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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
ClC(CH3)2C≡CH
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Quality Level
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.)
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
Related Categories
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
- 6-hydroxy-3,3-dimethyl-3H,7H-benzo[a]pyrano[3,2-h]xanthen-7-one
- 5-hydroxy-2,2-dimethyl-2H,6H-benzo[a]pyrano[2,3-i]xanthen-6-one
- 3,3-dimethyl-3Hbenzofuro[3,2-f][1]-benzopyran
accessory
Product No.
Description
Pricing
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Flam. Liq. 2
WGK
WGK 3
Flash Point(F)
closed cup
Flash Point(C)
closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
危险化学品
Certificates of Analysis (COA)
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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
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.
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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