2-Chloro-3-hydroxy-4-methoxybenzaldehyde
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2-Chloro-3-hydroxy-4-methoxybenzaldehyde
structure -
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CAS No:
37687-57-3
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Formula:
C8H7ClO3
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Chemical Name:
2-Chloro-3-hydroxy-4-methoxybenzaldehyde
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Synonyms:
Benzaldehyde,2-chloro-3-hydroxy-4-methoxy-;p-Anisaldehyde,2-chloro-3-hydroxy-;Isovanillin,2-chloro-;2-Chloro-3-hydroxy-4-methoxybenzaldehyde;2-Chloroisovanillin
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CAS No:
2-Chloro-3-hydroxy-4-methoxybenzaldehyde Basic Attributes
186.59
186.59
253-627-9
8XV7BKD7BX
DTXSID60191125
Safety Information
NONH for all modes of transport
3
36/37/38
26-36
Xi
P261-P305 + P351 + P338
H315-H319-H335
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 39 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
2-Chloro-3-hydroxy-4-methoxybenzaldehyde Use and Manufacturing
Neat sulfuryl chloride (14.85 g, 110mmol, 1.1 eq.) was added dropwise over 5 minutes to a solution of isovanillin (15.00 g, 100 mmol, 1 eq)in 120 mL of glacial acetic acid in an ice-water bath. After 2 hours of stirring with ice-water bath cooling, the reaction was filtered, washed with cold acetic acid, and dried under vacuum to afford 14.16 g ofwhite solid. HPLC and 1H-NMR indicate indicated the presence of unreacted isovanillin. This solid wasdissolved in boiling ethanol and recrystallized to yield 11.91 g (80percent) of fluffy white needles (mp = 200.0– 209.9 °C). 1H-NMR indicated <1percent isovanillin after one recrystallization. 1H NMR (300 MHz, CDCl3): 10.19 (s, 1H, CHO), 9.83 (d, J = 31.4 Hz, 1H, OH), 7.41 (d, J = 8.6 Hz, 1H, ArH), 7.12 (d, J = 8.6 Hz, 1H, ArH), 3.93 (s, 3H, OCH3); 1H-NMR (300 MHz, DMSO-d6): 10.19 (s, 1H, CHO), 9.89 (s, 1H, OH), 7.42 (d, J = 8.6Hz, 1H, Ar-H), 7.12 (d, J = 8.6 Hz, 1H, Ar-H), 3.93 (s, 3H, OMe); EI-MS m/z: 187 (M+2), 185 (M+, 100percent), 171, 157, 143, 129, 115, 107, 99, 79, 65, 51. UV-Vis: 215.3, 237.2, 283.8 nm.Step 1
Computed Properties
Molecular Weight:186.59
XLogP3:1.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:186.0083718
Monoisotopic Mass:186.0083718
Topological Polar Surface Area:46.5
Heavy Atom Count:12
Complexity:162
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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2-Chloro-3-hydroxy-4-methoxybenzaldehyde
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