphenylbutane

D

1-phenyl-1,2,2-trimethoxy ethane
54845-42-0

1-phenyl-1,2,2-trimethoxy ethane

E

meso-1,4-dimethoxy-2,3-diphenylbutane
80621-69-8

meso-1,4-dimethoxy-2,3-diphenylbutane

F

1,4-dimethoxy-1,3-diphenylbutane
80634-49-7

1,4-dimethoxy-1,3-diphenylbutane

Conditions
ConditionsYield
With potassium fluoride; 100 mA cm-2 at 60℃; Product distribution; various supporting electrolytes and anode materials;A 1%
B 80%
C 3%
D 5%
E 2%
F 2%
methanol
67-56-1

methanol

benzaldehyde
100-52-7

benzaldehyde

acetophenone
98-86-2

acetophenone

A

acetophenone dimethyl acetal
4316-35-2

acetophenone dimethyl acetal

B

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With CoCl2 for 2h; Heating;A n/a
B 77%
benzylidene dichloride
98-87-3

benzylidene dichloride

trimethyl orthoformate
149-73-5

trimethyl orthoformate

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
at 225℃; for 39h;76%
With zinc(II) chloride at 20 - 25℃; for 1h;
methanol
67-56-1

methanol

benzaldehyde
100-52-7

benzaldehyde

A

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

B

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

C

benzoic acid
65-85-0

benzoic acid

Conditions
ConditionsYield
With Eco1a; dihydrogen peroxide In water at 20℃; for 17h; Reflux;A 76%
B 10%
C 11%
With dihydrogen peroxide; zinc(II) chloride In water at 20℃;
With oxygen at 179.84℃; under 7500.75 Torr; for 2h; Inert atmosphere;
styrene
292638-84-7

styrene

methanol
67-56-1

methanol

A

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

B

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
With tert.-butylhydroperoxide; C29H25Cl2N4Ru(1+)*F6P(1-) at 50℃; for 6h; Reagent/catalyst; Schlenk technique; Molecular sieve;A 73%
B 7%
With ozone; thiourea 1) -10-(-15) deg C, 65 min, CH3OH; 2) 0 deg C, 55 min; Yield given. Multistep reaction;
α-chlorobenzyl methyl ether
35364-99-9

α-chlorobenzyl methyl ether

trimethyl orthoformate
149-73-5

trimethyl orthoformate

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
at 20℃; for 24h;72%
α-chlorobenzyl methyl ether
35364-99-9

α-chlorobenzyl methyl ether

trimethyl orthoformate
149-73-5

trimethyl orthoformate

A

Methyl formate
107-31-3

Methyl formate

B

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
A n/a
B 72%
methanol
67-56-1

methanol

Cyclohepta-1,3,5-triene
544-25-2

Cyclohepta-1,3,5-triene

A

7-methoxy-1,3,5-cycloheptatriene
1714-38-1

7-methoxy-1,3,5-cycloheptatriene

B

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With sodium methylate; tetraethylammonium tosylate at -10 - 0℃; anodic oxidation;A 71%
B 15%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

allyl-trimethyl-silane
762-72-1

allyl-trimethyl-silane

4-methoxy-4-phenyl-1-butene
22039-97-0

4-methoxy-4-phenyl-1-butene

Conditions
ConditionsYield
With trimethylaluminum; aluminum tri-bromide; copper(I) bromide In dichloromethane; toluene at 20℃; for 3h;100%
With 2,4-dinitrobenzenesulfonic acid In acetonitrile at 20℃; for 1h; Hosomi-Sakurai reaction;99%
With 30% bis[triphenyl(3-sulfopropyl)phosphonium]HPW12O40/SiO2 In acetonitrile at 20℃; for 0.5h; Catalytic behavior; Reagent/catalyst; Solvent; Hosomi-Sakurai Reaction; Inert atmosphere; Green chemistry; chemoselective reaction;99%
4-methoxy-5H-furan-2-one
69556-70-3

4-methoxy-5H-furan-2-one

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

methyl 5-(1-methoxybenzyl)tetronate
82204-21-5

methyl 5-(1-methoxybenzyl)tetronate

Conditions
ConditionsYield
zinc dibromide100%
With n-butyllithium; boron trifluoride diethyl etherate 1.) ether, hexane, -78 deg C, 2.) ether, -78 deg C.; Yield given. Multistep reaction;
1-styrenyloxytrimethylsilane
13735-81-4

