基本情報
- 標準SMILES
C=CCCCC- InChIKey
LIKMAJRDDDTEIG-UHFFFAOYSA-N- 分子式
- C6H12
- 平均分子量
- 84.16 g/mol
- 単同位体質量
- 84.09390038
概要
1-hexene appears as a clear colorless liquid with a petroleum like odor. Flash point -9 °F. Less dense than water and insoluble in water. Vapors heavier than air. Used as a solvent, paint thinner, and chemical reaction medium.
名称と識別子
- 優先名称
- 1-Hexene
- IUPAC
- hex-1-ene
- 現地名
- 1-ヘキセン
- 英語名
- 1-Hexene
- 分子式
- C6H12
- 分子量
- 84.16
名称と別名
名称をさらに表示
データベース識別子
- CAS
592-41-6、68526-99-8、68783-15-3- PubChem CID
- 11597
- DTXSID
DTXSID4025402- ChEMBL
CHEMBL1548726- ChEBI
CHEBI:24579- UNII
- B38ZZ8C206
- EC Number
- 209-753-1
- Nikkaji
- J6.761J
物性
構造計算による物性
- XLogP
- 3.4
- 極性表面積
- 0 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 0
- 回転可能結合数
- 3
- 重原子数
- 6
- 形式電荷
- 0
- 複雑度
- 29
実験および物理化学的性質
Chemical Classes
Other Classes -> Aliphatics, Unsaturated
Flammable agents - 3rd degree
LogP
log Kow= 3.39
3.39
Density
0.673 at 68 °F (USCG, 1999) - Less dense than water; will float
0.6731 @ 20 °C/4 °C
Relative density (water = 1): 0.7
0.673
0.6732 @25 °C
Solubility
Very sol in ethanol, ethyl ether, benzene, and petroleum ether
In water, 50 mg/l at 25 °C
Solubility in water, g/100ml at 20 °C: 0.005
Flash Point
-15 °F (USCG, 1999)
BELOW 20 °F (BELOW -7 °C) (CLOSED CUP)
-26 °C c.c.
-15 °F
Boiling Point
146.3 °F at 760 mmHg (USCG, 1999)
63.4 °C @ 760 mm Hg
63 °C
146.3 °
64.5 °C @760 [mm Hg]
Melting Point
-219.6 °F (USCG, 1999)
-139.7 °C
-140 °C
-219.6 °F
-139.9 °C
Vapor Density
3.0 (Air= 1)
Relative vapor density (air = 1): 2.9
物理化学的性質
- 融点
- -140 °C · -140 °C
- 沸点
- 60 · 60-66 °C (lit.)
- 比重(密度)
- 0.678 g/mL · 0.678 g/mL at 25 °C (lit.)
- 蒸気密度
- 3 · 3 (vs air)
- 蒸気圧
- 155 mm · 155 mm Hg ( 21.1 °C)
- 屈折率
- 20 · n20/D 1.388(lit.)
- 闪点
- 19 °F · −19 °F
- 貯蔵温度
- Refrigerator
- 溶解性
- アルコール、ベンゼン、クロロホルム、エーテル、石油 (West, 1986) およびアルケンやアルカンを含む他の多くの炭化水素に可溶。
- 外見
- 液体
- 酸解離定数(Pka)
- 14 · >14 (Schwarzenbach et al., 1993)
- 色
- 無色透明
- 比重
- 0.673 · 0.673
- 臭い (Odor)
- マイルドで心地よい。
- 臭気閾値(Odor Threshold)
- 0.14 ppm · 0.14ppm
- 水溶解度
- 0.005 g/100mL · 0.005g/100mL
- 比熱容量
- 2.18 J/ · Cp(liquid): 2.18 J/(g·K), at 25℃
- BRN
- 1209240 · 1209240
- Henry's Law Constant
- 3 · (atmm3/mol): 0.435 at 25 °C (Hine and Mookerjee, 1975)
- Dielectric constant
- 2.1 · 2.1(Ambient)
- 安定性
- 安定。引火性が高い - 引火点が低いことに注意してください。強酸化剤、強酸、可燃物とは相容れない。
- 化粧品成分の機能
- 溶媒
- InChI
- 1S/C6H12/c1-3-5-6-4-2/h3H,1,4-6H2,2H3
- InChIKey
- LIKMAJRDDDTEIG-UHFFFAOYSA-N
- SMILES
- CCCCC=C
- LogP
- 3.87 at · 3.87 at 20℃
- CAS データベース
- 592 · 592-41-6(CAS DataBase Reference)
- NISTの化学物質情報
- 1 · 1-Hexene(592-41-6)
- EPAの化学物質情報
- 1 · 1-Hexene (592-41-6)
化学的性質
化学的特性ヘキシルベンゼンは化学式がC6H5C6H13で表される有機化合物ですこの化合物はベンゼン環にヘキシル基が結合した構造を持っています炭素原子の鎖が直鎖状である場合のヘキシルベンゼンを指し炭化水素の一種であり特にアルキルベンゼンの一つとして分類されますヘキシルベンゼンは無色透明の液体であり特有の芳香を持つことが知られています
化学的特性1-Hexene, C6H12, is a colorless liquid, which is highly volatile and flammable. Hexene is a component of refinery gas and coffee aroma.
