Conditions | Yield |
---|---|
Stage #1: methanol; acetonitrile With hydrogenchloride; cetyltrimethylammonium chloride In hexane at -10℃; for 6h; Large scale; Stage #2: methanol at 40℃; for 4h; pH=5-6; Reagent/catalyst; Temperature; Large scale; | 95.16% |
Stage #1: methanol; acetonitrile With hydrogenchloride In 1,3,5-trimethyl-benzene at 0 - 25℃; for 8h; Large scale; Stage #2: With ammonia at 0 - 39℃; for 8h; pH=5 - 6; Solvent; Large scale; | 87% |
Stage #1: methanol; acetonitrile With hydrogenchloride In 1,3,5-trimethyl-benzene at 0 - 25℃; Large scale; Stage #2: With ammonia at 37 - 39℃; for 8h; pH=5-6; Solvent; Large scale; | 87% |
Conditions | Yield |
---|---|
With ammonia at 0 - 40℃; pH=5.6; | 80% |
methanol
1,1-dichloro-1-nitroethane
sodium methylate
Trimethyl orthoacetate
Conditions | Yield |
---|---|
Irradiation; | 56% |
1,1-dimethoxyethylene
acetaldehyde
A
Trimethyl orthoacetate
B
trans-Crotonaldehyde
C
crotonic acid methyl ester
D
acetic acid methyl ester
Conditions | Yield |
---|---|
at 150℃; |
methanol
diethyl ether
1-((2-chloroethyl)oxy)ethanimine hydrochloride
A
Trimethyl orthoacetate
B
1,1-divinyloxy-1-methoxyethane
Conditions | Yield |
---|---|
With potassium tert-butylate Yield given. Yields of byproduct given; |
Conditions | Yield |
---|---|
With triethylamine at 37℃; Irradiation; gas phase alcoholysis; Yield given; |
Trimethyl orthoacetate
diethyl (2R,3R)-tartrate
diethyl (4R)-trans-2-methoxy-2-methyl-1,3-dioxolan-4,5-dicarboxylate
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In dichloromethane at 20℃; for 12h; | 100% |
With sulfuric acid In benzene at 80℃; | 98% |
Trimethyl orthoacetate
tris(trimethylsilyloxy)ethylene
3,3-Dimethoxy-2-(trimethylsiloxy)butansaeure-trimethylsilylester
Conditions | Yield |
---|---|
With trimethylsilyl trifluoromethanesulfonate In dichloromethane at 0℃; for 16h; | 100% |
Trimethyl orthoacetate
(2R,3S)-methyl 2,3-dihydroxy-3-(4-methoxyphenyl)propanoate
(4R,5S)-2-Methoxy-5-(4-methoxy-phenyl)-2-methyl-[1,3]dioxolane-4-carboxylic acid methyl ester
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid | 100% |
Trimethyl orthoacetate
4-methoxy-2-(trimethylsilyloxy)furan
methyl 5-(1,1-dimethoxyethyl)tetronate
Conditions | Yield |
---|---|
With titanium tetrachloride In dichloromethane -95 deg C, 1 h, RT., 2 days; | 100% |
Trimethyl orthoacetate
allyl 4-O-benzyl-α-L-rhamnopyranoside
allyl 2-O-acetyl-4-O-benzyl-α-L-rhamnopyranoside
Conditions | Yield |
---|---|
Stage #1: Trimethyl orthoacetate; allyl 4-O-benzyl-α-L-rhamnopyranoside With toluene-4-sulfonic acid In acetonitrile Stage #2: With acetic acid In water; acetonitrile | 100% |
Stage #1: Trimethyl orthoacetate; allyl 4-O-benzyl-α-L-rhamnopyranoside With toluene-4-sulfonic acid In acetonitrile at 20℃; for 1h; Stage #2: With acetic acid In water; acetonitrile at 20℃; for 1h; Cooling with ice; | 98% |
With toluene-4-sulfonic acid In acetonitrile 1a) 50 deg C, b) 12 h, r. t.; | 85% |
Trimethyl orthoacetate
4-methoxy-5H-furan-2-one
methyl 5-(1,1-dimethoxyethyl)tetronate
Conditions | Yield |
---|---|
zinc dibromide | 100% |
With n-butyllithium; boron trifluoride diethyl etherate 1.) ether, hexane, -78 deg C, 2.) ether:THF=10:1, -78 deg C; Yield given. Multistep reaction; |
Trimethyl orthoacetate