1-styrenyloxytrimethylsilane

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

3-methoxy-1,3-diphenylpropan-1-one
89524-37-8

3-methoxy-1,3-diphenylpropan-1-one

Conditions
ConditionsYield
polymeric dicyanoketene acetal In acetonitrile for 6.5h; Substitution; Heating;100%
With polymer-supported DCKA In acetonitrile for 6.5h; Heating;100%
With Celite; polystyrene-bound super Broensted acid In toluene at 20℃; flow system;99%
1-styrenyloxytrimethylsilane
13735-81-4

1-styrenyloxytrimethylsilane

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

1,3-diphenyl-propen-3-one
614-47-1

1,3-diphenyl-propen-3-one

Conditions
ConditionsYield
With chloromethyl methyl ether; tin(ll) chloride In dichloromethane for 2h; Ambient temperature;100%
1-(Trimethylsilyloxy)cyclohexene
6651-36-1

1-(Trimethylsilyloxy)cyclohexene

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

(E)-2-benzylidenecyclohexanone
5682-83-7, 31021-02-0, 1467-15-8

(E)-2-benzylidenecyclohexanone

Conditions
ConditionsYield
With acetyl chloride; tin(ll) chloride In dichloromethane for 2h; Product distribution; Ambient temperature; effect of catalyst-activator system;100%
With acetyl chloride; tin(ll) chloride In dichloromethane for 2h; Ambient temperature;100%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

tributyltin phenyl sulfide
17314-33-9

tributyltin phenyl sulfide

(methoxy(phenylthio))methylbenzene
13865-07-1

(methoxy(phenylthio))methylbenzene

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In hexane; toluene addn. of BF3*OEt2 in toluene to the acetal in toluene at -78°C and stirring for 1 h; GLC analysis;100%
With boron trifluoride diethyl etherate In hexane; toluene at -78℃; for 1h;100 % Chromat.
tert-butylisonitrile
119072-55-8, 7188-38-7

tert-butylisonitrile

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

2-methoxy-2-phenylacetonitrile
13031-13-5

2-methoxy-2-phenylacetonitrile

Conditions
ConditionsYield
With titanium tetrachloride at -78 - -30℃;100%
With titanium tetrachloride In dichloromethane at -70 - 20℃; for 3h;96%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

benzaldehyde
100-52-7

benzaldehyde

Conditions
ConditionsYield
sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate In water at 30℃; for 0.0833333h;100%
With water at 80℃; for 2h;100%
With water at 90℃; Inert atmosphere;100%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol
2936-70-1, 5624-48-6, 13992-15-9, 16758-34-2, 28244-97-5, 77481-62-0, 77481-63-1, 105088-17-3, 149495-84-1

(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
71676-30-7, 87508-18-7, 138922-03-9, 87508-17-6

(2R,4aR,6S,7R,8R,8aS)-2-Phenyl-6-phenylsulfanyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 60℃; pH=2 - 3; Inert atmosphere;100%
With 1,3,5-trichloro-2,4,6-triazine In acetonitrile at 60℃; for 0.166667h; Sonication; Inert atmosphere; regioselective reaction;95%
With iron(III) chloride In acetonitrile at 20℃; for 2.5h; regioselective reaction;92%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

2,2-Dimethyl-1,3-propanediol
126-30-7

2,2-Dimethyl-1,3-propanediol

5,5-dimethyl-2-phenyl-[1,3]dioxane
776-88-5

5,5-dimethyl-2-phenyl-[1,3]dioxane

Conditions
ConditionsYield
With camphor-10-sulfonic acid In dichloromethane Inert atmosphere;100%
With 4 A molecular sieve; camphor-10-sulfonic acid In dichloromethane for 0.5h;99%
With camphor-10-sulfonic acid In dichloromethane Ambient temperature;97%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

(2R,4R,5R)-5-Methyl-hept-6-ene-2,4-diol
163380-63-0

(2R,4R,5R)-5-Methyl-hept-6-ene-2,4-diol

(4R,6R)-4-Methyl-6-((R)-1-methyl-allyl)-2-phenyl-[1,3]dioxane

(4R,6R)-4-Methyl-6-((R)-1-methyl-allyl)-2-phenyl-[1,3]dioxane

Conditions
ConditionsYield
With camphor-10-sulfonic acid In dichloromethane at 25℃; for 1.5h;100%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

(2R,4S,5S)-5-Methyl-hept-6-ene-2,4-diol
155581-30-9

(2R,4S,5S)-5-Methyl-hept-6-ene-2,4-diol

(4R,6S)-4-Methyl-6-((S)-1-methyl-allyl)-2-phenyl-[1,3]dioxane

(4R,6S)-4-Methyl-6-((S)-1-methyl-allyl)-2-phenyl-[1,3]dioxane

Conditions
ConditionsYield
With camphor-10-sulfonic acid In dichloromethane at 25℃; for 1.5h;100%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

