Methyl 2-chloroacetoacetate

Names

[ Name ]:
Methyl 2-chloroacetoacetate

[Synonym ]:
2-Chloroacetoacetic Acid Methyl Ester
MFCD00008757
Methyl 2-Chloroacetoacetate
methyl 2-chloro-3-oxobutanoate
EINECS 225-286-6

Chemical & Physical Properties

[ Density]:
1.236 g/mL at 25 °C(lit.)

[ Boiling Point ]:
137 °C(lit.)

[ Melting Point ]:
−33-−32.7 °C(lit.)

[ Molecular Formula ]:
C₅H₇ClO₃

[ Molecular Weight ]:
150.56000

[ Flash Point ]:
161 °F

[ Exact Mass ]:
150.00800

[ PSA ]:
43.37000

[ LogP ]:
0.35580

[ Index of Refraction ]:
n20/D 1.446(lit.)

[ Storage condition ]:
2~8°C

[ Water Solubility ]:
50 g/L (20 ºC)

MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302 + H312 + H332-H315-H319-H335

[ Precautionary Statements ]:
P261-P280-P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22;R36/37/38

[ Safety Phrases ]:
S26-S27-S28-S36/37/39-S37/39

[ RIDADR ]:
UN 2810 6.1/PG 3

[ WGK Germany ]:
3

[ Packaging Group ]:
III

[ Hazard Class ]:
8

[ HS Code ]:
29183000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

Methyl acetoacetate
Ethyl acetoacetate
methyl 2,2-dichloroacetoacetate

DownStream

Methyl 2-amino-4-methylthiazole-5-carboxylate
Methyl 2-(4-chlorophenyl)-4-methyl-1,3-thiazole-5-carboxylate
Benzo[b]thiophene-2-carboxylicacid, 3-methyl-, methyl ester
1,4-Dithiane
2-methyl-5,6-dihydro-1,4-oxathiine
5,6-dihydro-2-methyl-1,4-oxathiine-3-carboxylic acid methyl ester
5-methyl-2-phenyl-1H-imidazole-4-carboxylic acid
5-CHLORO-6-METHYL-2-PHENYLPYRIMIDIN-4(3H)-ONE
methyl 3-[(dimethoxyphosphinyl)oxy]crotonate

Customs

[ HS Code ]: 2918300090

[ Summary ]:
2918300090 other carboxylic acids with aldehyde or ketone function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:6.5%。General tariff:30.0%

Articles

Chemoselective arylamidine cyclizations: mild formation of 2-arylimidazole-4-carboxylic acids.

Org. Lett. 7(17) , 3801-3, (2005)

A versatile, one-pot synthesis of 2-arylimidazole-4-carboxylic acids from arylamidines and methyl-2-chloroacetoacetate is described. The transformation is chemoselective, and reaction conditions are m...

'One-flask'synthesis to 3, 5-disubstituted 1, 2, 4-triazoles from aldehydes with hydrazonoyl hydrochlorides via 1, 3-dipolar cycloaddition. Tseng W-C, et al.

Tetrahedron 67(29) , 5339-45, (2011)

methyl 2-chloroacetoacetate
methyl 2-[4-methyl-7-(2-oxopropoxy)-2-oxo-2H-3-chromenyl]acetate
methyl 2-(1-ethyl-2-oxocyclohex-3-en-1-yl)acetate
METHYL 2-(4-METHYLPHENYLSULFONAMIDO)-2-PHENYLACETATE
methyl 2-methoxy-4-(methylamino)benzoate
methyl 2-O-benzoyl-3-O-[2-(prenyloxymethyl)benzoyl]-4,6-O-benzylidene-α-D-glucopyranoside
3-({1-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]spiro[2.3]hexan-1-yl}formamido)-2-hydroxypropanoic acid
2-[({1-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]spiro[2.3]hexan-1-yl}formamido)oxy]propanoic acid
rac-(1R,2S)-2-[({1-[({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)methyl]spiro[2.3]hexan-1-yl}formamido)methyl]cyclopropane-1-carboxylic acid
3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-({7-oxaspiro[3.5]nonan-2-yl}carbamoyl)propanoic acid
2-({2-[5-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)pyridin-2-yl]-N-methylacetamido}oxy)acetic acid
2-({1-[2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-5-fluorophenyl]-N-methylformamido}oxy)acetic acid
2-({1-[4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-fluorophenyl]-N-methylformamido}oxy)acetic acid
2-[(1-{1-[2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)ethyl]-1H-imidazol-4-yl}-N-methylformamido)oxy]acetic acid
2-({1-[3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)bicyclo[2.2.1]heptan-2-yl]-N-methylformamido}oxy)acetic acid
2-({2-[2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)cyclohexyl]-N-methylacetamido}oxy)acetic acid