安全と法規制
GHS分類
GHS Classification
Danger
H225 (97.5%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P264+P265, P280, P301+P316, P303+P361+P353, P305+P351+P338, P331, P337+P317, P370+P378, P403+P235, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 317 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
H401: Toxic to aquatic life [Hazardous to the aquatic environment, acute hazard]
P273, and P501 (click each P-code to see the statement)
危険有害性情報
Regulatory Information
Chemical: 1-Hexene
1-Hexene is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1-Hexene 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)
Status: Active Update: 11-05-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15420
1-Hexene: HSNO Approval: HSR001170 Approved with controls
The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)
Fire Hazards
Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.
Extremely flammable. Vapour/air mixtures are explosive.
Health Hazards
Inhalation may cause giddiness or incoordination similar to that from gasoline vapor. Prolonged exposure to high concentrations may induce loss of consciousness or death. (USCG, 1999)
CAUTION: Petroleum crude oil (UN1267) may contain TOXIC hydrogen sulphide gas.
安全と保護具
Fire Fighting
Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Use foam, dry powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.
First Aid Measures
Fresh air, rest.
Remove contaminated clothes. Rinse skin with plenty of water or shower.
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Rinse mouth. Do NOT induce vomiting. Refer for medical attention .
Accidental Release Measures
· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.
· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.
First Aid
SKIN OR EYES: wash exposed skin areas with soap and water; thoroughly flush eyes with water to remove any splashes; launder contaminated clothing before reuse. (USCG, 1999)
General First Aid:
Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Spillage Disposal
Evacuate danger area! Consult an expert! Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Remove all ignition sources. Do NOT wash away into sewer. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.
Preventive Measures
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
Isolation and Evacuation
Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]:
Immediate precautionary measure
毒性情報
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,660(SRC), determined from a log Kow of 3.39(2) and a regression-derived equation(3), indicates that 1-hexene is expected to have low mobility in soil. Volatilization of 1-hexene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.41 atm-cu m/mole(SRC), from its vapor pressure of 187.6 mm Hg(4) and water solubility of 50 mg/l(5). Volatilization of 1-hexene from dry soil surfaces may occur based upon the vapor pressure of 1-hexene(4). 1-Hexene's linear hydrocarbon structure would suggest that biodegradation is an important process in soil(6).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,660(SRC), determined from a log Kow of 3.39(2) and a regression-derived equation(3), indicates that 1-hexene is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 0.41 atm-cu m/mole(SRC), from its vapor pressure of 187.6 mm Hg(4) and water solubility of 50 mg/l(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 1 and 87 hours, respectively(SRC). According to a classification scheme(6), an estimated BCF of 81(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is moderate. 1-Hexene's linear hydrocarbon structure would suggest that biodegradation is an important process in water(8).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-hexene, which has a vapor pressure of 183.7 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-hexene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone molecules(SRC). The half-life for the reaction with hydroxyl radicals is estimated to be 10 hours(SRC) calculated from its rate constant of 3.75X10-11 cu cm/molecule-sec at 25 °C(3). The half-life for the reaction with ozone molecules is estimated to be 23 hours(SRC) calculated from its rate constant of 1.17X10-17 cu cm/molecule-sec at 25 °C(4).
Signs and Symptoms
Cough. Dizziness. Drowsiness. Sore throat. Vomiting. Unconsciousness.
Dry skin.
Redness.
See Inhalation.
Effluent Concentrations
1-Hexene was identified, not quantified, in automobile emissions in Canada(1) and 4-stroke lawn mowers(2). The emission rate of 1-hexene from typical automobiles was reported as 13 mg per liter of gasoline(3). The emission rate of 1-hexene from ferries with diesel engines was reported as 0.6 and 0.1 mg/kWh(4). Car exhaust in London, England contained 1-hexene at an avg concn of 189 ppb(5).
Soil Adsorption/Mobility
The Koc of 1-hexene is estimated as 1,660(SRC), using a log Kow of 3.39(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 1-hexene is expected to have low mobility in soil.
Atmospheric Concentrations
SOURCE DOMINATED: 1-Hexene was reported at an avg concn of 0.1388 ppb along roadsides and at 0.130 ppb at airports in Atlanta, GA(1). The concn of 1-hexene at an unspecified street in London, England was reported as 2 ppb(2). 1-Hexene was reported in the Caldecott Tunnel, CA at a mean concn of 4.6 mg/l in August of 1994 when low oxygenated fuels (0.3%) were being employed in the San Francisco area(3). 1-Hexene was reported in the Caldecott Tunnel, CA at a mean concn of 5.4 mg/l in October of 1994 when high oxygenated fuels (2%) were being employed in the San Francisco area(3). 1-Hexene was identified, not quantified, in the Tingstad Tunnel, Sweden(4).