(Z)-(1R,4S,7R,8R)-3-Allyl-4,8-bis-benzyloxy-7-methoxymethoxy-2,2-dimethyl-cyclooct-5-ene-1,3-diol

(Z)-(1R,4S,7R,8R)-3-Allyl-4,8-bis-benzyloxy-7-methoxymethoxy-2,2-dimethyl-cyclooct-5-ene-1,3-diol

(Z)-(1S,2S,5R,6S,7R,9S)-1-Allyl-2,6-bis-benzyloxy-5-methoxymethoxy-11,11-dimethyl-9-phenyl-8,10-dioxa-bicyclo[5.3.1]undec-3-ene

(Z)-(1S,2S,5R,6S,7R,9S)-1-Allyl-2,6-bis-benzyloxy-5-methoxymethoxy-11,11-dimethyl-9-phenyl-8,10-dioxa-bicyclo[5.3.1]undec-3-ene

Conditions
ConditionsYield
With camphor-10-sulfonic acid In benzene100%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

methyl beta-D-glucopyranoside
709-50-2

methyl beta-D-glucopyranoside

(2R,4aR,6R,7R,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
71117-37-8

(2R,4aR,6R,7R,8R,8aS)-6-Methoxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 50℃; under 37.5038 Torr; for 2h;100%
With (1S)-10-camphorsulfonic acid In acetonitrile at 20℃; for 4h;93%
With iodine In acetonitrile at 20℃; for 1h;92%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

methyl α-D-galactopyranoside
3396-99-4

methyl α-D-galactopyranoside

methyl 4,6-O-benzylidene-α-D-galactopyranoside
64552-06-3

methyl 4,6-O-benzylidene-α-D-galactopyranoside

Conditions
ConditionsYield
With camphor-10-sulfonic acid In chloroform at 65℃;100%
With tetrafluoroboric acid In diethyl ether; N,N-dimethyl-formamide at 20℃; for 16h;96%
With toluene-4-sulfonic acid; 1-butyl-3-methylimidazolium Tetrafluoroborate at 80℃; for 2h;92%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

((2R,3R,4R,5S,6R)-2-Ethoxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-carbamic acid allyl ester
182865-98-1

((2R,3R,4R,5S,6R)-2-Ethoxy-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl)-carbamic acid allyl ester

((2R,4aR,6R,7R,8R,8aS)-6-Ethoxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid allyl ester
182865-71-0

((2R,4aR,6R,7R,8R,8aS)-6-Ethoxy-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-carbamic acid allyl ester

Conditions
ConditionsYield
With toluene-4-sulfonic acid In acetonitrile100%
methanol
67-56-1

methanol

benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

benzoic acid methyl ester
93-58-3

benzoic acid methyl ester

Conditions
ConditionsYield
With carbon tetrabromide; oxygen for 5h; Irradiation;100%
With hydrogenchloride; dihydrogen peroxide95%
With dihydrogen peroxide In water at 30℃; for 3h; Green chemistry;65%
With oxygen at 90℃; under 3800.26 Torr; for 2h;
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

tetraallyl tin
7393-43-3

tetraallyl tin

1-Phenyl-3-buten-1-ol
80735-94-0

1-Phenyl-3-buten-1-ol

Conditions
ConditionsYield
With trifluoroacetic acid In ethanol at 30℃; for 20h;100%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

(Z)-1-Trimethylsilanyl-5-trimethylsilanyloxy-pent-2-ene
193829-28-6

(Z)-1-Trimethylsilanyl-5-trimethylsilanyloxy-pent-2-ene

(2R,3R)-2-Phenyl-3-vinyl-tetrahydro-furan

(2R,3R)-2-Phenyl-3-vinyl-tetrahydro-furan

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In acetonitrile at -20℃; for 0.333333h;100%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

Conditions
ConditionsYield
With camphor-10-sulfonic acid In acetonitrile at 20℃; for 12h;100%
With camphor-10-sulfonic acid In acetonitrile at 20℃; regioselective reaction;93%
With toluene-4-sulfonic acid In acetonitrile for 2h; Ambient temperature; Yield given;
With camphor-10-sulfonic acid In acetonitrile at 20℃;
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

(2R,3S,4R)-3-Benzyloxy-5-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-phenyl]-1,1-bis-ethylsulfanyl-pentane-2,4-diol
199850-99-2

