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2973-59-3

2973-59-3 Structure

2973-59-3 Structure
IdentificationMore
[Name]

2-Bromoisovanillin
[CAS]

2973-59-3
[Synonyms]

2-BROMO-5-HYDROXY-4-METHOXYBENZALDEHYDE
5-BROMOISOVANILIN
5-BROMOISOVANILLIN
AKOS 235-16
5-BROMOISOVANILLIN (2-Bromo-5-Hydroxy-p-Anisaldehyde)
2-Bromo-5-Hydroxy-4-Anisaldehyde
2-Bromo-5-hydroxy-p-anisaldehyde
Bromo-5-hydroxy-p-anisaldehyde
2-bromo-5-hydroxy-4-methyoxybenzaldehyde
2-Bromo-5-hydroxy-4-methoxybenzaldehyde 95%
2-Bromo-5-hydroxy-4-methoxybenzaldehyde95%
2-BROMO-5-HYDROXY-4-METHYLBENZALDEHYDE 97%
2-Bromoisovanillin
[EINECS(EC#)]

1592732-453-0
[Molecular Formula]

C8H7BrO3
[MDL Number]

MFCD00195552
[Molecular Weight]

231.04
[MOL File]

2973-59-3.mol
Questions And AnswerBack Directory
[Synthesis]

1-Bromo-4-tert-butyldimethylsiloxy-3-methoxy-6-(2-methoxyethylidene)-benzene (AP-15): 200 mg (0.54 mmol) AP-15 was stirred vigorously for 24 hours in 20 mL of tetrahydrofuran: 90% formic acid aqueous solution (4:1). The mixture was then combined with 20 mL of water, and the tetrahydrofuran was distilled off. The residue was extracted three times with 20 mL of ethyl acetate. The combined organic phases were washed with about 20 mL of saturated sodium bicarbonate aqueous solution until neutral, and then washed with 20 mL of ethyl acetate by shaking. The combined organic phases were dried over sodium sulfate, filtered, and evaporated. Subsequent column chromatography (15 g silica gel, eluent: petroleum ether: ethyl acetate = 2:1) yielded 20 mg (15% of theoretical value) of colorless L1 crystals and 40 mg of 6-bromoisovanillin (32% of theoretical value) of colorless AP-28 crystals, melting point 106–108 °C.


Synthetic Route of 2-Bromoisovanillin

Figure 2-Bromoisovanillin Synthetic Route

Chemical PropertiesBack Directory
[Melting point ]

98-100°C
[Boiling point ]

320.8±37.0 °C(Predicted)
[density ]

1.653±0.06 g/cm3(Predicted)
[vapor pressure ]

0-0.001Pa at 25-60℃
[storage temp. ]

Keep in dark place,Sealed in dry,Room Temperature
[solubility ]

soluble in Methanol
[form ]

Solid:particulate/powder
[pka]

8.69±0.23(Predicted)
[color ]

White to Light yellow
[BRN ]

1942858
[InChI]

InChI=1S/C8H7BrO3/c1-12-8-3-6(9)5(4-10)2-7(8)11/h2-4,11H,1H3
[InChIKey]

AHYSXUDLJOFNAB-UHFFFAOYSA-N
[SMILES]

C(=O)C1=CC(O)=C(OC)C=C1Br
[LogP]

2.2 at 22℃ and pH5
[CAS DataBase Reference]

2973-59-3(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S37/39:Wear suitable gloves and eye/face protection .
[WGK Germany ]

3
[REACH Registrations]

Active
[HS Code ]

2913000090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Chronic 2
Skin Sens. 1
Hazard InformationBack Directory
[Chemical Properties]

White to off-white crystalline powder
[Uses]

2-Bromo-5-hydroxy-4-methoxybenzaldehyde was used in the synthesis of 4-bromo-2-methoxy-5-(2-methoxyethenyl)phenol.
[Synthesis Reference(s)]

Chemical and Pharmaceutical Bulletin, 26, p. 3113, 1978 DOI: 10.1248/cpb.26.3113
Spectrum DetailBack Directory
[Spectrum Detail]

2-Bromoisovanillin(2973-59-3)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

2973-59-3(sigmaaldrich)
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