1-Chloro-3-methyl-2-butene

Base Information

• Chemical Name: 1-Chloro-3-methyl-2-butene
• CAS No.: 503-60-6
• Deprecated CAS: 219555-05-2
• Molecular Formula: C5H9 Cl
• Molecular Weight: 104.579
• Hs Code.: 2903299090
• European Community (EC) Number: 207-972-7
• UNII: KMT7V9LLBR
• DSSTox Substance ID: DTXSID7060120
• Nikkaji Number: J29.181A
• Wikidata: Q27282333
• Mol file: 503-60-6.mol

Synonyms:1-CHLORO-3-METHYL-2-BUTENE;503-60-6;Prenyl chloride;1-Chloro-3-methylbut-2-ene;2-Butene, 1-chloro-3-methyl-;3,3-Dimethylallyl chloride;3-Methylcrotyl chloride;3-Methyl-2-butenyl chloride;Isoprenyl chloride;1-chloro-3-methyl-but-2-ene;HSDB 6129;gamma,gamma-Dimethylallyl chloride;KMT7V9LLBR;UNII-KMT7V9LLBR;EINECS 207-972-7;.gamma.,.gamma.-Dimethylallyl chloride;4-Chloro-2-methyl-2-butene;MFCD00000982;prenylchloride;1-chloro-3-methyl2-butene;1-chloro3-methyl-2-butene;3-methyl-1-chloro-2-butene;SCHEMBL383294;3-methyl-but-2-enyl chloride;DTXSID7060120;2-METHYL-4-CHLORO-2-BUTENE;1-Chloro-3-methyl-2-butene, 95%;AKOS009031295;LS-46940;1,1-DIMETHYL-3-CHLORO-1-PROPENE;1-Chloro-3-methyl-2-butene (>85per cent);1-CHLORO-3-METHYL-2-BUTENE [HSDB];C1290;CS-0204351;FT-0607621;EN300-21160;D89386;W-105968;Q27282333;F8881-2094

Chemical Property of 1-Chloro-3-methyl-2-butene

Chemical Property:

• Appearance/Colour: light yellow transparent liquid
• Vapor Pressure: 29.6mmHg at 25°C
• Refractive Index: n20/D 1.4488(lit.)
• Boiling Point: 58-59 ºC (120 mmHg)
• Flash Point: 4 ºC
• PSA: 0.00000
• Density: 0.928
• LogP: 2.19140
• Storage Temp.: 2-8°C
• Water Solubility.: Miscible with chloroform, acetone, diethyl ether and alcohol. Immiscible with water.
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 104.0392780
• Heavy Atom Count: 6
• Complexity: 51

Purity/Quality:

99% ^*data from raw suppliers

1-Chloro-3-methyl-2-butene(>85%) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,Xi
• Statements: 11-36/37/38
• Safety Statements: 16-26-27-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Unsaturated
• Canonical SMILES: CC(=CCCl)C
• Uses: 1-Chloro-3-methyl-2-butene is used in the synthesis of geraniol. It is also used as an alkylating agent and as a reagent in hyperforin. Further, it is used as an antibiotic to inhibit growth of tumor cells.

Technology Process of 1-Chloro-3-methyl-2-butene

There total 31 articles about 1-Chloro-3-methyl-2-butene which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.3%

2-methyl-3-buten-2-ol (115-18-4) → 3,3-dimethyl-allyl chloride (503-60-6)

Guidance literature:

With hydrogenchloride; at 0 ℃; for 1h;

DOI:10.1081/SCC-100000202

Reference yield: 95.0%

2-methyl-3-buten-2-ol (115-18-4) + acetyl chloride (75-36-5) → 3,3-dimethyl-allyl chloride (503-60-6)

Guidance literature:

In dichloromethane; at 20 ℃; for 1h;

DOI:10.1002/hlca.200890014

Reference yield: 92.0%

3-methyl-2-buten-1-ol (556-82-1) → 3,3-dimethyl-allyl chloride (503-60-6)

Guidance literature:

With ziconium(IV) oxychloride octahydrate; lithium chloride; In ethanol; water; at 90 ℃; for 0.416667h;

DOI:10.1080/10426507.2010.519159

upstream raw materials:

3-methyl-butane-1,3-diol

3-methyl-2-buten-1-ol

2-methyl-3-buten-2-ol

3-chloro-3-methyl-1-butene

Downstream raw materials:

3-methylbut-2-enyl acetate

2-methyl-3-buten-2-yl acetate

S-(3-methyl-but-2-enyl)-N,N'-diphenyl-isothiourea; hydrochloride

benzyl-dimethyl-(3-methyl-but-2-enyl)-ammonium; chloride

Refernces

• 1、 Munyemana, Fran?ois,Patiny, Luc,Ghosez, Léon. "A mild method for the replacement of a hydroxyl group by halogen: 3. the dichotomous behavior of α-haloenamines towards allylic and propargylic alcohols". . . Retrieved 2021/06/07.
• 2、 -. "Method for synthesizing methyl heptenone from isopentenyl alcohol". Paragraph 0048-0050; 0055; 0059; 0063; 0067; 0070. . Retrieved 2019/02/04.