基本情報
- 標準SMILES
CCC(O)CO- InChIKey
BMRWNKZVCUKKSR-UHFFFAOYSA-N- 分子式
- C4H10O2
- 平均分子量
- 90.12 g/mol
- 単同位体質量
- 90.06807956
概要
Butane-1,2-diol is a butanediol in which the two hydroxy groups are located at positions 1 and 2. It has a role as a metabolite. It is a glycol and a butanediol.
名称と識別子
- 優先名称
- 1,2-Butanediol
- IUPAC
- butane-1,2-diol
- 現地名
- 1,2-ブタンジオール
- 英語名
- 1,2-BUTANEDIOL
- 分子式
- C4H10O2
- 分子量
- 90.12
名称と別名
名称をさらに表示
データベース識別子
- CAS
584-03-2- PubChem CID
- 11429
- DTXSID
DTXSID6040375- ChEBI
CHEBI:52682- UNII
- RUN0H01QEU
- EC Number
- 209-527-2
- Nikkaji
- J46.396E
物性
構造計算による物性
- XLogP
- -0.2
- 極性表面積
- 40.5 Ų
- 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
- 2
- 重原子数
- 6
- 形式電荷
- 0
- 複雑度
- 28.7
実験および物理化学的性質
Density
1.0023 @ 20 °C
Relative density (water = 1): 1.01
Viscosity
Dynamic viscosity @ 20 °C is 7.3 mPa.s
7.3 mm²/s at 20 °C
Solubility
SPECIFIC OPTICAL ROTATION: -7.4 DEG AT 22 °C/D (ALCOHOL, 4%); SOL IN WATER, ALCOHOL & ACETONE /L-FORM/
Miscible with water in all proportions, readily soluble in alcohols, slightly soluble in ethers and esters, and insoluble in hydrocarbons.
Solubility in water: miscible
Flash Point
90 °C
40 °C (104 °F) (CLOSED CUP)
93 °C c.c.
Boiling Point
195-196.9 °C
194 °C
Melting Point
-50 °C
-114 °C
Vapor Density
3.1 (AIR= 1)
Relative vapor density (air = 1): 3.1
物理化学的性質
- 融点
- -50 °C · -50 °C
- 沸点
- 191 · 191-192 °C/747 mmHg (lit.)
- 比旋光度
- -0.2 · -0.2~+0.2°(20℃/D)(neat)
- 比重(密度)
- 1.006 g/mL · 1.006 g/mL at 25 °C (lit.)
- 蒸気圧
- 10 · 10-2130Pa at 20℃
- 屈折率
- 20 · n20/D 1.438(lit.)
- 闪点
- 200 °F · 200 °F
- 貯蔵温度
- 2 · Storage temp. 2-8°C
- 外見
- clear liquid
- 酸解離定数(Pka)
- 14.49 · 14.49±0.20(Predicted)
- 色
- Colorless to Light yellow
- 水溶解度
- 100 · 100-1000g/L at 25℃
- BRN
- 969169 · 969169
- Henry's Law Constant
- 2.1 · 2.1×103 mol/(m3Pa) at 25℃, Burkholder et al. (2019)
- 化粧品成分の機能
- 溶媒スキンコンディショニング保湿剤粘度制御
- InChI
- 1S/C4H10O2/c1-2-4(6)3-5/h4-6H,2-3H2,1H3
- InChIKey
- BMRWNKZVCUKKSR-UHFFFAOYSA-N
- SMILES
- CCC(O)CO
- LogP
- -0.34 · -0.34-0.3 at 25℃
- CAS データベース
- 584 · 584-03-2(CAS DataBase Reference)
- EPAの化学物質情報
- 1 · 1,2-Butanediol (584-03-2)
化学的性質
化学的特性clear colorless liquid
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 25.3% (39 of 154) of reports.
Warning
H319 (74.7%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
P264+P265, P280, P305+P351+P338, and P337+P317 (click each P-code to see the statement)
Aggregated GHS information provided per 154 reports by companies from 4 notifications to the ECHA C&L Inventory.
危険有害性情報
Regulatory Information
Chemical: 1,2-Butanediol
1,2-Butanediol is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2-Butanediol 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: 09-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/23064
1,2-Butanediol: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
NFPA Hazard Classification
1 - Materials that, under emergency conditions, can cause significant irritation.