(2R,3S,4R)-3-Benzyloxy-5-[4-(tert-butyl-dimethyl-silanyloxy)-3,5-dimethoxy-phenyl]-1,1-bis-ethylsulfanyl-pentane-2,4-diol

{4-[(2R,4R,5S,6R)-5-Benzyloxy-6-(bis-ethylsulfanyl-methyl)-2-phenyl-[1,3]dioxan-4-ylmethyl]-2,6-dimethoxy-phenoxy}-tert-butyl-dimethyl-silane

{4-[(2R,4R,5S,6R)-5-Benzyloxy-6-(bis-ethylsulfanyl-methyl)-2-phenyl-[1,3]dioxan-4-ylmethyl]-2,6-dimethoxy-phenoxy}-tert-butyl-dimethyl-silane

Conditions
ConditionsYield
With camphor-10-sulfonic acid In benzene for 0.333333h; Ambient temperature;100%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

(2R,3R,4S,5S,6R)-2-Dicyclohexylmethylsulfanyl-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol
197164-63-9

(2R,3R,4S,5S,6R)-2-Dicyclohexylmethylsulfanyl-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

(2R,4aR,6R,7R,8R,8aS)-6-Dicyclohexylmethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol
197164-99-1

(2R,4aR,6R,7R,8R,8aS)-6-Dicyclohexylmethylsulfanyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

Conditions
ConditionsYield
With camphor-10-sulfonic acid In N,N-dimethyl-formamide at 57℃; under 20 Torr; for 3h;100%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

N-(2-hydroxycyclohexyl)-4-methylbenzenesulfonamide
58107-40-7, 69291-83-4

N-(2-hydroxycyclohexyl)-4-methylbenzenesulfonamide

(3aR,7aS)-2-Phenyl-3-(toluene-4-sulfonyl)-octahydro-benzooxazole

(3aR,7aS)-2-Phenyl-3-(toluene-4-sulfonyl)-octahydro-benzooxazole

Conditions
ConditionsYield
With 4 A molecular sieve; pyridinium p-toluenesulfonate In toluene for 48h; Heating;100%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

trans-2-(tert-butylamino)cyclohexan-1-ol
55915-78-1, 65760-72-7, 109735-34-4, 131164-09-5

trans-2-(tert-butylamino)cyclohexan-1-ol

(3a,7a-trans)-octahydro-3-(t-butyl)-2-phenylbenzoxazole

(3a,7a-trans)-octahydro-3-(t-butyl)-2-phenylbenzoxazole

Conditions
ConditionsYield
With 4 Angstroem molecular sives; pyridinium p-toluenesulfonate In toluene for 100h; Heating;100%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

phenyl-β-D-glucopyranoside
1464-44-4

phenyl-β-D-glucopyranoside

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 50℃; for 12h;100%
With sodium hydrogen sulfate; silica gel In acetonitrile at 20℃; for 4h;95%
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 0℃; for 48h;95%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

acetophenone
98-86-2

acetophenone

tributyl-(1-ethoxy-vinyloxy)-silane

tributyl-(1-ethoxy-vinyloxy)-silane

allyl-trimethyl-silane
762-72-1

allyl-trimethyl-silane

A

4-methoxy-4-phenyl-1-butene
22039-97-0

4-methoxy-4-phenyl-1-butene

B

3-phenyl-3-tributylsilanyloxy-butyric acid ethyl ester

3-phenyl-3-tributylsilanyloxy-butyric acid ethyl ester

Conditions
ConditionsYield
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at -78℃; for 9h; parallel recognition;A 100%
B 95%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

ethyl (2R,3R,4S)-4-(t-butyldimethylsilyloxy)-2,3-dihydroxy-4-phenylbutanoate
220384-85-0

ethyl (2R,3R,4S)-4-(t-butyldimethylsilyloxy)-2,3-dihydroxy-4-phenylbutanoate

ethyl (2R,3R,4S)-2,3-benzylidenedioxy-4-(t-butyldimethylsilyloxy)-4-phenylbutanoate
220384-86-1

ethyl (2R,3R,4S)-2,3-benzylidenedioxy-4-(t-butyldimethylsilyloxy)-4-phenylbutanoate

Conditions
ConditionsYield
With camphor-10-sulfonic acid In benzene for 1h; Heating;100%
With camphor-10-sulfonic acid In benzene for 1h; Cyclization; Heating;95%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

6-O-(3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine
316804-46-3

6-O-(3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

6-O-(4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine
316804-47-4

6-O-(4,6-O-benzylidene-3-deoxy-3-tosylamido-α-D-glucopyranosyl)-2,5-dideoxy-5-epi-5-fluoro-1,3-di-N-tosylstreptamine

