| Identification | More | [Name]
2,3,4-Trimethoxybenzaldehyde | [CAS]
2103-57-3 | [Synonyms]
2,3,4-TRIMETHOXYBENZALDEHYDE
2,3,4 TRIMETHOXYBENZYLALDEHYDE
AKOS BBS-00003174
2,3,4-trimethoxy-benzaldehyd
2,3,4-TMB
2,3,4-Trimethoxybenzaldehyde, 99+%
Benzaldehyde, 2,3,4-trimethoxy-
2,3,4-trimethoxybenzaldehyde (intermediate of trimetazidine.)
2,3,4-Trimetoxybenzaldehyde
4.2,3,4-trimethoxybenzaldehyde
2,3,4-TRIMETHOXYBENZALDEHYDE, 98+% | [EINECS(EC#)]
218-271-0 | [Molecular Formula]
C10H12O4 | [MDL Number]
MFCD00003310 | [Molecular Weight]
196.2 | [MOL File]
2103-57-3.mol |
| Chemical Properties | Back Directory | [Appearance]
white to light yellow crystals or cryst. powder | [Melting point ]
38-40 °C(lit.)
| [Boiling point ]
168-170 °C12 mm Hg(lit.)
| [density ]
1.2166 (rough estimate) | [refractive index ]
n20/D 1.5547(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Inert atmosphere,2-8°C | [solubility ]
methanol: 0.1 g/mL, clear
| [form ]
Crystals or Crystalline Powder | [color ]
White to light yellow | [Sensitive ]
Air Sensitive | [BRN ]
981091 | [InChI]
InChI=1S/C10H12O4/c1-12-8-5-4-7(6-11)9(13-2)10(8)14-3/h4-6H,1-3H3 | [InChIKey]
UCTUXUGXIFRVGX-UHFFFAOYSA-N | [SMILES]
C(=O)C1=CC=C(OC)C(OC)=C1OC | [CAS DataBase Reference]
2103-57-3(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzaldehyde, 2,3,4-trimethoxy-(2103-57-3) | [EPA Substance Registry System]
2103-57-3(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,C | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R34:Causes burns. | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S27:Take off immediately all contaminated clothing .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [TSCA ]
Yes | [HS Code ]
29124900 |
| Raw materials And Preparation Products | Back Directory | [Raw materials]
Gallic acid-->Benzenemethanamine, 2,3,4-trimethoxy-N,N-dimethyl--->2,3,4-TRIMETHOXYBENZYL ALCOHOL-->2,3,4-Trihydroxybenzaldehyde-->1,2,3-Trimethoxybenzene-->Formaldehyde-->Phosphorus oxitrichloride-->[(difluoromethyl)thio]benzene-->Iodomethane-->Acetone | [Preparation Products]
Trimethoprim-->Phenethyl alcohol-->2,3-Dimethoxy-5-methyl-p-benzoquinone-->2,3,4-TRIMETHOXYPHENYLACETIC ACID-->Trimetazidine-->trans-2,3,4-Trimethoxycinnamic acid-->Lomerizine hydrochloride-->(2E)-1-(3-nitrophenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one-->1-methyl-3,5-bis(2,3,4-trimethoxybenzylidene)-4-piperidinone-->1,2,3,4-tetramethoxy-5-allylbenzene |
| Hazard Information | Back Directory | [Description]
2,3,4-Trimethoxybenzaldehyde is a white crystalline powder, and the chemical formula is C 10H 12O 4; the molecular weight is 196.2; the fusing point is 38-40 degrees, and is a kind of important medicine intermediate; it is mainly used in new type drug Ca2+ Synthesizing of channel blocker. The alternative cerebral arteries that are used for this medicine reduce the headache incidence, mainly for the preparation of the intermediate of trimetazidine.
| [Synthesis]
A coking gallic acid is utilized as a raw material, and dimethyl sulfate is utilized as an alkylate reagent; under the condition of the existence of sodium hydroxide, methylation is performed through an O-alkylation reaction to obtain an intermediate 1, 2, 3-trimethoxybenzene. After that, the 1,2, 3-trimethoxybenzene and a Vilsmeier-Haack reagent are subjected to a formylation reaction to get the 2,3,4-Trimethoxybenzaldehyde. | [Chemical Properties]
white to light yellow crystals or cryst. powder | [Uses]
2,3,4-Trimethoxybenzaldehyde is a trimethoxylated aromatic aldehyde. 2,3,4-Trimethoxybenzaldehyde is an Impurity of the anti-anginal drug Trimetazidine (T795610). | [References]
[1] Organic and Biomolecular Chemistry, 2014, vol. 12, # 22, p. 3721 - 3734
[2] Molecules, 2015, vol. 20, # 5, p. 9229 - 9241
[3] Justus Liebigs Annalen der Chemie, 1972, vol. 763, p. 109 - 120 |
| Spectrum Detail | Back Directory | [Spectrum Detail]
2,3,4-Trimethoxybenzaldehyde(2103-57-3)MS
2,3,4-Trimethoxybenzaldehyde(2103-57-3)1HNMR
2,3,4-Trimethoxybenzaldehyde(2103-57-3)13CNMR
2,3,4-Trimethoxybenzaldehyde(2103-57-3)IR1
2,3,4-Trimethoxybenzaldehyde(2103-57-3)IR2
2,3,4-Trimethoxybenzaldehyde(2103-57-3)Raman
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