toluene-4-sulfonic acid
methyl p-toluene sulfonate
Conditions | Yield |
---|---|
at 20℃; for 0.5h; | 100% |
In dichloromethane for 0.5h; Ambient temperature; | 96% |
Trimethyl orthoacetate
methyl (4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside
methyl (2-O-acetyl-4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside
Conditions | Yield |
---|---|
Stage #1: Trimethyl orthoacetate; methyl (4-O-benzyl-α-L-rhamnopyranosyl)-(1->3)-2-acetamido-2-deoxy-4,6-O-isopropylidene-β-D-glucopyranoside With toluene-4-sulfonic acid In acetonitrile at 20℃; for 1h; Stage #2: With water; acetic acid at 20℃; for 0.5h; Further stages.; | 100% |
Trimethyl orthoacetate
allyl 2,6-di-O-benzyl-α-D-galactopyranoside
allyl 4-O-acetyl-2,6-di-O-benzyl-α-D-galactopyranoside
Conditions | Yield |
---|---|
Stage #1: Trimethyl orthoacetate; allyl 2,6-di-O-benzyl-α-D-galactopyranoside With pyridinium p-toluenesulfonate In acetonitrile for 0.166667h; Stage #2: With acetic acid In water; acetonitrile for 1.5h; | 100% |
Trimethyl orthoacetate
4-aminosalicylic acid
2-methyl-6-benzoxazole carboxylic acid
Conditions | Yield |
---|---|
at 100℃; for 0.0833333h; Microwave irradiation; | 100% |
at 100℃; for 0.0833333h; Microwave irradiation; | 95% |
46% |
Conditions | Yield |
---|---|
With p-toluenesulfonic acid monohydrate; sodium methylate In methanol | 100% |
With p-toluenesulfonic acid monohydrate In methanol at 5 - 20℃; for 3.5h; | 100% |
Trimethyl orthoacetate
2-nitro-4-trifluoromethylbenzoic acid
methyl 2-nitro-4-trifluoromethylbenzoate
Conditions | Yield |
---|---|
In toluene at 80℃; for 16h; | 100% |
Trimethyl orthoacetate
trifluoroacetic anhydride
1,1,1-trifluoro-4,4-dimethoxy-but-3-en-2-one
Conditions | Yield |
---|---|
With pyridine In dichloromethane at 20℃; for 18h; | 100% |
With pyridine In chloroform at 20℃; Cooling with ice; | 92% |
With pyridine In chloroform at 20℃; for 12h; | 75% |
With pyridine In chloroform at 20℃; for 12h; Inert atmosphere; | 75% |
Trimethyl orthoacetate
N-(2-bromo-4-(difluoromethoxy)phenyl)-6-chloro-2-methylpyrimidine-4,5-diamine
9-(2-bromo-4-(difluoromethoxy)phenyl)-6-chloro-2,8-dimethyl-9H-purine
Conditions | Yield |
---|---|
With acetic acid In acetonitrile for 18h; Reflux; | 100% |
Trimethyl orthoacetate
Conditions | Yield |
---|---|
In acetonitrile at 85℃; for 18h; | 100% |
Trimethyl orthoacetate
2-amino-6-bromo-N-methylbenzamide
5-bromo-2,3-dimethyl-3H-quinazolin-4-one
Conditions | Yield |
---|---|
With hydrogenchloride In 1,4-dioxane; 1-methyl-pyrrolidin-2-one at 110℃; for 9h; | 100% |
Conditions | Yield |
---|---|
With trifluoroacetic acid In chloroform-d1 at 20℃; for 1h; | 100% |
Conditions | Yield |
---|---|
With trifluoroacetic acid In dimethylsulfoxide-d6 at 20℃; for 1h; | 100% |
Conditions | Yield |
---|---|
With trifluoroacetic acid In dimethylsulfoxide-d6 at 20℃; for 1h; | 100% |
Trimethyl orthoacetate
3-chloro-5-bromo-1,2-diaminobenzene
5-bromo-7-chloro-2-methyl-1H-benzo[d]imidazole
Conditions | Yield |
---|---|
With ytterbium(III) triflate at 90℃; for 1h; | 100% |
Trimethyl orthoacetate
3-methyl-2-buten-1-ol
ethyl 3,3-dimethylpent-4-enoate
Conditions | Yield |
---|---|
With phenol at 130 - 160℃; for 16h; Johnson-Claisen Rearrangement; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
