2,5-Dimethyl-2,5-hexanediol (HCID 8031)

名称と識別子

優先名称: 2,5-Dimethyl-2,5-hexanediol
IUPAC: 2,5-dimethylhexane-2,5-diol
現地名: 2,5-ジメチル-2,5-ヘキサンジオール
英語名: 2,5-Dimethyl-2,5-hexanediol
分子式: C8H18O2
分子量: 146.23

名称と別名

2,5-DIMETHYL-2,5-HEXANEDIOL110-03-22,5-Dimethylhexane-2,5-diol2,5-Hexanediol, 2,5-dimethyl-Dimethylhexanediol2,5-DIHYDROXY-2,5-DIMETHYLHEXANEDTXSID0026830UNII-3PNB2S8721HSDB 5395NSC 5595NSC-5595EINECS 203-731-5

名称をさらに表示

2,5-ジメチル-2,5-ヘキサンジオール2,5-ジメチルヘキサン-2,5-ジオール2,5-ジヒドロキシ-2,5-ジメチルヘキサン1,1,4,4-テトラメチル-1,4-ブタンジオール2,5‐ジメチル‐2,5‐ヘキサンジオール1,1,4,4-Tetramethyl-1,4-butanediolnsc55955-hexanediol-2,5-hexanedioLDiMethyl-2,5-hexan2,5-Dimethyl-2,5-hex

AI3-20685DTXCID1068302,5-DIMETHYL-2,5-HEXANEDIOL [HSDB]EC 203-731-5RefChem:829362,5Dimethylhexane2,5diol2,5Hexanediol, 2,5dimethyl1,1,4,4Tetramethyl1,4butanediol

データベース識別子

CAS: 110-03-2
PubChem CID: 8031
DTXSID: DTXSID0026830
ChEMBL: CHEMBL1476371
UNII: 3PNB2S8721
EC Number: 203-731-5
Nikkaji: J126.489C

物性

構造計算による物性

XLogP: 0.8
極性表面積: 40.5 Å²
水素結合供与体数: 2
水素結合受容体数: 2
回転可能結合数: 3
重原子数: 10
形式電荷: 0
複雑度: 91

実験および物理化学的性質

Density0.898 G/ML @ 20 °C

Color/Form · 2 件

PRISMS FROM ETHYL ACETATE, FLAKES FROM PETROLEUM ETHER

WHITE CRYSTALS

Solubility · 2 件

SOL IN WATER; VERY SOL IN ALCOHOL, HOT BENZENE, CHLOROFORM

SOL IN ACETONE; INSOL IN CARBON TETRACHLORIDE, KEROSENE

Boiling Point118 °C @ 15 MM HG

Melting Point92 °C

Physical Description · 2 件

Large Crystals; CBI

White solid; [HSDB] Crystalline flakes; [MSDSonline]

物理化学的性質

融点: 86 · 86-90 °C (lit.)
沸点: 214 · 214-215 °C (lit.)
比重(密度): 0 · 0,898 g/cm3
蒸気圧: 0.18 Pa · 0.18Pa at 20℃
屈折率: 1.4429 · 1.4429 (estimate)
闪点: 126 °C · 126 °C
貯蔵温度: Keep in dark place,Sealed in dry,Room Temperature
外見: 結晶フレーク
酸解離定数(Pka): 15.07 · 15.07±0.29(Predicted)
色: 白い
臭い (Odor): 穏やかな樟脳
水溶解度: 溶ける
BRN: 1361437 · 1361437
Henry's Law Constant: 1.4 · 1.4×101 mol/(m3Pa) at 25℃, Zhang et al. (2010)
InChI: 1S/C8H18O2/c1-7(2,9)5-6-8(3,4)10/h9-10H,5-6H2,1-4H3
InChIKey: ZWNMRZQYWRLGMM-UHFFFAOYSA-N
SMILES: CC(C)(O)CCC(C)(C)O
LogP: 0.21 at · 0.21 at 23℃
CAS データベース: 110 · 110-03-2(CAS DataBase Reference)
NISTの化学物質情報: 2 · 2,5-Hexanediol, 2,5-dimethyl-(110-03-2)
EPAの化学物質情報: 2 · 2,5-Hexanediol, 2,5-dimethyl- (110-03-2)

化学的性質

化学的特性Colorless or white crystalline flakes. M.P. 93°C. B.P. 213°C. Soluble in water (20°C 140g/L), miscible with alcohol and most oils. Faint, camphorlike odor.