2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.
0 - Materials that in themselves are normally stable, even under fire conditions.
安全と保護具
First Aid Measures
Fresh air, rest.
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 immediately for medical attention.
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.
Preventive Measures
... /IF/ AGITATED OR HEATED, OR IF SKIN CONTACT IS EXTENSIVE & PROLONGED, IT IS ADVISABLE TO PROTECT PERSONNEL BY ENCLOSING PROCESS OR PROVIDING LOCAL EXHAUST VENTILATION. /GLYCOLS & DERIV/
MAIN HAZARD ASSOC WITH THESE SUBSTANCES /IS/ THAT OF INGESTION /WHICH/ CAN USUALLY BE PREVENTED BY KEEPING THEM IN PROPERLY LABELLED CONTAINERS. /GLYCOLS & DERIV/
毒性情報
Environmental Fate
TERRESTRIAL FATE: 1,2-Butanediol will probably biodegrade based on a screening test of the structurally analogous 1,4-butanediol(5,SRC). According to a suggested classification scheme(3), the estimated Koc value of 17(1,2) indicates that 1,2-butanediol will be very highly mobile in soil. Based on the vapor pressure of 0.0501 mm Hg at 25 °C(4), 1,2-butanediol is expected to volatilize if spilled on dry soil surfaces(SRC).
AQUATIC FATE: Based on the estimated Henry's Law constant of 2.3X10-7 atm-cu m/mole at 25 °C(3), 1,2-butanediol is expected to be essentially nonvolatile from water. Adsorption to sediment, bioconcentration in aquatic organisms, and hydrolysis are not expected to be important fate processes for 1,2-butanediol in water systems(SRC). 1,2-Butanediol is expected to biodegrade based on a screening test for 1,4-butanediol(SRC).
ATMOSPHERIC FATE: Based on the measured vapor pressure of 0.0501 mm Hg at 25 °C(1), 1,2-butanediol is expected to exist almost entirely in the vapor phase in the ambient atmosphere(2). Vapor phase 1,2-butanediol is degraded by reaction with photochemically formed hydroxyl radicals in the ambient atmosphere; the half-life for this reaction in air can be estimated to be about 25 hours(3,SRC).
Signs and Symptoms
Dizziness. Drowsiness. Headache.
Redness. Pain.
Nausea. Abdominal pain. Diarrhoea. Aspiration hazard!
Soil Adsorption/Mobility
Based on an estimated log octanol-water partition coefficient of -0.29(2) and a recommended regression-derived equation(1), the Koc for 1,2-butanediol can be estimated to be 17(SRC). According to a suggested classification scheme(3), this Koc value indicates that 1,2-butanediol will be very highly mobile in soil(SRC).
Environmental Biodegradation
2-Butanol was shown to biologically oxidize to 1,2-butanediol in cell free extracts of Pseudomonas species(1). However, 1,2-butanediol was not converted using the same organism(1). Using an initial concn of 100 mg/L 1,4-butanediol, 74- 96 percent BOD was observed after a 2 week period in a biodegradation screening test using 30 mg/L sludge(2) and 1,2- butanediol is expected to behave similarly under the same conditions based on structural analogy to 1,4-butanediol(SRC).
Environmental Bioconcentration
Based on an estimated log octanol-water partition coefficient of -0.29(2) and a recommended regression-derived equation(1), the BCF for 1,2-butanediol can be estimated to be 0.35(SRC). This BCF value indicates that 1,2-butanediol will not bioconcentrate in aquatic organisms(SRC).
安全データ
- wgk
- 2
- tsca
- TSCA listed
- rtecs
- EK0380000
- ridadr
- 1993
- hs_code
- 29053995
- 化審法
- (2)-235
- 消防法
- 危-4-3-III
- safety_code
- 24/25
- hazard_class
- 3
- packing_group
- III
- Hazard Classifications
- Eye Irrit. 2
- ストレージクラス
- 10 - Combustible liquids
- 有毒物質データの
- 584-03-2(Hazardous Substances Data)
化学と産業
薬理情報
Metabolism/Metabolites
... 1.0 g/kg of 1,2 butanediol /given/ intravenously during a 2-min period to rabbits ... was metabolized slowly, as shown by the fact that the blood level fell slowly and that there was only slow excretion via the urine. That which was excreted in the urine was found either as the glucuronide or unchanged. Tissue analysis showed no accumulation of 1,2-butanediol.
