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Cas Database

Name	Methyl bromopyruvate	EINECS	N/A
CAS No.	7425-63-0	Density	1.70
PSA	43.37000	LogP	0.12340
Solubility	N/A	Melting Point	5°C(lit.)
Formula	C4H5 Br O3	Boiling Point	186.8oC at 760 mmHg
Molecular Weight	180.986	Flash Point	125oC
Transport Information	N/A	Appearance	N/A
Safety	S26;S36	Risk Codes	R36/37/38
Molecular Structure		Hazard Symbols
Synonyms	Pyruvicacid, bromo-, methyl ester (6CI,7CI,8CI); Methyl 3-bromo-2-oxopropanoate;Methyl bromopyruvate; NSC 526776	Article Data	10

Methyl bromopyruvate Synthetic route

: 27871-49-4
(S)-Methyl lactate

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

Conditions

Conditions	Yield
With N-Bromosuccinimide In tetrachloromethane for 6h; Reflux;	61%

: 600-22-6
pyruvic acid methyl ester

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

Conditions

Conditions	Yield
With tetrachloromethane; bromine am Licht;
With pyridine; bromine at 40 - 50℃;
With bromine at 65℃; unter Durchleiten von CO2;

: 67-56-1
methanol

: 1113-59-3
bromopyruvic acid

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

Conditions

Conditions	Yield
With hydrogenchloride at 20℃; for 15h;
hydrogenchloride In water at 30 - 40℃; for 9h;

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 2-chloro-6-methoxynicotinthioamide

: 2-chloro-6-methoxy-3-[4-(methoxycarbonyl)thiazol-2-yl]pyridine

Conditions

Conditions	Yield
With pyridine In ethanol at 80℃; for 3.5h; Inert atmosphere;	100%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: (R)-tert-butyl 1-amino-3-phenyl-1-thioxopropan-2-ylcarbamate

: 101924-70-3
(R)-methyl 2-(1-(tert-butoxycarbonylamino)-2-phenylethyl)thiazole-4-carboxylate

Conditions

Conditions	Yield
With calcium carbonate In ethanol at 20℃; Hantzsch cyclization; Inert atmosphere;	99%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 17356-08-0
thiourea

: 118452-04-3
methyl 2-amino-1,3-thiazole-4-carboxylate

Conditions

Conditions	Yield
In methanol for 2h; Hantzsch Thiazole Synthesis; Reflux;	93%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 73956-15-7
2,2-diethoxythioacetamide

: methyl 2-(diethoxymethyl)thiazole-4-carboxylate

Conditions

Conditions	Yield
In methanol for 1.5h; Molecular sieve; Reflux;	91%
With hydrogenchloride In methanol; water at 65℃; for 3.25h; Molecular sieve;

: 75-15-0
carbon disulfide

: 136-95-8
2-amino-benzthiazole

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: methyl 3-(benzo[d]thiazol-2-yl)-2-thioxo-2,3-dihydrothiazole-4-carboxylate

Conditions

Conditions	Yield
In toluene Reflux;	90%

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: 71368-35-9
6-methoxybenzo[d]thiazole-2-carbothioamide

: 7775-89-5
2-(6-methoxy-benzothiazol-2-yl)-thiazole-4-carboxylic acid methyl ester

Conditions

Conditions	Yield
In methanol at 20℃; for 39h; Reflux;	88%
In methanol

: 7425-63-0
methyl 3-bromo-2-oxopropanoate

: (S)-N-(tert-butoxycarbonyl)-O-(tert-butyldiphenylsilyl)serinethioamide

: methyl (S)-2-(1-tert-butoxycarbonylamino-2-tert-butyldiphenylsiloxy)ethylthiazole-4-carboxylate

Conditions

Conditions	Yield
Stage #1: methyl 3-bromo-2-oxopropanoate; (S)-N-(tert-butoxycarbonyl)-O-(tert-butyldiphenylsilyl)serinethioamide With potassium hydrogencarbonate In 1,2-dimethoxyethane at 0 - 20℃; Stage #2: With 2,6-dimethylpyridine; trifluoroacetic anhydride In 1,2-dimethoxyethane at 0 - 20℃;	88%
Stage #1: methyl 3-bromo-2-oxopropanoate; (S)-N-(tert-butoxycarbonyl)-O-(tert-butyldiphenylsilyl)serinethioamide With potassium hydrogencarbonate In 1,2-dimethoxyethane at 0 - 20℃; for 3h; Stage #2: With 2,6-dimethylpyridine; trifluoroacetic anhydride In 1,2-dimethoxyethane at 0℃; for 1h;	88%

Methyl bromopyruvate Chemical Properties

Molecular Structure of Methyl bromopyruvate (7425-63-0):

IUPAC Name: Methyl 3-bromo-2-oxopropanoate
Molecular Formula: C₄H₅BrO₃
Molecular Weight: 180.9847 g/mol
XLogP3-AA: 0.8
H-Bond Donor: 0
H-Bond Acceptor: 3
Canonical SMILES: COC(=O)C(=O)CBr
InChI: InChI=1S/C4H5BrO3/c1-8-4(7)3(6)2-5/h2H2,1H3
InChIKey: MQONVZMIFQQQHA-UHFFFAOYSA-N
Index of Refraction: 1.467 Molar
Refractivity: 30.11 cm³
Molar Volume: 108.3 cm³
Surface Tension: 40.4 dyne/cm
Density: 1.67 g/cm³
Flash Point: 66.8 °C
Boiling Point: 186.8 °C at 760 mmHg
Enthalpy of Vaporization: 42.31 kJ/mol
Vapour Pressure: 0.65 mmHg at 25 °C
Water Solubility: mg/L at 25 °C
Refractive Index: n20/D 1.480
Storage Temp.: 2-8°C

Methyl bromopyruvate Safety Profile

Safety Information of Methyl bromopyruvate (7425-63-0):
Hazard Codes: Xi
Risk Statements: 36/37/38
36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
WGK Germany: 3
F: 19

Methyl bromopyruvate Specification

Methyl bromopyruvate (7425-63-0) can be soluble in many organic solvents which is also called for Methyl 3-bromo-2-oxopropanoate ; 2-Oxo-3-bromopropionic acid methyl ester ; 3-Bromo-2-oxopropionic acid methyl ester . It can be used as pharmaceutical intermediate, pharmaceutical raw material, mainly used to manufacture Thiabendazole .

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