Conditions
ConditionsYield
With toluene-4-sulfonic acid In N,N-dimethyl-formamide at 60℃; under 35 Torr; for 1h;100%
benzaldehyde dimethyl acetal
1125-88-8

benzaldehyde dimethyl acetal

ethyl (2S,3R)-3-hydroxy-2-methyl-2-(methylthio)-3-phenylpropanoate
212136-31-7

ethyl (2S,3R)-3-hydroxy-2-methyl-2-(methylthio)-3-phenylpropanoate

(2S,4R,5R)-5-Methyl-5-methylsulfanyl-2,4-diphenyl-[1,3]dioxane

(2S,4R,5R)-5-Methyl-5-methylsulfanyl-2,4-diphenyl-[1,3]dioxane

Conditions
ConditionsYield
Stage #1: ethyl (2S,3R)-3-hydroxy-2-methyl-2-(methylthio)-3-phenylpropanoate With lithium borohydride In dichloromethane at 20℃;
Stage #2: benzaldehyde dimethyl acetal With camphor-10-sulfonic acid In dichloromethane at 20℃;
100%

Benzaldehyde dimethyl acetal Chemical Properties

Molecular Formula: C9H12O2
Molar mass: 152.1904 g/mol
EINECS: 221-192-4
Density: 0.999 g/cm3
Flash Point: 69.4 °C
Index of Refraction: 1.488
Melting point: 87-89°C
Water solubility: Decomposes
Sensitive: Moisture Sensitive
Appearance: Clear colorless liquid
Boiling Point: 199.7 °C at 760 mmHg
Vapour Pressure: 0.476 mmHg at 25°C
Product categories: Biochemistry;Aromatic Ethers
Structure of Benzaldehyde dimethyl acetal (1125-88-8):
               
XLogP3-AA: 1.6
H-Bond Donor: 0
H-Bond Acceptor: 2
IUPAC Name: Dimethoxymethylbenzene
Canonical SMILES: COC(C1=CC=CC=C1)OC
InChI: InChI=1S/C9H12O2/c1-10-9(11-2)8-6-4-3-5-7-8/h3-7,9H,1-2H3 
InChIKey: HEVMDQBCAHEHDY-UHFFFAOYSA-N

Benzaldehyde dimethyl acetal Uses

 Benzaldehyde dimethyl acetal (1125-88-8) is used as reagent for oligosaccharide synthesis.

Benzaldehyde dimethyl acetal Toxicity Data With Reference

1.    

skn-rbt 500 mg/24H MLD

    FCTXAV    Food and Cosmetics Toxicology. 17 (1979),711.
2.    

orl-rat LD50:1220 mg/kg

    FCTXAV    Food and Cosmetics Toxicology. 17 (1979),711.

Carcinogenicity of Benzaldehyde dimethyl acetal (1125-88-8) hasn't been listed as a carcinogen by NTP, IARC,ACGIH, or CA Prop 65. And its toxicological properties have not been fully investigated.You can see actual entry in RTECS for complete information.

Benzaldehyde dimethyl acetal Consensus Reports

Reported in EPA TSCA Inventory.

Benzaldehyde dimethyl acetal Safety Profile

Moderately toxic by ingestion. A skin irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes: Xn
Risk Statements:
22:  Harmful if swallowed 
36:  Irritating to the eyes
37:  Irritating to the respiratory system
38:  Irritating to the skin
Safety Statements:
23:  Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer)
24:  Avoid contact with skin
25:  Avoid contact with eyes
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing 
37:  Wear suitable gloves
39:  Wear eye/face protection

Benzaldehyde dimethyl acetal Specification

 Benzaldehyde dimethyl acetal (1125-88-8) also can be called Alpha,alpha-dimethoxytoluene ; .Alpha.,.alpha.-Dimethoxytoluene ; (dimethoxymethyl)benzene ; Toluene, .alpha.,.alpha.-dimethoxy- ; benzene, (dimethoxymethyl)- .Its first aid measures and others should be known.Such as: When on the skin: should  flush skin with plenty of water immediatelyfor at least 15 minutes while removing contaminated clothing. Or in the eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. While ,it's Inhaled: Remove from exposure and move to fresh air immediately.Then you have the ingesting of the product : Wash mouth out with water.
In addition, Benzaldehyde dimethyl acetal (1125-88-8) can be stable under normal temperature and pressure conditions.It is not compatible with strong oxidizing agents,moisture, and you must not take it with incompatible materials.And also prevent it to broken down into hazardous decomposition products: irritating and toxic fumes and gases,carbon dioxide,carbon monoxide.

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