In methanol at 135℃; for 0.25h; Microwave irradiation; | 100% |
Trimethyl orthoacetate
benzylamine hydrochloride
N-(phenylmethyl)acetamide
Conditions | Yield |
---|---|
In methanol at 135℃; for 0.25h; Microwave irradiation; | 100% |
Trimethyl orthoacetate
3-phenylpropylamine hydrochloride
N-acetyl-3-phenylpropylamine
Conditions | Yield |
---|---|
for 2h; Reflux; | 100% |
Trimethyl orthoacetate
amantadine hydrochloride
N-(1-adamantyl)acetamide
Conditions | Yield |
---|---|
In methanol at 135℃; for 0.25h; Microwave irradiation; | 100% |
Trimethyl orthoacetate
benzyl 4,6-O-benzylidene-α-D-mannopyranoside
Conditions | Yield |
---|---|
With (R)-10-camphorsulfonic acid In acetonitrile at 0 - 20℃; for 2h; | 100% |
Trimethyl orthoacetate
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at 60℃; for 1h; | 100% |
Conditions | Yield |
---|---|
Stage #1: Trimethyl orthoacetate; 4-O-benzyl-3-O-(4-methoxybenzyloxy)-6-O-thexyldimethylsilyl-5a-carba-α-D-glucopyranose With toluene-4-sulfonic acid In acetonitrile at 20℃; for 1h; Inert atmosphere; Stage #2: acetic acid In water; acetonitrile for 1h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With propionic acid at 125℃; for 2h; Temperature; Claisen Rearrangement; | 99.5% |
With propionic acid at 105℃; for 4.5h; | 87% |
With propionic acid at 100 - 105℃; |
Trimethyl orthoacetate
1,6-anhydro-2-azido-2-deoxy-β-D-galactopyranose
1,6-Anhydro-2-azido-2-desoxy-3,4-O-(methyl-orthoacetyl)-β-D-galactopyranose
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid In benzene for 0.666667h; | 99% |
Molecular Structure of Trimethyl orthoacetate (CAS No.1445-45-0):
Molecular Formula: C5H12O3
Molecular Weight: 120.14698
IUPAC Name: 1,1,1-Trimethoxyethane
CAS No: 1445-45-0
EINECS: 215-892-9
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 3
Polar Surface Area: 27.69 Å2
Index of Refraction: 1.383
Molar Refractivity: 30.41 cm3
Molar Volume: 130.2 cm3
Surface Tension: 23 dyne/cm
Density: 0.922 g/cm3
Flash Point: 16.7 °C
Enthalpy of Vaporization: 33.25 kJ/mol
Boiling Point: 108 °C at 760 mmHg
Vapour Pressure: 30.9 mmHg at 25°C
Solubility: Hydrolysis in water
Storage Temp.: Flammables area
Appearance: Clear colourless to slightly brown liquid
Canonical SMILES: CC(OC)(OC)OC
InChI: InChI=1S/C5H12O3/c1-5(6-2,7-3)8-4/h1-4H3
InChIKey: HDPNBNXLBDFELL-UHFFFAOYSA-N
Product Categories: Orthoesters
Safety Information of Trimethyl orthoacetate (CAS No.1445-45-0):
Hazard Codes: F,Xi
Risk Statements: 11-43-38-36/37/38
R11:Highly flammable.
R43:May cause sensitization by skin contact.
R38:Irritating to skin.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 16-37/39-24-33-26-7/9
S16:Keep away from sources of ignition.
S37/39:Wear suitable gloves and eye/face protection.
S24:Avoid contact with skin.
S33:Take precautionary measures against static discharges.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S7:Keep container tightly closed.
S9:Keep container in a well-ventilated place.
RIDADR: UN 3272 3/PG 2
WGK Germany: 1
HazardClass: 3
PackingGroup: II
HS Code: 29159080
Trimethyl orthoacetate (CAS No.1445-45-0), it also can be called 1,1,1-Trimethoxyethane ; Orthoacetic acid, trimethyl ester ; Ethane, 1,1,1-trimethoxy- .
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