URBAN/SUBURBAN: 1-Hexene was reported in urban air in Porto Alegre, Brazil in 1996 at a mean concn of 1.1 mg/cu m(1). 1-Hexene was reported in 1993 at an avg concn of 0.40 ug/cu m (not detected to 1.30 ug/cu m) in Los Angeles, CA(2). 1-Hexene was detected in Tulsa, OK at concns of not detected to 0.7 ppb(3). 1-Hexene was detected at concns of 0.002-0.051 parts per trillion in southwest France(4).
RURAL/REMOTE: 1-Hexene was detected in the atmosphere of the Borden Forest, Canada in 1993 at concns of 0.001-0.008 ppb during daytime hours and 0.002-0.01 ppb during nighttime hours(1).
Human Toxicity Excerpts
A low moderate irritant to the skin and eyes.
When inhaled, it produces CNS depression in humans at a concentration of about 0.1%, with accompanying mucous membrane irritation, vertigo, vomiting, and cyanosis.
安全データ
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- MP6670000
- ridadr
- UN 2370
- hs_code
- 29012980
- risk_code
- 11-65-67-51/53
- 化審法
- (2)-22, (2)-31
- 安衛法
- 57,57-2
- 消防法
- 危-4-1-II
- hazard_code
- F,Xn,N
- safety_code
- 9-16-23-29-62-57-33-22
- hazard_class
- 3
- packing_group
- II
- 自然発火温度
- 487 °F
- Hazard Classifications
- Asp. Tox. 1Flam. Liq. 2
- ストレージクラス
- 3 - Flammable liquids
- 有毒物質データの
- 592-41-6(Hazardous Substances Data)
化学と産業
薬理情報
Metabolism/Metabolites
The epoxidation of 1-hexene (1a) and 2-methyl-1-hexene (1b), two hydrocarbons present in the ambient air as pollutants, is catalyzed by some human and rat P450 enzymes. The enantioselectivities of these processes, when the reactions were carried out using rat and human liver microsomal preparations, were modest and dependent on both P450 composition and substrate concentrations. Various p450 isoforms (rat p450 2B1 and human P450 2C10 and 2A6) catalyzed the double bond oxidation of 1a and 1b with different product enantioselectivities. In the case of 1a, a moderately enantioselective hydroxylation at the allelic C(3) with the formation of 1-hexen-3-ol (4a) by microsomes from control or preinduced rats was also observed. The oxidation of this metabolite was, in turn, catalyzed by rat liver microsomes and mainly by rat p450 2C11, leading exclusively to the formation of 1-hexen-3-one, with no double bond epoxidation being observed. The stereochemical course of the microsomal epoxide hydrolase-catalyzed hydrolysis of the epoxy alcohols, threo-(:)- and erythro-(:)-1,2-epoxyhexan-3-ol, theoretically expected to be formed from 4a, has been investigated.
用途と製造
Uses
Used in fuels and as a chemical intermediate; [ACGIH]
IN LINEAR ALPHA-OLEFIN MIXT FOR PRODN OF PRIMARY ALCOHOLS; COMONOMER FOR HIGH DENSITY POLYETHYLENE
Synthesis of flavors, perfumes, dyes, resins, polymer modifier
U.S. Exports
(1974) 3.4X10+10 G (ALL C6-C20 ALPHA OLEFINS)
(1975) 2.27X10+10 G(EST-LINEAR ALPHA-OLEFINS)
U.S. Production
2023: 1,000,000,000 - <2,500,000,000 lb
(1972) 1.6X10+11 G (ALL C6-C20 ALPHA-OLEFINS)
(1975) 1.7X10+11 G(EST-LINEAR ALPHA-OLEFINS)
General Manufacturing Information
Other (requires additional information)
1-Hexene: ACTIVE
THE REACTION OF 1-HEXENE WITH OZONE PRODUCED A LARGE QUANTITY OF CONDENSATION NUCLEI (APPROXIMATELY 85,000 PARTICLES/ML).
応用分野
用途有機合成原料。
用途高分子改質剤、中低圧ポリエチレンのコモノマー、LLDPEのコモノマー
使用1-Hexene is used as a solvent, paint thinner and a medium for conducting chemical reactions. It is a commoner and used in the preparation of both low density and high density polyethylenes. It acts as an adhesives, lubricants, lubricant additives and sealant chemicals. Further, it is used in the preparation of hex-1-en-3-one, heptanal and heptanoic acid. It is also employed in the synthesis of linear plasticizers, oxo-alcohols, motor fuels, automotive additives and biodegradable surfactants. In addition to this, it is used in the preparation of mercaptans, flavors and fragrances, alkyl metals, halides and alkyl silanes.
一般的な説明A clear colorless liquid with a petroleum like odor. Flash point -9°F. Less dense than water and insoluble in water. Vapors heavier than air. Used as a solvent, paint thinner, and chemical reaction medium.
調製方法
純化方法Purify it by stirring over Na/K alloy for at least 6hours, then fractionally distil it from sodium under nitrogen. [Beilstein 1 IV 828.]
上流・下流製品情報
上流原料
下流製品
補足説明
定義ChEBI: An alkene that is hexane carrying a double bond at position 1.
関連反応
関連ノート
読み込み中…