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301345

Sigma-Aldrich

3-Chloro-3-methyl-1-butyne

97%

Sinónimos:

α,α-Dimethylpropargyl chloride, 2-Chloro-2-methyl-3-butyne, 2-Methyl-2-chloro-3-butyne, 2-Methyl-3-butyn-2-yl chloride, 3-Chloro-3-methyl-1-butyne, 3-Chloro-3-methylbutyne, 3-Methyl-1-butyn-3-yl chloride, 3-Methyl-3-chloro-1-butyne, 3-Methyl-3-chlorobutyne

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About This Item

Fórmula lineal:
ClC(CH3)2C≡CH
Número de CAS:
1111-97-3
Peso molecular:
102.56
EC Number:
214-188-9
MDL number:
MFCD00190221
UNSPSC Code:
12352100
PubChem Substance ID:
24858181
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

Quality Level

100

assay

97%

form

liquid

refractive index

n20/D 1.418 (lit.)

bp

73-75 °C (lit.)

mp

−61 °C (lit.)

density

0.913 g/mL at 25 °C (lit.)

functional group

alkyl halide
chloro

storage temp.

2-8°C

SMILES string

CC(C)(Cl)C#C

InChI

1S/C5H7Cl/c1-4-5(2,3)6/h1H,2-3H3

InChI key

QSILYWCNPOLKPN-UHFFFAOYSA-N

Application

3-Chloro-3-methyl-1-butyne was used in preparation of:
  • series of benzo[b]pyrano[2,3-i]xanthen-6-ones and benzo[b]pyrano[3,2-h]xanthen-7-ones[1]
  • 6-hydroxy-3,3-dimethyl-3H,7H-benzo[a]pyrano[3,2-h]xanthen-7-one[2]
  • 5-hydroxy-2,2-dimethyl-2H,6H-benzo[a]pyrano[2,3-i]xanthen-6-one[2]
  • 3,3-dimethyl-3Hbenzofuro[3,2-f][1]-benzopyran[3]

For use with

Referencia del producto
Descripción
Precios

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 2

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

39.2 °F - closed cup

flash_point_c

4 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificados de análisis (COA)

Lot/Batch Number
MKCP6061
MKCN1253
MKCL9681
MKBV4870V
MKBT0947V

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C Sittisombut et al.
Chemical & pharmaceutical bulletin, 49(6), 675-679 (2001-06-20)
Condensation of 3-hydroxy-2-naphthalenecarboxylic acid with phloroglucinol afforded 1,3-dihydroxy-12H-benzo[b]xanthen-12-one. Construction of an additional dimethylpyran ring onto this skeleton, by alkylation with 3-chloro-3-methyl-1-butyne followed by Claisen rearrangement, gave access to a series of benzo[b]pyrano[2,3-i]xanthen-6-ones and benzo[b]pyrano[3,2-h]xanthen-7-ones related to psorospermine and benzo[b]acronycine. In
Soizic Prado et al.
Bioorganic & medicinal chemistry, 14(15), 5423-5428 (2006-04-18)
Alkylation of 2-hydroxydibenzofuran with 3-chloro-3-methyl-1-butyne, followed by Claisen rearrangement, gave access to 3,3-dimethyl-3Hbenzofuro[3,2-f][1]-benzopyran. Several derivatives modified at the pyran 1,2-double bond were prepared, including the corresponding dihydro compound and (+/-)-cis-diol, which was converted into diacetate and cyclic carbonate upon acylation.
Chavalit Sittisombut et al.
Chemical & pharmaceutical bulletin, 54(8), 1113-1118 (2006-08-02)
Condensation of 2-hydroxy-1-naphthalenecarboxylic acid with phloroglucinol afforded 9,11-dihydroxy-12H-benzo[a]xanthen-12-one (6). Construction of an additional dimethylpyran ring onto this skeleton, by alkylation with 3-chloro-3-methyl-1-butyne followed by Claisen rearrangement, gave access to 6-hydroxy-3,3-dimethyl-3H,7H-benzo[a]pyrano[3,2-h]xanthen-7-one (12) and 5-hydroxy-2,2-dimethyl-2H,6H-benzo[a]pyrano[2,3-i]xanthen-6-one (13), which were methylated into 6-methoxy-3,3-dimethyl-3H,7H-benzo[a]pyrano[3,2-h]xanthen-7-one (14)

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