... Glucuronides or other metabolites /were not found/ in the urine of rabbits given 1,2-butanediol orally.
用途と製造
Uses
CIR ingredient: 1,2-Butanediol
Used as an intermediate in polyester resins; as a solvent; [HSDB] Used as a solvent in pesticides and inkjet inks and in the preparation of polyurethanes; [CHEMINFO]
Farming (Pesticides) [Category: Industry]
IN INDUST AS INTERMEDIATE IN POLYESTER RESINS
Solvent and intermediate
U.S. Production
2023: 250,000 - <550,000 lb
(1977) MORE THAN 4.5X10+6 G (INCL 1,3-ISOMER)
(1979) MORE THAN 4.5X10+6 G (INCL 1,3-ISOMER)
Use Classification
EPA Safer Chemical Functional Use Classes -> Solvents
Safer Chemical Classes -> Green circle - The chemical has been verified to be of low concern
応用分野
用途12BGは、ポリエステル可塑剤(塩化ビニル樹脂用)ポリエステルポリオール(ウレタン樹脂のソフトセグメント)及び不飽和ポリエステル樹脂の原料として優れた特性を示します。これらの製品は、日用雑貨品などの一般消費材から電気?自動車などの耐久消費財及び機械用部品等の工業資材分野に至るまで、極めて広い範囲にわたって使用されます。今後もその用途は、益々拡大するものと期待されています。 主な用途 ■ 塩化ビニル樹脂可塑剤 アジピン酸等の脂肪族2塩基酸と反応させ低分子量のポリエステルとした後に末端カルボキシル基をヘキシルアルコールのような脂肪族アルコールでエステル化し、非移行性の可塑剤として使用できます。 ■ ウレタン樹脂用ポリエステルポリオール アジピン酸等の脂肪族2塩基酸或いはフタル酸等の芳香族2塩基酸と反応させ、末端がヒドロキシル基である低分子量のポリエステルポリオールにするとウレタン樹脂用のポリオールとして使用できます。このものを用いて製造したウレタン樹脂は、優れた物性を有します。 ■ 不飽和ポリエステル樹脂 マレイン酸等の不飽和脂肪族2塩基酸或いはその無水物とフタル酸などの芳香族2塩基酸とを反応させたポリエステル樹脂をスチレンモノマー等の重合性モノマーに溶解する事によって、不飽和ポリエステル樹脂として使用できます。12BGに含有するエチル基によって、重合性モノマーに対する溶解性が向上するので取り扱いが容易で、耐水性に優れた樹脂を得る事が出来ます。 ■ その他各種ポリエステル原料 接着剤等の樹脂の原料として用いることが出来ます。 ■ その他の用途 各種溶剤、冷却剤、油圧用駆動油、ファインケミカルの原料として用いることが出来ます。 《貯蔵及び取扱い》 12BGは吸湿性があり、酸素により変質を受けやすい物質ですので、貯蔵容器は乾燥窒素で必ずシールして下さい。貯蔵に際しては、40℃以下に保持することをお勧めします。 12BGは消防法危険物第4類第3石油類(水溶性)、危険等級Ⅲに該当します。 揮発性が低く、12BG自体が常温で引火することは有りませんが、万一燃えた場合は、粉末消火剤、泡薬剤(耐アルコール性)または大量の水噴霧が有効です。12BGは毒性が極めて低く、安全性の高い物質です。取り扱いに際しては、保護メガネや保護手袋などの一般的な保護具を着用して下さい。
使用1,2-Butanediol was used in the synthesis of (R)-2-hydroxybutyric acid.
上流・下流製品情報
下流製品
サプライヤー50 社
補足説明
定義本品は、次の化学式で表される二価アルコールである。
定義ChEBI: A butanediol in which the two hydroxy groups are located at positions 1 and 2.
関連反応
関連ノート
読み込み中…