安全と法規制

GHS分類

GHS Classification · 5 件

Danger

H315 (16.5%): Causes skin irritation [Warning Skin corrosion/irritation]；H318 (78.9%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

P264, P264+P265, P280, P302+P352, P305+P354+P338, P317, P321, P332+P317, and P362+P364 (click each P-code to see the statement)

Aggregated GHS information provided per 133 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Regulatory Information · 5 件

Chemical: 2,5-Hexanediol, 2,5-dimethyl-

2,5-Hexanediol, 2,5-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2,5-Hexanediol, 2,5-dimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

SP - indicates a substance that is identified in a proposed Significant New Use Rule.

Status: Active Update: 04-04-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/14263

2,5-Dimethyl-2,5-hexanediol: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryMay cause irritation; [MSDSonline]

Hazard Classes and CategoriesSkin Irrit. 2 (16.5%)；Eye Dam. 1 (78.9%)

法規制情報

Regulatory Information · 5 件

Chemical: 2,5-Hexanediol, 2,5-dimethyl-

2,5-Hexanediol, 2,5-dimethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2,5-Hexanediol, 2,5-dimethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

SP - indicates a substance that is identified in a proposed Significant New Use Rule.

Status: Active Update: 04-04-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/14263

2,5-Dimethyl-2,5-hexanediol: Does not have an individual approval but may be used under an appropriate group standard

安全データ

wgk: 3
tsca: TSCA listed
hs_code: 29053980
化審法: (2)-240
safety_code: 22-24/25
Hazard Classifications: Eye Irrit. 2
ストレージクラス: 11 - Combustible Solids
有毒物質データの: 110-03-2(Hazardous Substances Data)

化学と産業

用途と製造

Uses · 2 件

Used as a chemical intermediate; [HSDB]

CHEMICAL INTERMEDIATE

U.S. Production2023: 400,000 - <550,000 lb；2022: 850,000 - <1,000,000 lb；2021: 1,000,000 - <2,500,000 lb；2020: 250,000 - <400,000 lb

Industry UsesCatalyst；Intermediate；CBI

Methods of ManufacturingPROBABLY BY REDUCTION OF 2,5-DIMETHYL-3-HEXYNE-2,5-DIOL IN THE PRESENCE OF A PALLADIUM OR PLATINUM CATALYST

General Manufacturing Information · 2 件

All Other Chemical Product and Preparation Manufacturing；Plastics Product Manufacturing；CBI

2,5-Hexanediol, 2,5-dimethyl-: ACTIVE

応用分野 · 3 件

用途有機合成原料。

使用2,5-Dimethyl-2,5-hexanediol was used in the synthesis of six- and seven-membered heterocyclic boron compounds containing intramolecular N-B bond.

一般的な説明2,5-Dimethyl-2,5-hexanediol on heteropoly acid catalyzed dehydration yields cyclic ethers via stereospecific intramolecular SN2 mechanism. It reacts with nitriles in concentrated sulfuric acid to yield Δ1-pyrrolines.

調製方法 · 2 件

製造方法The raw materials 2,5-Dimethyl-3-hexyne-2,5-diol (37.4 g, 263 mmol), ethyl acetate (60 mL), and Pd/C catalyst (0.285 g, 2.63 mmol, 1 mol %) were added to an autoclave. The hydrogen gas was slowly added to 10 bar. When the hydrogenation reaction was performed for 12 hours and then removed the hydrogen gas. Finally, 2,5-Dimethyl-2,5-hexanediol is obtained by purification.

純化方法Purify the diol by fractional crystallisation. Then the diol is dissolved in hot acetone, treated with activated charcoal, and filtered while hot. The solution is cooled and the diol is filtered off and washed well with cold acetone. The crystallisation process ia repeated several times, and the crystals are dried under a vacuum in a freeze-drying apparatus [Goates et al. J Chem Soc, Faraday Trans 1 78 3045 1982]. [Beilstein 1 IV 2600.]